DIBUTYL MALEATE

Dibutyl maleate is an organic compound with the formula (CHCO2Bu)2 (Bu = butyl).
Dibutyl maleate is the diester of the unsaturated dicarboxylic acid maleic acid.
Dibutyl maleate is used as a comonomer in vinyl and acrylic emulsion polymerization for paints and adhesives.

CAS Number: 105-76-0
EC Number: 203-328-4
Molecular Formula: C12h20o4
Molecular Weight: 228.29

105-76-0, Butyl maleate, Staflex DBM, RC Comonomer DBM, Maleic acid, dibutyl ester, dibutyl (Z)-but-2-enedioate, Maleic Acid Dibutyl Ester, di-n-Butyl maleate, 2-Butenedioic acid (Z)-, dibutyl ester, 2-Butenedioic acid, dibutyl ester, 2-Butenedioic acid (2Z)-, dibutyl ester, UNII-4X371TMK9K, Dibutylmaleate, PX-504, Dibutylester kyseliny maleinove, MFCD00009447, 4X371TMK9K, Dibutyl maleate, 105-76-0, Butyl maleate, Staflex DBM, RC Comonomer DBM, Maleic acid, dibutyl ester, dibutyl (Z)-but-2-enedioate, di-n-Butyl maleate, 2-Butenedioic acid (Z)-, dibutyl ester, Maleic Acid Dibutyl Ester, 2-Butenedioic acid (2Z)-, dibutyl ester, Dibutylmaleate, 2-Butenedioic acid, dibutyl ester, PX-504, Dibutylester kyseliny maleinove, maleic acid di-n-butyl ester, 4X371TMK9K, DTXSID3026724, 2-Butenedioic acid (2Z)-, 1,4-dibutyl ester, NSC-6711, DBM (VAN), CCRIS 4136, NSC 6711, EINECS 203-328-4, Dibutylester kyseliny maleinove [Czech], BRN 1726634, UNII-4X371TMK9K, Bibutyl maleate, AI3-00644, Bisomer DBM, Octomer DBM, MFCD00009447, Dibutyl maleate, 96%, VINAVIL CF 5, bis-(2-Ethylhexyl)maleate, EC 203-328-4, SCHEMBL28153, BUTYL MALEATE [INCI], MLS000515953, WLN: 4OV1U1VO4-C, dibutyl (2Z)-but-2-enedioate, DTXCID206724, CHEMBL1466826, Dibutyl (2Z)-2-butenedioate #, NSC6711, HMS2270N17, Tox21_200779, 1,4-dibutyl (2Z)-but-2-enedioate, AKOS015950672, CS-W010404, HY-W009688, 2-Butenedioic acid, dibutyl ester, cis-, NCGC00164013-01, NCGC00164013-02, NCGC00258333-01, CAS-105-76-0, SMR000112422, 2-Butenedioic acid, dibutyl ester, (2Z)-, M0009, D78204, W-108779, Q27260622, 29014-72-0,

Dibutyl maleate is used as a comonomer in vinyl and acrylic emulsion polymerization for paints and adhesives.
Dibutyl maleate chemical is also used in organic synthesis, like the production of derivatives of succinic acid.

Dibutyl maleate is an organic compound with the formula (CHCO2Bu)2 (Bu = butyl).
Dibutyl maleate is the diester of the unsaturated dicarboxylic acid maleic acid.

Dibutyl maleate is a colorless oily liquid, although impure samples can appear yellow.
Dibutyl maleate is a colorless liquid with a characteristic "ester" odor.

Dibutyl maleate is used as a comonomer in vinyl and acrylic emulsion polymerization for paints and adhesives.
Dibutyl maleate is also a suitable intermediate for use in organic synthesis, e.g. in the production of derivatives of succinic acid.

Dibutyl maleate is a derivative of butyl maleate.
Dibutyl maleate’s an unsaturated ester which is a clear, colorless liquid with a characteristic “ester” odor.

Dibutyl maleate is miscible with methanol, ethanol, acetone, diethyl ether, N,N-dimethyl formamide and toluene,
Dibutyl maleate is not miscible with aliphatic hydrocarbons and is slightly miscible with water.

Under the action of heat and in the presence of acids or bases, Dibutyl maleate transposes into fumaric acid dialkyl ester.
Dibutyl maleate contains about 1-5% fumaric acid dialkyl ester and 1-2% alkoxysuccinic acid dialkyl ester.

Dibutyl maleate is acts as a plasticizer.

Dibutyl maleate is also known as Maleic Acid or Dibutylester.
Dibutyl maleate is a colorless, oily and liquid substance.

Dibutyl maleate has a characteristic ester-like odor.
Dibutyl maleate is insoluble in water and is considered combustible.

Dibutyl maleate is commonly used in the paint industry as a comonomer in vinyl and acrylic emulsion polymerization for various adhesives and paints.
Dibutyl maleate is also used as an intermediate in organic synthesis, for example in the production of derivatives of succinic acid.
Another common application is Dibutyl maleate use as a plasticizer in water resistant films.

Dibutyl maleate is suitable for vinyl resins and copolymers applications involving PVC and vinyl acetates.
Dibutyl maleate is an unsaturated ester which is used for creating sulfosuccinate surfactants in paints.
Dibutyl maleate is used in plastisols, dispersions and coatings.

Dibutyl maleate is also known as Maleic Acid or Dibutylester.
Dibutyl maleate is a colorless, oily and liquid substance.

Dibutyl maleate has a characteristic ester-like odor.
Dibutyl maleate is insoluble in water and is considered combustible.

Butyl maleates are ester compounds with a wide range of properties.
There are five main derivatives of butyl maleate-.

These derivatives have a wide range of applications, not limiting to, from the polymer industry to the pharmaceutical industry.
Dibutyl maleate popularly known as DBM is the most widely used compound among butyl maleates.

Dibutyl maleate is a synthetic colorless organic chemical with a characteristic odor.
Dibutyl maleate is mainly used in the manufacturing of adhesives, paints, copolymers & films, finishing agents, and cosmetics.
The global market is expected to increase as the production of polymers & other derivatives of Dibutyl maleate are increasing.

Dibutyl maleate is mainly used as a plasticizer for aqueous dispersions of copolymers with vinyl acetate and as an intermediate in the preparation of other chemical compounds.
With the invention of polyaspartic technology Dibutyl maleate found another use.

In this situation, an amine is reacted with a dialkyl maleate - usually diethyl maleate but also Dibutyl maleate may be used- utilizing the Michael addition reaction.
The resulting products, polyaspartic esters products are then used in coatings, adhesives, sealants and elastomers.

Dibutyl maleate is registered under the REACH Regulation and is manufactured in and / or imported to the European Economic Area, at ≥ 1 000 to < 10 000 tonnes per annum.
Dibutyl maleate is used in formulation or re-packing, at industrial sites and in manufacturing.

Dibutyl maleate is an organic compound with the formula (CHCO2Bu)2 (Bu = butyl).
Dibutyl maleate is the diester of the unsaturated dicarboxylic acid maleic acid.
Dibutyl maleate is a colorless oily liquid, although impure samples can appear yellow.

Dibutyl maleate is a chemical that is used in the treatment of wastewater.
Dibutyl maleate is a glycol ether and an alkanoic acid.

Dibutyl maleate has been shown to be effective at removing p-hydroxybenzoic acid from water samples.
Dibutyl maleate reacts with the p-hydroxybenzoic acid to form an ester and glycol, which can be removed from the solution by extraction with organic solvents.
Dibutyl maleate has also been found to have high resistance against human serum, making Dibutyl maleate useful for sample preparation prior to analysis by gas chromatography or mass spectrometry.

Dibutyl maleate is used as a comonomer in vinyl acrylic emulsion polymerization for paints and adhesives.
Dibutyl maleate is also used in organic synthesis for the production of derivatives of succinic acid.

Dibutyl maleate is a known skin irritant and allergen, causing dermatitis on contact.
Dibutyl maleate apparently facilitates the trafficking of FITC-presenting CD11c(+) dendritic cells from the skin to draining lymph nodes and increases the cytokine production by draining lymph nodes.

Dibutyl maleate it’s a derivative of butyl maleate.
Dibutyl maleate an unsaturated ester which is a clear, colorless liquid with a characteristic “ester” odor.

Dibutyl maleate is a plasticizer for vinyl resins, and is used for copolymers applications involving PVC and vinyl acetates.
Dibutyl maleate is an unsaturated ester which is used for creating sulfosuccinate surfactants in detergents and paints.
Other applications of Dibutyl maleate include use in plastisols, dispersions, coatings, adhesives, and synthetic lubricants.

Uses of Dibutyl maleate:
Dibutyl maleate is used in the preparation of lactones, which is used for the synthesis of antibacterial compounds.
Dibutyl maleate is mainly used as a plasticizer for aqueous dispersions of copolymers with vinyl acetate and as an intermediate in the preparation of other chemical compounds.

With the invention of polyaspartic technology Dibutyl maleate found another use.
In this situation, an amine is reacted with a dialkyl maleate usually diethyl maleate but also Dibutyl maleate may be used- utilizing the Michael addition reaction.

The resulting products, polyaspartic esters products are then used in coatings, adhesives, sealants and elastomers.
Dibutyl maleate is widely used as a liquid plasticizer for vinyl and acrylic emulsion polymerization, and is used for copolymers applications involving PVC, plastisols and vinyl acetates for paints, adhesives, and synthetic lubricants.

Dibutyl maleate is used in various resins and in the preparation of emulsions for the paper industry, textile and lubricant additives.
Dibutyl maleate is also a suitable intermediate for use in organic synthesis, in the production of derivatives of succinic acid.

Dibutyl maleate is used for creating sulfosuccinate surfactants in detergents and paints.
Dibutyl maleate offers excellent rheological properties, and Dibutyl maleate can improve adhesion, flexibility and waterproofing in inks and paints.

Dibutyl maleate also improves the UV filtration power.
Hydrophobicity and water resistance of the PVAc latex ﬁlms were increased by using Dibutyl maleate as comonomer.
Dibutyl maleate is used in synthesis resin and dope material, and is used in petroleum industry, fabric, plastic, and paper industrial dipping agent, dispersive agent, adhesive, accelerant, pesticide, surface active agent and others.

Uses at industrial sites:
Dibutyl maleate is used in the following products: polymers.
Dibutyl maleate has an industrial use resulting in manufacture of another substance (use of intermediates).

Dibutyl maleate is used for the manufacture of: chemicals and plastic products.
Release to the environment of Dibutyl maleate can occur from industrial use: for thermoplastic manufacture, as an intermediate step in further manufacturing of another substance (use of intermediates) and manufacturing of Dibutyl maleate.

Industry Uses:
Paint additives and coating additives not described by other categories
Plasticizer

Consumer Uses:
Lubricants and lubricant additives
Paint additives and coating additives not described by other categories
Plasticizer

Applications of Dibutyl maleate:
Dibutyl maleate is a colorless, liquid plasticizer for vinyl resins, and is used for copolymers applications involving PVC and vinyl acetates.
Dibutyl maleate is an unsaturated ester which is used for creating sulfosuccinate surfactants in detergents and paints.

Dubutyl Maleate is also used as a comonomer in paints and adhesives for vinyl and acrylic emulsion polymerization.
Other applications of Dibutyl maleate include use in plastisols, dispersions, coatings, adhesives, and synthetic lubricants.

Another common application is Dibutyl maleate use as a plasticizer in water resistant films.
Dibutyl maleate is widely used as a plasticizer in vinyl resins.

About 90% of the global plasticizers produce are used for the manufacturing of PVC as plasticizers improve flexibility and durability.
Dibutyl maleate is used in paints to improve the stability of paint towards water & ultraviolet light.

The demand for Dibutyl maleate from the paints & coating industry is expected to grow as demand for water-resistant paints & coatings is increasing.
The construction projects in developing economies will also further increase the demand for such paints & coatings.

Dibutyl maleate is now being used in the cosmetic industry as well.
Dibutyl maleate acts as an SPF enhancer in skincare products and hair flexibility & gloss enhancer in hair products.

Dibutyl maleate is used as a co-monomer with vinyl acetate monomer in polymer emulsion to improve the properties.
Dibutyl maleate reduces the hardness and brittleness in resulting polymers.

Dibutyl maleate is used as a co-monomer in acrylic emulsions for the manufacturing of various adhesives and resins including food-grade additives.
Dibutyl maleate is also used as an intermediate in the production of derivatives of succinic acid, whose global production is expected to grow over 10% annually.

Dibutyl maleate is also used as an intermediate in the pharmaceutical industry.
The changing prices of raw materials and the development of new eco-friendly coatings can reduce the market of Dibutyl maleate.

Dibutyl maleate is a plasticizer for vinyl resins, and is used for copolymers applications involving PVC and vinyl acetates.
Dibutyl maleate is an unsaturated ester which is used for creating sulfosuccinate surfactants in detergents and paints.

Preparation of Dibutyl maleate:
Dibutyl maleate can be prepared by the reaction of maleic acid anhydride and 1-butanol in presence of p-toluenesulfonic acid.

Apperance of Dibutyl maleate:
clear colourless to slightly yellowish liquid

Physical state of Dibutyl maleate:
Colorless to Almost colorless clear liquid

Function of Dibutyl maleate:
Plasticizers

Classification of Dibutyl maleate:
Plasticizers
Industrial Chemicals

Handling and storage of Dibutyl maleate:

Conditions for safe storage, including any incompatibilities:

Storage conditions:
Tightly closed.

Storage class:
Storage class (TRGS 510): 10: Combustible liquids

Stability and reactivity of Dibutyl maleate:

Reactivity:
Forms explosive mixtures with air on intense heating.
A range from approx. 15 Kelvin below the flash point is to be rated as critical.

Chemical stability:
The product is chemically stable under standard ambient conditions (room temperature).

Possibility of hazardous reactions:

increased reactivity with:
Strong oxidizing agents

Conditions to avoid:
Strong heating.

Incompatible materials:
No data available

First aid measures of Dibutyl maleate:

General advice:
Show Dibutyl maleate safety data sheet to the doctor in attendance.

If inhaled:

After inhalation:
Fresh air.
Call in physician.

In case of skin contact:
Take off immediately all contaminated clothing.
Rinse skin with water/ shower.
Consult a physician.

In case of eye contact:

After eye contact:
Rinse out with plenty of water.
Remove contact lenses.

If swallowed:

After swallowing:
Immediately make victim drink water (two glasses at most).
Consult a physician.

Indication of any immediate medical attention and special treatment needed:
No data available

Firefighting measures of Dibutyl maleate:

Suitable extinguishing media:
Carbon dioxide (CO2) Foam Dry powder

Unsuitable extinguishing media:
For this substance/mixture no limitations of extinguishing agents are given.

Special hazards arising from Dibutyl maleate:
Carbon oxides
Combustible.

Vapors are heavier than air and may spread along floors.
Forms explosive mixtures with air on intense heating.
Development of hazardous combustion gases or vapours possible in the event of fire.

Advice for firefighters:
Stay in danger area only with self-contained breathing apparatus.
Prevent skin contact by keeping a safe distance or by wearing suitable protective clothing.

Further information:
Prevent fire extinguishing water from contaminating surface water or the ground water system.

Accidental release measures of Dibutyl maleate:

Personal precautions, protective equipment and emergency procedures:

Advice for non-emergency personnel:
Do not breathe vapors, aerosols.
Avoid substance contact.

Ensure adequate ventilation.
Evacuate the danger area, observe emergencyprocedures, consult an expert.

Environmental precautions:
Do not let product enter drains.

Methods and materials for containment and cleaning up:
Cover drains. Collect, bind, and pump off spills.
Observe possible material restrictions.

Take up with liquid-absorbent material.
Dispose of properly.
Clean up affected area.

Identifiers of Dibutyl maleate:
CAS Number: 105-76-0
3DMet: CCCCOC(=O)/C=C\C(=O)OCCCC
ChEMBL: ChEMBL1466826
ChemSpider: 4436356
ECHA InfoCard: 100.003.027
EC Number: 203-328-4
MeSH: maleate Dibutyl maleate
PubChem CID: 5271569
UNII: 4X371TMK9K
CompTox Dashboard (EPA): DTXSID3026724
InChI: InChI=1S/C12H20O4/c1-3-5-9-15-11(13)7-8-12(14)16-10-6-4-2/h7-8H,3-6,9-10H2,1-2H3/b8-7-
Key: JBSLOWBPDRZSMB-FPLPWBNLSA-N
SMILES: CCCCOC(=O)/C=C\C(=O)OCCCC

Linear Formula: CH3(CH2)3OCOCH=CHCOO(CH2)3CH3
CAS Number: 105-76-0
Molecular Weight: 228.28
Beilstein: 1726634
EC Number: 203-328-4
MDL number: MFCD00009447
PubChem Substance ID: 24893895
NACRES: NA.22

CAS No.: 105-76-0
Chemical Name: Dibutyl maleate
CBNumber: CB9673524
Molecular Formula: C12H20O4
Molecular Weight: 228.28
MDL Number: MFCD00009447
MOL File: 105-76-0.mol

Properties of Dibutyl maleate:
Chemical formula: C12H20O4
Molar mass: 228.288 g·mol−1
Appearance: Colorless to yellowish liquid with a characteristic odor
Density: 0.99 g·cm−3
Melting point: −85 °C (−121 °F; 188 K)
Boiling point: 280 °C (536 °F; 553 K)
Solubility in water: Very hardly soluble (0.17 g·l−1 at 20 °C)
Vapor pressure: 0.0027 hPa (20 °C)
Refractive index (nD): 1.445 (20 °C)

Melting point: -85°C
Boiling point: 281 °C(lit.)
Density: 0.988 g/mL at 25 °C(lit.)
vapor pressure: 0.0027 hPa (20 °C)
refractive index: n20/D 1.445(lit.)
Flash point: >230 °F
storage temp.: Sealed in dry,Room Temperature
solubility: 0.17g/l slightly soluble
form: Liquid
color: Clear colorless to light yellow
explosive limit: 0.5-3.4%(V)
Water Solubility: insoluble
FreezingPoint: <-85℃
BRN: 1726634
LogP: 3.39 at 25℃

Quality Level: 200
assay: 96%
refractive index: n20/D 1.445 (lit.)
Boiling Point: 281 °C (lit.)
density: 0.988 g/mL at 25 °C (lit.)
SMILES string: [H]C(=C(/[H])C(=O)OCCCC)C(=O)OCCCC
InChI: 1S/C12H20O4/c1-3-5-9-15-11(13)7-8-12(14)16-10-6-4-2/h7-8H,3-6,9-10H2,1-2H3/b8-7-
InChI key: JBSLOWBPDRZSMB-FPLPWBNLSA-N

Molecular Weight: 228.29
Molecular Formula: C12H20O4
InChIKey: JBSLOWBPDRZSMB-FPLPWBNLSA-N
Boiling Point: 161 °C
Melting Point: -85 °C
Flash Point: 140 °C
Purity: 95%
Density: 0.99 (23°C)

Molecular Weight: 228.28 g/mol
XLogP3-AA: 2.7
Hydrogen Bond Donor Count: 0
Hydrogen Bond Acceptor Count: 4
Rotatable Bond Count: 10
Exact Mass: 228.13615911 g/mol
Monoisotopic Mass: 228.13615911 g/mol
Topological Polar Surface Area: 52.6Å²
Heavy Atom Count: 16
Complexity: 209
Isotope Atom Count: 0
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 1
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes

Specifications of Dibutyl maleate:
Melting Point: -85°C
Color: Colorless
Boiling Point: 161°C
Quantity: 25 g
Formula Weight: 228.29
Percent Purity: ≥95.0% (GC)
Physical Form: Liquid
Chemical Name or Material: Dibutyl maleate

Related Products of Dibutyl maleate:
5,5-Dimethyldihydrofuran-2-one
2,2-Dimethylchroman
4-(2-(2-((1R,5S)-6,6-Dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethoxy)ethyl)morpholine
2-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]acetic Acid Methyl Ester
4,4-Dimethyl-1,3-dioxolan-2-one

Names of Dibutyl maleate:

Regulatory process names:
Dibutyl maleate
Dibutyl maleate
Dibutyl maleate

IUPAC names:
1,4-dibutyl (2Z)-but-2-enedioate
2-Butenedioic acid (Z)-,dibutyl ester
Di-n-butyl maleate
dibutyl (E)-but-2-enedioate
dibutyl (Z)-but-2-enedioate
dibutyl but-2-enedioate
Dibutyl maleate
Dibutyl maleate
Dibutyl maleate
Dibutyl maleate

Preferred IUPAC name:
Dibutyl (2Z)-but-2-enedioate

Trade names:
2-Butendisaeure (Z)-
2-Butenedioic acid (Z)-, dibutyl ester
DBM
Di-n-butyl maleinate
Dibutyl maleate
Dibutyl-ester
Dibutylmaleinat
Maleic acid, dibutyl ester
Maleinsaeure-di-n-butylester
Maleinsaeuredibutylester

Other names:
Maleic acid dibutyl ester
DBM

Other identifiers:
105-76-0
193362-56-0
220713-30-4
57343-98-3
77223-90-6
79725-21-6