tert-Butyl hydrogen peroxide = tBuOOH = Tert-butyl Hydroperoxide = TBHP
CAS Number: 75-91-2
EC Number: 200-915-7
Molecular Formula: C₄H₁₀O₂
Molecular Weight: 90.12
tert-Butyl hydrogen peroxide (tBuOOH) is the organic compound with the formula (CH3)3COOH.
tert-Butyl hydrogen peroxide is a hydroperoxide, in fact one of the most widely used in a variety of oxidation processes, for example the Halcon process.
tert-Butyl hydrogen peroxide is normally supplied as a 69–70% aqueous solution.
Compared to hydrogen peroxide and organic peracids, tert-butyl hydroperoxide is less reactive, more soluble in organic solvents.
Overall, tert-Butyl hydrogen peroxide is renowned for the convenient handling properties of its solutions.
tert-Butyl hydrogen peroxides solutions in organic solvents are highly stable.
tert-Butyl hydrogen peroxide (TBHP) is a clear, colorless, stable and aqueous solution usually available in concentration of approximately 70 wt% TBHP and 30 wt% water.
TBHP belongs to the alkyl hydroperoxide chemical family.
tert-Butyl hydrogen peroxide is a highly reactive product, with three types of significant physical hazards: flammability, thermal, and decomposition due to contamination.
Applications of tert-Butyl hydrogen peroxide:
Industrially, tert-Butyl hydrogen peroxide is used to prepare propylene oxide.
In the Halcon process, molybdenum-based catalysts are used for this reaction:
(CH3)3COOH + CH2=CHCH3 → (CH3)3COH + CH2OCHCH3
tert-Butyl hydrogen peroxide (TBHP) is primarily used in the chemical industry.
tert-Butyl hydrogen peroxide is used as starting material (or intermediate) and as a reactive ingredient (catalyst, initiator or curing agent).
Applications of tert-Butyl hydrogen peroxide are:
-the epoxidation of propylene to propylene oxide (intermediate);
-free radical initiator for polymerisations, copolymerisations, graft polymerisations and curing of polymers (plastic industry);
-free radical initiator to polymerise unsaturated monomers, usually to high polymers.
tert-Butyl hydrogen peroxide is mainly used by manufacturers of synthetic lattices or water borne dispersions.
tert-Butyl hydrogen peroxide is also used as a component of catalysts systems for unsaturated polyester resins (resin industry; see Annex 3 for additional data on the use of TBHP in the resin industry);
-the synthesis of other organic peroxy molecules (as a precursor of initiators) such as perester, persulphate, dialkyl peroxide and perketal derivatives;
-the preparation of speciality chemicals required by fine chemical and performance chemical industries, such as pharmaceuticals and agrochemicals (fungicide).
tert-Butyl hydrogen peroxide can be dehydrated to isobutene and convert to MTBE.
On a much smaller scale, tert-Butyl hydrogen peroxide is used to produce some fine chemicals by the Sharpless epoxidation.
- the use as an ingredient of hardeners for plastics.
Hardeners for plastics are also used in the plastic industry.
Description of tert-Butyl hydrogen peroxide:
tert-Butyl hydrogen peroxide (TBHP) is an organic peroxide widely used in a variety of oxidation processes.
Chemical Properties of tert-Butyl hydrogen peroxide:
tert-Butyl hydrogen peroxide (TBHP) is a water-white liquid commonly commercially available as a 70% solution in water; 80% solutions are also available.
tert-Butyl hydrogen peroxide is used to initiate polymerization reactions and in organic syntheses to introduce peroxy groups into the molecule.
tert-Butyl hydrogen peroxide vapor can burn in the absence of air and may be flammable at either elevated temperature or at reduced pressure.
Fine mist/spray may be combustible at temperatures below the normal flash point.
When evaporated, the residual liquid will concentrate tert-Butyl hydrogen peroxide content and may reach an explosive concentration (>90%).
Closed containers may generate internal pressure through the degradation of tert-Butyl hydrogen peroxide to oxygen .
tert-Butyl hydrogen peroxide is a highly reactive product.
The three types of significant physical hazards are flammability, thermal, and decomposition due to contamination.
To minimize these hazards, avoid exposure to heat, fire, or any condition that will concentrate the liquid material.
Store away from heat, sparks, open flames, foreign contaminants, combustibles, and reducing agents.
Uses of tert-Butyl hydrogen peroxide:
tert-Butyl hydrogen peroxide is an intermediate in the production of propylene oxide and t-butyl alcohol from isobutane and propylene.
tert-Butyl hydrogen peroxide is primarily used as an initiator and finishing catalyst in the solution and emulsion polymerization methods for polystyrene and polyacrylates.
Other uses are for the polymerization of vinyl chloride and vinyl acetate and as an oxidation and sulfonation catalyst in bleaching and deodorizing operations.
tert-Butyl hydrogen peroxide is a strong oxidant and reacts violently with combustible and reducing materials, and metallic and sulfur compounds.
Uses of tert-Butyl hydrogen peroxide:
tert-Butyl hydrogen peroxide is used as an initiator for radical polymerization and in various oxidation process such as sharpless epoxidation.
tert-Butyl hydrogen peroxide is involved in osmium catalyzed vicinal hydroxylation of olefins under alkaline conditions.
Furthermore, tert-Butyl hydrogen peroxide is used in catalytic asymmetric oxidation of sulfides to sulfoxides using binaphthol as a chiral auxiliary and in the oxidation of dibenzothiophenes.
tert-Butyl hydrogen peroxide plays an important role for the introduction of peroxy groups in organic synthesis.
Production Methods of tert-Butyl hydrogen peroxide:
tert-Butyl hydrogen peroxide is produced by the liquid-phase reaction of isobutane and molecular oxygen or by mixing equimolar amounts of t-butyl alcohol and 30–50% hydrogen peroxide.
tert-Butyl hydrogen peroxide can also be prepared from t-butyl alcohol and 30% hydrogen peroxide in the presence of sulfuric acid or by oxidation of tert-butylmagnesium chloride.
The manufacturing process of tert-Butyl hydrogen peroxide is in a closed system.
Definition of tert-Butyl hydrogen peroxide:
ChEBI: tert-Butyl hydrogen peroxide is an alkyl hydroperoxide in which the alkyl group is tert-butyl.
tert-Butyl hydrogen peroxide is widely used in a variety of oxidation processes.
tert-Butyl hydrogen peroxide has a role as an antibacterial agent and an oxidising agent.
General Description of tert-Butyl hydrogen peroxide:
-Watery odorless colorless liquid.
-Floats and mixes slowly with water.
Air & Water Reactions of tert-Butyl hydrogen peroxide:
Water soluble.
Synthesis and production of tert-Butyl hydrogen peroxide:
Many synthetic routes are available, e.g. by the auto-oxidation of isobutane.
Preferred IUPAC name:
2-Methylpropane-2-peroxol
Systematic IUPAC name:
tert-Butyl hydroperoxide
tert-Butyl hydrogen peroxide is a clear, colorless, stable and aqueous solution usually available in concentration of approximately 70 wt% TBHP and 30 wt% water.
KEYWORDS:
75-91-2, 200-915-7, tBuOOH, Tert-butyl Hydroperoxide, TBHP, Cadox TBH, 11-Dimethylethyl hydroperoxide,, Hydroperoxide 11-dimethylethyl, Slimicide DE-488, Trigonox a-75
Chemical Name: tert-Butyl Hydroperoxide (70% in Water)
Synonyms: 1,1-Dimethylethyl Hydroperoxide; 2-Hydroperoxy-2-methylpropane; Cadox TBH; Kayabutyl H; Kayabutyl H 70; Luperox H 70; Luperox TBH 70X; NSC 672; Perbutyl H; Perbutyl H 69; Perbutyl H 69T; Perbutyl H 80; TBHP; Trigonox A-W 70; t-Butyl Hydroperoxide; tert-Butyl Hydrogen Peroxide
CAS Number: 75-91-2
Molecular Formula: C₄H₁₀O₂
Appearance: Colourless Solution
Melting Point: N/A
Molecular Weight: 90.12
Storage: Amber Vial, Refrigerator, Under inert atmosphere
Solubility: DMSO (Sparingly), Methanol (Soluble), Water (Soluble)
Stability: Light Sensitive
Category: Building Blocks; Miscellaneous;
Applications: tert-Butyl hydrogen peroxide is used in the preparation of copper octylbenzimidazole substituted diamide nitrato complex.
CAS Number: 75-91-2
Abbreviations: TBHP
Beilstein Reference: 1098280
ChEMBL: ChEMBL348399
ChemSpider: 6170 k
ECHA InfoCard: 100.000.833
EC Number: 200-915-7
MeSH: tert-Butylhydroperoxide
PubChem CID: 6410
RTECS number: EQ4900000
UNII: 955VYL842B
UN number: 3109
CompTox Dashboard (EPA): DTXSID9024693
tert-Butyl hydrogen peroxide is organic peroxide widely used in a variety of oxidation processes, for example Sharpless epoxidation.
Industrially, tert-Butyl hydrogen peroxide is used as a starter of radical polymerization.
tert-Butyl hydrogen peroxide is an exceptionally dangerous chemical that is highly reactive, flammable and toxic.
We are manufacturing tert-Butyl hydrogen peroxide in Technical, Pure & LR Grade.
The production of tert-Butyl hydrogen peroxide (hereafter referred to as TBHP) is located at three sites in the European Union.
The production of tert-Butyl hydrogen peroxide takes place in a closed batch or closed continuous process.
The main types of production of tert-Butyl hydrogen peroxide are:
Direct reaction of isobutane and liquid oxygen.
Overall reaction: (CH3)3CH + O2 → (CH3)3COOH.
This reaction produces numerous minor by-products such as t-butyl alcohol and dibutyl peroxide which are removed during the purification by distillation which involves a TBHP-water azeotrope.
Decanting of the aqueous phase of the distillation process leaves an organic phase containing around 70% TBHP and 30% water.).
Preparation from tertiary-butyl alcohol and 30% hydrogen peroxide in presence of sulphuric acid.
(Used by one of the three producers.
Overall reaction: (CH3)C-OH + H2O2 → (CH3)COOH.)
Oxidising of tertiary-butylmagnesium chloride.
Epoxidation of propylene catalysed by a molybdenum complex.
Oxidation of t-butyl alcohol in a 50% hydrogen peroxide solution with a reaction catalyst of silicotungstic acid.
General description of tert-Butyl hydrogen peroxide:
tert-Butyl hydrogen peroxide is an organic peroxide, used in oxidation processes.
Applications of tert-Butyl hydrogen peroxide:
tert-Butyl hydrogen peroxide may be used in: osmium catalyzed vicinal hydroxylation of olefins under alkaline conditions catalytic asymmetric oxidation of sulfides to sulfoxides using binaphthol as a chiral auxiliary oxidation of dibenzothiophenes.
Chemical formula: C4H10O2
Molar mass: 90.122 g·mol−1
Appearance : Colorless liquid
Density: 0.935 g/mL
Melting point: −3 °C (27 °F; 270 K)
Boiling point: 37 °C (99 °F; 310 K) at 2.0 kPa
Solubility in water: miscible
log P: 1.23
Acidity (pKa): 12.69
Basicity (pKb): 1.31
Refractive index (nD): 1.3870
tert-Butyl hydrogen peroxide is commercially available and used mostly as TBHP-70 (T-Hydro), an aqueous solution of approximately 70 weight percent TBHP and 30 weight percent water1.
The physicochemical properties listed in Table 1 include some values for the pure substance.
TBHP-70 is a highly reactive peroxide with an active oxygen content of about 12%.
Experimental data on explosive properties and oxidising properties were not submitted by industry.
In view of theoretical and structural considerations, however, experimental determination of these properties is considered to be not necessary (TBHP is a hydroperoxide with a reactive oxygenoxygen bond (–O-O-) resulting in significant physical hazards, viz. flammability, thermal decomposition and decomposition due to contamination).
All other required physico-chemical data were submitted by industry.
Most of these data are based on information from databases, material safety data sheets or general published information summarizing experimental or estimated physico-chemical properties.
Only the vapour pressure of 2700 kPa at 20 oC and the log Kow of 0.7 at 25 oC are based on full test reports.
Nevertheless, the available data on the physico-chemical properties of TBHP and TBHP-70 are considered to meet the Annex VIIA requirements.
tert-Butyl hydrogen peroxide is flammable, but does not need to be classified as flammable according to the criteria.
However, the flashpoint indicates labelling with R10.
The substance should be classified as oxidising (symbol O) and labelled with the R-sentence R7, because it is an organic peroxide.
CAS-No.: 75-91-2
EINECS-No.: 200-915-7
IUPAC name: tert-Butyl hydroperoxide
Synonyms: TBHP, 2-Hydroxyperoxy-2-methylpropane, (1,1-)Dimethylethyl
hydroperoxide, tert-Butyl hydrogen peroxide,
Trade names: TBHP-70 (T-Hydro), Cadox TBH, Trigonox AW70, Perbutyl H
Molecular formula: C4H10O2
Synonym(s): 1,1-Dimethylethyl hydroperoxide, TBHP, 2-Hydroperoxy-2-methylpropane
Linear Formula: (CH3)3COOH
CAS Number: 75-91-2
Molecular Weight: 90.12
Beilstein: 1098280
MDL number: MFCD00002130
PubChem Substance ID: 24865918
NACRES: NA.23
The electrochemical reduction of tert-butyl hydroperoxide has been investigated in dimethylformamide and 1,2-dichloroethane.
Voltammograms at platinum or at glassy carbon electrodes were indistinguishable from the background, whereas at iron electrodes a well-defined cathodic peak was observed.
The electrocatalytic reduction of tert-butyl hydroperoxide was enhanced at freshly electrodeposited iron.
A study of the reduction mechanism at iron electrode showed that both the electron transfer and the cleavage of the peroxidic bond occurred in a single step, consuming two electrons per mole with the production of tert-butanol.
The electrocatalytic effect of iron was also observed for the cumyl hydroperoxide reduction.
Organic peroxides are not implicated in an electrocatalytic reduction at iron surfaces.
Quality Level: 200
assay: 55.4-65.1% (Thiosulphate, titration)
form: liquid
reaction suitability: reagent type: oxidant
concentration: 5.0-6.0 M in decane
impurities: <4% water
refractive index: n20/D 1.402
density: 0.808 g/mL at 25 °C
storage temp.: 2-8°C
SMILES string: CC(C)(C)OO
InChI: 1S/C4H10O2/c1-4(2,3)6-5/h5H,1-3H3
InChI key: CIHOLLKRGTVIJN-UHFFFAOYSA-N
The invention discloses a preparation method of tert-butyl hydroperoxide and di-t-butyl peroxide which includes the following steps: after mixing vitriol, oxyful and phosphotungstic acid with certain concentration, adding tertiary butyl alcohol into a mixed liquor or adding the mixed liquor into the tertiary butyl alcohol; reacting for 0.5 to 5 hours under 20 to 60 DEG C; obtaining an oil phase after carrying out liquid separation on the crude product of the reaction; obtaining the tert-butyl hydroperoxide and di-t-butyl peroxide products by carrying out decompressing and rectifying on the oil phase; the method has the advantages of simple and convenient operation, low manufacture cost, safety, high efficiency and high yield; in addition, the method of the invention can adjust the relative content of the two reaction products by changing the reaction conditions.
The reaction products of tert-butyl hydroperoxide and di-t-butyl peroxide are separated by decompressing and rectifying, thus avoiding the working procedures of acid cleaning and caustic wash in the traditional technique, solving the defect of overlarge waste water amount in the traditional technique, being beneficial to protecting the environment, reducing the manufacture cost and being capable of greatly increasing the enterprise benefits.
What is tert-Butyl hydrogen peroxide used for?
tert-Butyl hydrogen peroxide is an alkyl hydroperoxide in which the alkyl group is tert-butyl.
tert-Butyl hydrogen peroxide is widely used in a variety of oxidation processes.
tert-Butyl hydrogen peroxide has a role as an antibacterial agent and an oxidising agent.
How do you quench tert-Butyl hydrogen peroxide?
tert-Butyl hydrogen peroxide (685 μL, 5 mmol) was added, and the mixture was stirred at room temperature.
The reaction was quenched by the addition of a saturated aqueous sodium metabisulfite solution after 17 hours.
The mixture was diluted with 10 mL of water and poured into a 60 mL separatory funnel.
Is tert-Butyl hydrogen peroxide flammable?
tert-Butyl hydrogen peroxide is highly combustible with a flash point of 38°C (100°F).
The lower flammability limit of tert-Butyl hydrogen peroxide vapors in air is 5.75 vol% TBHP at 80°C (176°F).
Is TBUO a peroxide?
tert-Butyl hydrogen peroxide is one of the most stable organic peroxides, due to the tert-butyl groups being bulky.
tert-Butyl hydrogen peroxide is a colorless liquid.
What is the freezing point of t butyl alcohol?
Question: The freezing point of pure tert-butyl alcohol (TBA) is 25.5 degree C and the molal freezing point depression constant is 8.40 degree C/m.
This means that one mole of particles in 1000g of this solvent will lower the freezing temperature by 8.40 degree C (ideally).
How do you dilute Tbhp?
Prepare a 50mM intermediate dilution of TBHP (Component E) by adding 3.22μL of the 70% stock (7.78 M) to 496.8μL of PBS or complete media.
Is tert-Butyl hydrogen peroxide toxic?
High exposure to tert-Butyl hydrogen peroxide may cause headache, nausea, vomiting, lack of muscle coordination, weakness, and dizziness.
tert-Butyl hydrogen peroxide is a HIGHLY FLAMMABLE and REACTIVE chemical and a DANGEROUS FIRE and EXPLOSION HAZARD.
What is the formula of benzoyl peroxide?
C₁₄H₁₀O₄
What is epoxidation in chemistry?
Epoxidation is the chemical reaction which converts the carbon–carbon double bond into oxiranes (epoxides), using a variety of reagents including air oxidation, hypochlorous acid, hydrogen peroxide, and organic peracid (Fettes, 1964).
What kind of peroxide is tert-Butyl hydrogen peroxide?
tert-Butyl hydrogen peroxide (tBuOOH) is an organic peroxide widely used in a variety of oxidation processes, for example Sharpless epoxidation.
What is the chemical name for tert butyl ether?
tert-Butyl hydrogen peroxide is a chemical intermediate used to produce methyl tert-butyl ether (MTBE) and ethyl tert-butyl ether (ETBE) by reaction with methanol and ethanol, respectively, and tert-butyl hydroperoxide (TBHP) by reaction with hydrogen peroxide.
Molecular Weight: 90.12
XLogP3-AA: 0.6
Hydrogen Bond Donor Count: 1
Hydrogen Bond Acceptor Count: 2
Rotatable Bond Count: 1
Exact Mass: 90.068079557
Monoisotopic Mass: 90.068079557
Topological Polar Surface Area: 29.5 Ų
Heavy Atom Count: 6
Complexity: 35.3
Isotope Atom Count: 0
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes
TBHP may be released to the environment through various waste streams.
Chemical degradation is expected to be the dominant fate process in water because of reaction with organic matter and therefore, it is doubtful that unreacted TBHP would be biologically available.
A bioconcentration factor (BCF) of 3 has been calculated for TBHP, and this BCF suggests the potential for bioconcentration in aquatic organisms is low.
If released to air, TBHP will exist solely as a vapor in the ambient atmosphere.
Vapor-phase TBHP will be degraded in the atmosphere by reaction with photochemically produced hydroxyl radicals; the half-life for this reaction in air is estimated to be 5 days.
Environmental Fate and Behavior:
TBHP may be released to the environment through various waste streams.
Chemical degradation is expected to be the dominant fate process in water because of reaction with organic matter, and, therefore, it is doubtful that unreacted TBHP would be biologically available.
tert-Butyl hydrogen peroxide is expected to have high mobility in soil. If released to air, TBHP will exist solely as a vapor in the ambient atmosphere.
In aqueous environments, TBHP is not expected to adsorb to sediment or suspended solids, and volatilization is expected to be the primary fate process.
The half-lives for this compound in a variety of media allow for some moderate long-range transport, but not incredible distances.
Safety of tert-Butyl hydrogen peroxide:
tert-Butyl hydrogen peroxide is potentially dangerous, but explosions are rare.
A solution of tert-butyl hydroperoxide and water with a concentration of greater than 90% is forbidden to be shipped according to US Department of Transportation Hazardous Materials Table 49 CFR 172.101.
In some sources tert-Butyl hydrogen peroxide also has an NFPA 704 rating of 4 for health, 4 for flammability, 4 for reactivity and is a potent oxidant, however other sources claim lower ratings of 3-2-2 or 1-4-4.
Formula:
(CH3)3COOH
Odor:
Not available
Vapor Pressure:
62 mmHg at 45 °C
Flash Point:
27 to 54 °C
Autoignition Temperature:
Self-accelerating decomposition at 88 to 93 °C
Toxicity Data:
LD50 oral (rat) 406 mg/kg
LD50 skin (rabbit) 460 mg/kg
LC50 inhal (rat) 500 ppm (4 h)
Major Hazards:
Highly reactive oxidizing agent; sensitive to heat and shock; eye and skin irritant.
Toxicity:
Moderately toxic by inhalation and ingestion and severely irritating to the eyes and skin.
t-Butyl hydroperoxide has not been found to be carcinogenic or to show reproductive or developmental toxicity in humans.
Flammability and Explosibility:
tert-Butyl hydroperoxide is a flammable liquid and a highly reactive oxidizing agent.
Pure TBHP is shock sensitive and may explode on heating.
Carbon dioxide or dry chemical extinguishers should be used for fires involving tert-butyl hydroperoxide.
Reactivity and Incompatibility:
tert-Butyl hydroperoxide and concentrated aqueous solutions of TBHP react violently with traces of acid and the salts of certain metals, including, in particular, manganese, iron, and cobalt.
Mixing anhydrous tert-butyl hydroperoxide with organic and readily oxidized substances can cause ignition and explosion.
TBHP can initiate polymerization of certain olefins.
Storage and Handling:
In particular, tert-butyl hydroperoxide should be stored in the dark at room temperature (do not refrigerate) separately from oxidizable compounds, flammable substances, and acids.
Reactions involving this substance should be carried out behind a safety shield.
TBHP provides a readily available and convenient source of active oxygen suitable for diverse oxidation technologies.
Epoxidation of propylene to propylene oxide is the largest commercial application of TBHP.
Under the polymerization initiation reaction, TBHP is employed to synthesize many perester, dialkyl peroxide, and perketal derivatives, as it serves as a free radical initiator for polymerization, co-polymerization, graft polymerization, and curing of polymers.
TBHP is also used in manufacture of specialty chemicals required in fine chemical and performance chemical industries such as pharmaceuticals and agrochemicals.
It can selectively oxidize hydrocarbons, olefins, and alcohols.
Asymmetric epoxidation and kinetic resolution with TBHP can provide access to complex chiral intermediates.
Commonly used production processes of TBHP include reaction between hydrogen peroxide and tert butanol (TBA) in the presence of sulfuric acid.
The TBHP-based PO production process generates TBA as by-product, along with PO.
The recyclic nature of the process reduces the intensity of grade of TBHP at every pass.
It enables manufacturers to procure TBHP at a lower cost than that of the original production.
This is expected to act as a driver for the global TBHP market.
The study includes drivers and restraints for the tert-butyl hydroperoxide market along with their impact on demand during the forecast period.
The study also provides key market indicators affecting the growth of the market.
The report analyzes opportunities in the tert-butyl hydroperoxide market on the global and regional level.
Drivers, restraints, and opportunities mentioned in the report are justified through quantitative and qualitative data.
These have been verified through primary and secondary resources.
Furthermore, the report analyzes substitute analysis of Tert-butyl hydroperoxide and global average price trend analysis.
Accidents:
In the event of skin contact, immediately wash with soap and water and remove contaminated clothing.
In case of eye contact, promptly wash with copious amounts of water for 15 min (lifting upper and lower lids occasionally) and obtain medical attention.
If tert-butyl hydroperoxide is inhaled or ingested, obtain medical attention immediately.
In the event of a spill, remove all ignition sources, soak up the tert-butyl hydroperoxide with a spill pillow or noncombustible absorbent material, place in an appropriate container, and dispose of properly.
Respiratory protection may be necessary in the event of a large spill or release in a confined area.
Cleanup of anhydrous tert-butyl hydroperoxide and concentrated solutions requires special precautions and should be carried out by trained personnel working from behind a body shield.
Disposal:
Excess tert-Butyl hydrogen peroxide and waste material containing this substance should be placed in an appropriate container, clearly labeled, and handled according to your institution's waste disposal guidelines.
Reactivity Profile of tert-Butyl hydrogen peroxide:
Most alkyl monohydroperoxides are liquid.
The explosivity of the lower members (e.g., methyl hydroperoxide, or possibly, traces of the dialkyl peroxides) decreasing with increasing chain length and branching.
Though relatively stable, explosions have been caused by distillation to dryness or attempted distillation at atmospheric pressure.
Health Hazard:
tert-Butyl hydroperoxide is a strong irritant.
Floyd and Stockinger (1958) observed thatdirect cutaneous application in rats did notcause immediate discomfort, but the delayedaction was severe.
The symptoms were erythemaand edema within 2–3 days.
Exposureto 500 mg in 24 hours produced asevere effect on rabbit skin, while a rinse of150 mg/min was severe to eyes.
It is moderately toxic; the effects aresomewhat similar to those of MEK peroxide.
Symptoms from oral administration in ratswere weakness, shivering, and prostration.
LD50 value, intraperitoneal (rats): 87 mg/kg
LD50 value, oral (rats): 406 mg/kg.
Flammability and Explosibility:
tert-Butyl hydroperoxide is a flammable liquid and a highly reactive oxidizing agent.
Pure TBHP is shock sensitive and may explode on heating.
Carbon dioxide or dry chemical extinguishers should be used for fires involving tert-butyl hydroperoxide.
Safety Profile:
Moderately toxic by ingestion and inhalation.
A severe skin and eye irritant.
Mutation data reported.
At highest dosage levels, symptoms noted were severe depression, incoordmation, and cyanosis.
Death was due to respiratory arrest.
Very dangerous fire hazard when exposed to heat or flame, or by spontaneous chemical reaction such as with reducing materials.
Moderately explosive; may explode during distillation.
Violent reaction with traces of acid.
Concentrated solutions may ignite spontaneously on contact with molecular sieve.
Mixtures with transition metal salts may react vigorously and release oxygen.
Forms an unstable solution with 1,2-dichloroethane.
To fight fire, use alcohol foam, CO2, dry chemical.
When heated to decomposition it emits acrid smoke and fumes.
Carcinogenicity:
A study performed to evaluate the carcinogenicity of TBHP found it was not carcinogenic when applied to the skin of mice at 16.6% of the peroxide 6 times a week for 45 weeks.
However, if its application was preceded by 0.05 mg of 4-nitroquinoline-1-oxide as a 0.25% solution in benzene applied 20 times over 7 weeks followed by TBHP (16.6% in benzene), then malignant skin tumors appeared between days 390 and 405 of the experiment.
This supports the theory that peroxides are not complete carcinogens, but may act as promoters.
The effects of TBHP on promotable and nonpromotable mouse epidermal cell culture lines were reported by Muehlematter et al. .
storage of tert-Butyl hydrogen peroxide:
tert-Butyl hydrogen peroxide should be stored in the dark at room temperature (do not refrigerate) separately from oxidizable compounds, flammable substances, and acids.
Reactions involving tert-Butyl hydrogen peroxide should be carried out behind a safety shield.
Toxicity evaluation:
tert-Butyl hydrogen peroxide accelerates oxidation of glutathione and decreases the metabolism of sodium hexobarbital in rat livers and is a strong oxidation agent.
Incompatibilities:
tert-Butyl hydrogen peroxide and concentrated aqueous solutions of TBHP react violently with traces of acid and the salts of certain metals, including, in particular, manganese, iron, and cobalt.
Mixing anhydrous tert-butyl hydroperoxide with organic and readily oxidized substances can cause ignition and explosion.
TBHP can initiate polymerization of certain olefins.
Waste Disposal:
Excess tert-Butyl hydrogen peroxide and waste material containing this substance should be placed in an appropriate container, clearly labeled, and handled according to your institution's waste disposal guidelines.
TERT-BUTYL HYDROPEROXIDE
75-91-2
T-Butyl hydroperoxide
TBHP
tert-Butylhydroperoxide
2-Hydroperoxy-2-methylpropane
Perbutyl H
t-Butylhydroperoxide
Cadox TBH
1,1-Dimethylethyl hydroperoxide
Hydroperoxide, 1,1-dimethylethyl
tert-Butyl hydrogen peroxide
Terc. butylhydroperoxid
Hydroperoxyde de butyle tertiaire
Hydroperoxide, tert-butyl
Slimicide DE-488
Tertiary butyl hydroperoxide
Trigonox a-75
Trigonox A-W70
TBHP-70
NSC 672
Tertiary-butyl hydroperoxide
1,1-Dimethylethylhydroperoxide
tert-Butyl-hydroperoxide
Dimethylethyl hydroperoxide
T-Hydro
t-BuOOH
UNII-955VYL842B
tert-Butyl hydroperoxide solution
CHEBI:64090
955VYL842B
tert-Butyl Hydroperoxide (70% Solution in Water)
Caswell No. 130BB
Trigonox A-75 [Czech]
terc.Butylhydroperoxid [Czech]
CCRIS 5892
HSDB 837
terc.Butylhydroperoxid
terc. Butylhydroperoxid [Czech]
tert Butylhydroperoxide
EINECS 200-915-7
DE 488
DE-488
BRN 1098280
Hydroperoxyde de butyle tertiaire [French]
AI3-50541
Kayabutyl H
tBuOOH
tert-BuOOH
Hydroperoxide, 1,1-dimethylethyl-
tBOOH
Perbutyl H 69
Perbutyl H 69T
Perbutyl H 80
Luperox TBH 70X
t-butyl-hydroperoxide
terbutyl hydroperoxide
tert-butyhydroperoxide
tert-C4H9OOH
Trigonox A-W 70
t-butyl hydrogenperoxide
t-butyl-hydrogenperoxide
tert.-butylhydroperoxide
tert.butyl hydroperoxide
tertiarybutylhydroperoxide
tertbutylhydrogen peroxide
t-butyl hydrogen peroxide
tert.-butyl hydroperoxide
DSSTox_CID_4693
tert-butylhydrogen peroxide
EC 200-915-7
DSSTox_RID_78866
DSSTox_GSID_31209
tertiary butyl hydro peroxide
Hydroperoxide,1-dimethylethyl
Trigonox A-80 (Salt/Mix)
UN 2093 (Salt/Mix)
UN 2094 (Salt/Mix)
USP -800 (Salt/Mix)
CHEMBL348399
NSC672
DTXSID9024693
tert-Butyl hydroperoxide (8CI)
tert-Butyl hydroperoxide, >90% with water [Forbidden]
WLN: QOX1&1&1
tert-Butyl-hydroperoxide solution
NSC-672
2-Methyl-prop-2-yl-hydroperoxide
ZINC8585869
Tox21_200838
Aztec t-butyl Hydroperoxide-70, Aq
MFCD00002130
tert-Butyl hydroperoxide solution, CP
AKOS000121070
NCGC00090725-01
NCGC00090725-02
NCGC00090725-03
NCGC00258392-01
Hydroperoxide, 1,1-dimethylethyl (9CI)
tert-Butyl Hydroperoxide (70% in Water)
tert-Butyl hydroperoxide, >90% with water
B3153
FT-0657109
Tert-Butyl hydroperoxide, 70% solution in water
Q286326
J-509597
tert-Butyl hydroperoxide solution, ~5.5 M in decane
F1905-8242
tert-Butyl hydroperoxide solution (TBHP), 70% in H2O
tert-Butyl hydroperoxide solution, 5.0-6.0 M in decane
tert-Butyl hydroperoxide solution, 5.0-6.0 M in nonane
Luperox(R) TBH70X, tert-Butyl hydroperoxide solution, 70 wt. % in H2O
tert-Butyl hydroperoxide solution, ~80% in di-tert-butyl peroxide/water 3:2
tert-Butyl hydroperoxide solution, packed in FEP bottles, ~5.5 M in decane (over molecular sieve 4??)
tert-Butyl hydroperoxide solution, packed in FEP bottles, ~5.5 M in nonane (over molecular sieve 4 ??)
t-butyl hydroperoxide
tertiary-butyl hydroperoxide
tert-butylhydrogenperoxide
t-butylhydroperoxide
tert-butylhydroperoxide
tertiary-butylhydroperoxide
cadox TBH
1,1-dimethyl ethyl hydroperoxide
dimethylethyl hydroperoxide
1,1-dimethylethyl hydroperoxide
1,1-dimethylethylhydroperoxide
hydroperoxide, 1,1-dimethylethyl
hydroperoxide, 1,1-dimethylethyl-
hydroperoxide, t-butyl
hydroperoxide, tert-butyl
2-hydroperoxy-2-methylpropane
2-methyl-2-propanyl hydroperoxide
perbutyl H
trigonox A-75