2-Bromopropane, also known as Isopropyl Bromide and 2-propyl bromide, is the halogenated hydrocarbon with the formula CH3CHBrCH3.
2-Bromopropane is used for introducing the isopropyl functional group in organic synthesis.
2-Bromopropane is prepared by heating isopropanol with hydrobromic acid.
CAS Number: 75-26-3
EC Number: 200-855-1
Molecular Weight: 122.99
Chemical formula: C3H7Br
75-26-3, ISOPROPYL BROMIDE, Propane, 2-bromo-, Isopropylbromide, 2-BROMO-PROPANE, 2-bromo propane, UNII-R651XOV97Z, R651XOV97Z, MFCD00000147, sec-Propyl bromide, CCRIS 7919, HSDB 623, EINECS 200-855-1, UN2344, i-propylbromide, AI3-18127, 2-brompropan, iso-propylbromide, i-propyl bromide, 2-bromanylpropane, 2-propyl bromide, 1-isopropylbromide, iso-propyl bromide, i-PrBr, iso-C3H7Br, 1-bromo-1-methylethane, 2-Bromopropane, 99%, EC 200-855-1, 2-Bromopropane, 2-Bromopropane, >=99%, DSSTox_CID_10197, DSSTox_RID_78840, DSSTox_GSID_30197, SCHEMBL10251, CHEMBL451810, DTXSID7030197, 2-Bromopropane, analytical standard, AMY37129, ZINC2041293, Tox21_200356, BBL027287, BR1118, STL146524, AKOS000119846, MCULE-4068304617, CAS-75-26-3, NCGC00091451-01, NCGC00091451-02, NCGC00257910-01, VS-08520, 2-Bromopropane, purum, >=99.0% (GC), B0639, FT-0611602, D87619, A838364, Q209323, J-508539, F0001-1897, 200-855-1, 2-Bromopropane, 2-Bromopropane, 2-Bromo-propane, 2-Brompropan, 75-26-3, Isopropyl Bromide, Propane, 2-bromo-, 1219799-22-0, 18668-72-9, 2-bromopropane radical cation, 2-Bromopropane|Isopropyl bromide, 2-Bromopropane-1,1,1,2-d4, 2-Bromopropane-1,1,1,3,3,3-d6, 2-Bromopropane-1,1,1-d3, 2-Bromopropane-2-d1, 2-BroMopropane--d4, 2-bromopropane-d6, 2-Bromopropane-d7, 39091-63-9 3-Bromo-1-butyne, 4067-80-5
52809-76-4, 688361-45-7, iso-C3H7Br, iso-Propyl bromide, Isopropyl bromide, Isopropylbromide, sec-Propyl bromide, VS-08520
2-Bromopropane, also known as isopropyl bromide and 2-propyl bromide, is the halogenated hydrocarbon with the formula CH3CHBrCH3.
2-Bromopropane is a colorless liquid.
2-Bromopropane is used for introducing the isopropyl functional group in organic synthesis.
2-Bromopropane is prepared by heating isopropanol with hydrobromic acid.
2-Bromopropane is also known as 75-26-3, 2-bromo-propane, isopropyl bromide, Propan-2-bromo with Molecular Formula of C3H7Br and Molecular Weight of 122.99168.
2-Bromopropane is manufactured by heating isopropyl alcohol with HBr and is available in colorless liquid form.
Some of 2-Bromopropane properties include Boiling Point of 59-60°C, Melting Point of -89.0°C, Density/Specific Gravity of 1.31 at 20°C/4°C with miscible solubility with chloroform, ether, alcohol, benzene; slight solubility in acetone and in water (3,180 mg/L at 20°C).
Further, 2-Bromopropane has Surface Tension of 3.5348X10-2 N/m at melting point, Vapor Density of 4.27 (Air=1) and Vapor Pressure of 216 mm Hg at 25°C.
2-Bromopropane, also known as isopropyl bromide and 2-propyl bromide, is the halogenated hydrocarbon with the formula CH3CHBrCH3.
2-Bromopropane is a colorless liquid.
2-Bromopropane is used for introducing the isopropyl functional group in organic synthesis.
2-Bromopropane is prepared by heating isopropanol with hydrobromic acid.
2-Bromopropane, also known as isopropyl bromide or 2-propyl bromide, is used for introducing the isopropyl functional group in organic synthesis.
Ungraded products supplied by Spectrum are indicative of a grade suitable for general industrial use or research purposes and typically are not suitable for human consumption or therapeutic use.
2-Bromopropane has proved to be a useful reagent for amino acids dissolved in dimethylsulfoxide/sodium hydride, except for the determination of arginine.
Methylation of acids with diazomethane has also been used for metabolic profiling despite the formation of artefacts.
Resin-mediated methylation of polyfunctional acids found in fruit juices has also proved successful.
Fumaric, succinic, malic, tartaric, isocitric and citric acids, isolated from fruit juices by trapping onto anionic ion exchange resins, can be efficiently converted to methyl esters by reaction with methyl iodide in both supercritical carbon dioxide and acetonitrile.
To provide for the analysis of even short chain fatty acids in serum, a procedure has been developed with benzyl bromide.
This has been successfully employed for serum and urine organic acid profiling.
The method cannot be used for citric acid or sugar-related acids.
Exposure to 2-bromopropane has been associated with adverse reproductive effects in men and women.
There are also some reports suggesting that maternal formaldehyde exposure is related to delayed conception and miscarriage, and exposure to trinitrotoluene or trichloroethylene may be harmful for the reproductive health of men.
Formamide, dimethylformamide and n-methyl-2-pyrrolidone have also been shown to cause fetotoxic and teratogenic effects in laboratory animals, but there are no data on their effects in humans.
In summary, the epidemiologic evidence suggests that high maternal exposure to solvents may represent a hazard for the developing fetus and may impair female fertility.
The results for male fertility are less conclusive.
The findings on individual solvents must also be interpreted with caution, because coincident exposure to several agents makes 2-Bromopropane difficult to ascribe adverse effects to a specific compound.
Nevertheless, the study results are supportive of adverse effects of some glycol ethers, tetrachloroethylene, toluene, benzene and carbon disulfide on reproduction.
2-Bromopropane would be prudent to minimize exposure to organic solvents.
Preparation of 2-Bromopropane:
2-Bromopropane is commercially available.
2-Bromopropane may be prepared in the ordinary manner of alkyl bromides, by reacting isopropanol with phosphorus and bromine, or with phosphorus tribromide.
Application of 2-Bromopropane:
2-Bromopropane is a general reagent used to introduce isopropyl group as in the case of the synthesis of various Buchwald ligands.
2-Bromopropane can also be used as a starting material in the total synthesis of lamellarin D, lamellarin H, ningalin B and (±)-dichroanal.
Uses of 2-Bromopropane:
Synthesis of pharmaceuticals, dyes, other organics.
2-Bromopropane is a general reagent used to introduce isopropyl group as in the case of the synthesis of various Buchwald ligands.
2-Bromopropane can also be used as a starting material in the total synthesis of lamellarin D, lamellarin H, ningalin B and (±)-dichroanal.
2-Bromopropane serves as an alkylating agent in organic synthesis.
2-Bromopropane is also used as an intermediate to form alkylated amines and alkylated metallic compounds.
Further, 2-Bromopropane acts as a solvent for industrial cleaning, degreasing, metal processing and finishing, electronics, aerospace and aviation, aerosols, textiles, adhesives and inks.
In addition, 2-Bromopropane is used for introducing the isopropyl functional group in organic synthesis.
2-Bromopropane is used as a freon substitute.
2-Bromopropane is used in organic synthesis.
2-Bromopropane is used in the synthesis of pharmaceuticals, dyes and other organics.
Industrial Processes with risk of exposure:
Metal Degreasing
Industry Uses of 2-Bromopropane:
Intermediates
Use Classification of 2-Bromopropane:
Hazard Classes and Categories - Flammable - 3rd degree
Methods of Manufacturing of 2-Bromopropane:
Obtained by heating isopropyl alcohol with HBr.
General Manufacturing Information of 2-Bromopropane:
Industry Processing Sectors:
All other basic inorganic chemical manufacturing.
Pharmacology and Biochemistry of 2-Bromopropane:
MeSH Pharmacological Classification:
Solvents:
Liquids that dissolve other substances (solutes), generally solids, without any change in chemical composition, as, water containing sugar.
Mutagens:
Chemical agents that increase the rate of genetic mutation by interfering with the function of nucleic acids.
A clastogen is a specific mutagen that causes breaks in chromosomes.
Identification of 2-Bromopropane:
Analytic Laboratory Methods:
Method: NIOSH 1025
Procedure: Gas chromatography with flame ionization detector
Analyte: 2-bromopropane
Matrix: air
Detection Limit: 1.0 ug/sample.
Method: OSHA PV2062
Procedure: Gas chromatography using flame ionization detector
Analyte: 2-bromopropane
Matrix: air
Detection Limit: 0.004 ppm (0.020 mg/ cu m).
Purification Methods of 2-Bromopropane:
Wash the bromide with 95% H2SO4 (concentrated acid partially oxidised 2-Bromopropane) until a fresh portion of acid did not become coloured after several hours, then with water, aqueous NaHSO3, aqueous 10% Na2CO3 and again with water.
The H2SO4 can be replaced by conc HCl.
Prior to this treatment, 2-Bromopropane has been purified by bubbling a stream of oxygen containing 5% ozone through 2-Bromopropane for 1hour, followed by shaking with 3% hydrogen peroxide solution, neutralising with aqueous Na2CO3, washing with distilled water and drying.
Alternatively, 2-Bromopropane has been treated with elemental bromine and stored for 4 weeks, then extracted with aqueous NaHSO3 and dried with MgSO4.
After the acid treatment, 2-Bromopropane can be dried with Na2SO4, MgSO4 or CaH2, and fractionally distilled.
Handling and Storage of 2-Bromopropane:
Storage Conditions:
Materials which are toxic as stored or which can decompose into toxic components should be stored in a cool, well ventilated place, out of the direct rays of the sun, away from areas of high fire hazard, and should be periodically inspected.
Incompatible materials should be isolate.
Safety of 2-Bromopropane:
Short-chain alkyl halides are often carcinogenic.
The bromine atom is at the secondary position, which allows the molecule to undergo dehydrohalogenation easily to give propene, which escapes as a gas and can rupture closed reaction vessels.
When this reagent is used in base catalyzed reactions, potassium carbonate should be used in place of sodium or potassium hydroxide.
Fire Potential of 2-Bromopropane:
A very flammable liquid and dangerous fire hazard.
Fire Fighting of 2-Bromopropane:
Fire Fighting Procedures:
If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped.
Use water in flooding quantities as fog.
Solid streams of water may be ineffective.
Cool all affected containers with flooding quantities of water.
Use alcohol foam, dry chemical or carbon dioxide.
Keep run-off water out of sewers and water sources.
Accidental Release Measures of 2-Bromopropane:
Disposal Methods of 2-Bromopropane:
At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision.
Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
Preventive Measures of 2-Bromopropane:
If material on fire or involved in fire:
Do not extinguish fire unless flow can be stopped.
Use water in flooding quantities as fog.
Solid streams of water may be ineffective.
Cool all affected containers with flooding quantities of water.
Use alcohol foam, dry chemical or carbon dioxide.
Keep run-off water out of sewers and water sources.
Personnel protection:
Avoid breathing vapors.
Keep upwind.
Do not handle broken packages unless wearing appropriate personal protective equipment.
If contact with the material anticipated, wear appropriate chemical protective clothing.
Transport Information of 2-Bromopropane:
DOT Emergency Guidelines of 2-Bromopropane:
FLAMMABLE LIQUIDS (Polar/Water-Miscible/Noxious)/ Fire or Explosion:
HIGHLY FLAMMABLE:
Will be easily ignited by heat, sparks or flames.
Vapors may form explosive mixtures with air.
Vapors may travel to source of ignition and flash back.
Most vapors are heavier than air.
They will spread along ground and collect in low or confined areas (sewers, basements, tanks).
Vapor explosion hazard indoors, outdoors or in sewers.
Those substances designated with a (P) may polymerize explosively when heated or involved in a fire.
Runoff to sewer may create fire or explosion hazard.
Containers may explode when heated.
Many liquids are lighter than water.
FLAMMABLE LIQUIDS (Polar/Water-Miscible/Noxious)/ Health:
May cause toxic effects if inhaled or absorbed through skin.
Inhalation or contact with material may irritate or burn skin and eyes.
Fire will produce irritating, corrosive and/or toxic gases.
Vapors may cause dizziness or suffocation.
Runoff from fire control or dilution water may cause pollution.
FLAMMABLE LIQUIDS (Polar/Water-Miscible/Noxious)/ Public Safety:
CALL Emergency Response Telephone Number on Shipping Paper first.
If Shipping Paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.
As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions.
Keep unauthorized personnel away.
Stay upwind.
Keep out of low areas.
Ventilate closed spaces before entering.
FLAMMABLE LIQUIDS (Polar/Water-Miscible/Noxious)/ Protective Clothing:
Wear positive pressure self-contained breathing apparatus (SCBA).
Structural firefighters' protective clothing will only provide limited protection.
Identifiers of 2-Bromopropane:
CAS Number: 75-26-3
Beilstein Reference: 741852
ChEMBL: ChEMBL451810
ChemSpider: 6118
ECHA InfoCard: 100.000.778
EC Number: 200-855-1
MeSH: 2-bromopropane
PubChem CID: 6358
RTECS number: TX4111000
UNII: R651XOV97Z
UN number: 2344
CompTox Dashboard (EPA): DTXSID7030197
InChI: InChI=1S/C3H7Br/c1-3(2)4/h3H,1-2H3
Key: NAMYKGVDVNBCFQ-UHFFFAOYSA-N
SMILES: CC(C)Br
Properties of 2-Bromopropane:
Chemical formula: C3H7Br
Molar mass: 122.993 g·mol−1
Appearance: Colorless liquid
Density: 1.31 g mL−1
Melting point: −89.0 °C; −128.1 °F; 184.2 K
Boiling point: 59 to 61 °C; 138 to 142 °F; 332 to 334 K
Solubility in water: 3.2 g L−1 (at 20 °C)
log P: 2.136
Vapor pressure: 32 kPa (at 20 °C)
Henry's law constant (kH): 1.0 μmol Pa−1 mol−1
Refractive index (nD): 1.4251
Viscosity: 0.4894 mPa s (at 20 °C)
Molecular Weight: 122.99
XLogP3-AA: 1.8
Hydrogen Bond Donor Count: 0
Hydrogen Bond Acceptor Count: 0
Rotatable Bond Count: 0
Exact Mass: 121.97311
Monoisotopic Mass: 121.97311
Topological Polar Surface Area: 0 Ų
Heavy Atom Count: 4
Complexity: 10.8
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
Quality Level: 200
Assay: 99%
Form: liquid
Refractive index: n20/D 1.425 (lit.)
bp: 59 °C (lit.)
mp: −89 °C (lit.)
Density: 1.31 g/mL at 25 °C (lit.)
SMILES string: CC(C)Br
InChI: 1S/C3H7Br/c1-3(2)4/h3H,1-2H3
InChI key: NAMYKGVDVNBCFQ-UHFFFAOYSA-N
Thermochemistry of 2-Bromopropane:
Heat capacity (C): 135.6 J K mol−1
Std enthalpy of formation (ΔfH⦵298): −129 kJ mol−1
Std enthalpy of combustion (ΔcH⦵298): −2.0537–−2.0501 MJ mol−1
Specifications of 2-Bromopropane:
Appearance (Clarity): Clear
Appearance (Colour):Colourless to pale yellow
Appearance (Form): Liquid
Colour (APHA): max. 30
Assay (GC): min. 99%
Density (g/ml) @ 20°C: 1.305-1.315
Refractive Index (20°C): 1.424-1.425
Boiling Range: 58-60°C
Stabilizer (Ag wire): Present
Related Products of 2-Bromopropane:
1-(3,5-dichloropyridin-2-yl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid
1,3-dimethyl-1H,4H,5H,6H-pyrazolo[3,4-b][1,4]thiazin-5-one
2-(3,5-dichlorophenyl)-2-(ethylamino)acetic acid hydrochloride
6,7-dichloro-2-methyl-2,3-dihydro-1-benzofuran-3-one
2-{[(3,4-dichlorophenyl)carbamoyl]amino}-3-(1H-indol-3-yl)propanoic acid
Related compounds of 2-Bromopropane:
Related alkanes:
Bromoethane
1-Bromopropane
tert-Butyl bromide
1-Bromobutane
2-Bromobutane
Names of 2-Bromopropane:
Preferred IUPAC name:
2-Bromopropane
Other name:
Isopropyl bromide