Bis(2-ethylhexyl) (2Z)-2-butenedioate

Basic Information

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CAS Number

142-16-5

Molecular Formula

C20H36O4

Molecular Weight

340.5 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

-60°C

Boiling Point

173°C/3mmHg

Refractive Index

n20/D 1.455(lit.)

SMILES

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O=C(OCC(CC)CCCC)/C=C\C(OCC(CC)CCCC)=O

InChI

InChI=1S/C20H36O4/c1-5-9-11-17(7-3)15-23-19(21)13-14-20(22)24-16-18(8-4)12-10-6-2/h13-14,17-18H,5-12,15-16H2,1-4H3/b14-13-

InChIKey

ROPXFXOUUANXRR-YPKPFQOOSA-N

LogP

5.061800000000005

Topological Polar Surface Area

52.6 Å²

Hydrogen Bond Donor/Acceptor

0 / 4

Complexity

329

Safety Information

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GHS Hazard Pictograms

H373

H410

Hazard Statement

H373 Causes damage to organs through prolonged or repeated exposure
Specific target organ toxicity, repeated exposure

H410 Very toxic to aquatic life with long lasting effects
Hazardous to the aquatic environment, long-term hazard

Synonyms & References

English

Bis(2-ethylhexyl) maleate
Bis(2 ethylhexyl)maleate
(Z)-2-butenedioic acid bis-(2-ethylhexyl) ester
bis-(2-ethylhexyl) maleate
Bis(2-ethylhexyl)maleat
Bis-2-(ethylhexyl)maleate
Ceraphy
di(2-ethvlhexvl)maleate
Di(2-ethylhexyl) Maleate
Di-2-Ethylhexyl Maleate
DICAPRYLYL MALEATE
DIETHYLHEXYL MALEATE
Dioctyl Maleate
DOM
maleic acid bis-(2-ethylhexyl) ester
Maleic Acid Di(2-ethylhexyl) Ester
Maleic Acid Dioctyl Ester
2-Butenedioicacid (2Z)-, bis(2-ethylhexyl) ester (9CI)
2-Butenedioic acid (Z)-,bis(2-ethylhexyl) ester
Maleic acid, bis(2-ethylhexyl) ester (6CI,7CI,8CI)
Ceraphyl 45
rccomonomerdom
Dioctylmaleate
Rc comonomer dom
Di-2-ethylhexyl maleate
DI(2-ETHYLHEXYL) MALEATE
MALEIC ACID DIOCTYL ESTER
BIS(2-ETHYLHEXYL) MALEATE

MDL Number

MFCD00027250

Customs Code

2917190090

FAQ

What are the physical and chemical properties of Bis(2-ethylhexyl) (2Z)-2-butenedioate (CAS: 142-16-5)?

Bis(2-ethylhexyl) (2Z)-2-butenedioate (CAS: 142-16-5) is a colorless liquid with a relatively high molecular weight of approximately 268.4 g/mol. It has a density of about 1.13 g/cm³ and a boiling point of around 313°C. The compound is moderately soluble in water but readily soluble in common organic solvents like ethanol and acetone. It is chemically reactive, particularly towards nucleophiles and can undergo addition reactions.

How is Bis(2-ethylhexyl) (2Z)-2-butenedioate (CAS: 142-16-5) typically synthesized?

Bis(2-ethylhexyl) (2Z)-2-butenedioate (CAS: 142-16-5) is synthesized via the esterification of maleic anhydride with 2-ethylhexanol. The reaction typically involves the use of a strong acid catalyst, such as sulfuric acid, and proceeds with good selectivity and yield. The product is then purified by distillation or recrystallization.

What industries use Bis(2-ethylhexyl) (2Z)-2-butenedioate (CAS: 142-16-5)?

Bis(2-ethylhexyl) (2Z)-2-butenedioate (CAS: 142-16-5) is widely used in the polymer industry as a plasticizer, enhancing flexibility and processability of polymers. It is also utilized in the pharmaceutical sector as a component in certain drug formulations. Additionally, it finds applications in the production of sensors and as a reagent in organic synthesis.

What precautions should be taken when handling Bis(2-ethylhexyl) (2Z)-2-butenedioate (CAS: 142-16-5)?

When handling Bis(2-ethylhexyl) (2Z)-2-butenedioate (CAS: 142-16-5), it is important to wear appropriate personal protective equipment (PPE), including gloves and goggles. Work in a well-ventilated area or a fume hood to avoid inhalation of vapors. Spills should be cleaned up with appropriate absorbents, and the area should be well-ventilated. Always refer to the Safety Data Sheet (SDS) for detailed safety information and emergency procedures.