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celanese.com/intermediate-chemistry celanesechemicals.com chemvip.com AMERICAS: [email protected] EUROPE: [email protected] ASIA OUTSIDE CHINA: [email protected] CHINA: [email protected] KEY FEATURES: Clear, colorless liquids Miscible with many organic solvents Intermediate in the production of paints, adhesives and films Used in addition reactions Maleic Acid Esters Dibutyl Maleate (DBM) & Dioctyl Maleate (DOM) C 12 H 20 O 4 | C 20 H 36 O 4

C H O Maleic Acid Esters - Celanese Chemistry/Files... · DBM contains about 1%-5% fumaric acid dialkyl ester and 1%-2% alkoxysuccinic acid dialkyl ester. Under higher temperature

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celanese.com/intermediate-chemistrycelanesechemicals.comchemvip.com

AMERICAS: [email protected] EUROPE: [email protected] ASIA OUTSIDE CHINA: [email protected] CHINA: [email protected]

KEY FEATURES:

• Clear, colorless liquids• Miscible with many organic solvents• Intermediate in the production of paints, adhesives and films• Used in addition reactions

Maleic Acid EstersDibutyl Maleate (DBM) & Dioctyl Maleate (DOM)

C12 H20 O4 | C20 H36 O4

Copyright ©2013 Celanese or its affiliates. All rights reserved. This publication was printed on October 1, 2013, based on Celanese’s present state of knowledge, and Celanese undertakes no obligation to update it. Because conditions of product use are outside Celanese’s control, Celanese makes no warranties, express or implied, and assumes no liability in connection with any use of this information. Nothing herein is intended as a license to operate under or a recommendation to infringe any patents.

Dibutyl Maleate (DBM)PRODUCT DESCRIPTION

Maleic acid dibutyl ester (DBM) is a clear, virtually colorless liquid with an ester-like odor. It is miscible with methanol, ethanol, acetone, diethyl ether, N,N-dimethylformamide and toluene, and it is immiscible with aliphatic hydrocarbons and slightly miscible with water. DBM contains about 1%-5% fumaric acid dialkyl ester and 1%-2% alkoxysuccinic acid dialkyl ester. Under higher temperature and in the presence of acids or bases, DBM reacts to form fumaric acid dialkyl ester.

Maleic Acid Esters

APPLICATIONS

DBM/DOM is a suitable intermediate for use in the production of paints and adhesives, copolymers and films.DBM/DOM permits the addition reactions normally possible with compounds having olefinic double bonds and is suitable, for example, as a dienophile for diene syntheses using the Diels-Alder reaction. By hydrogenation or acetylation, valuable intermediates can be obtained, e.g., succinic acid dimethyl ester and other derivatives of succinic acid, which are employed in many different areas of organic chemistry.

Dioctyl Maleate (DOM) PRODUCT DESCRIPTION

Maleic acid di (2-ethylhexyl) ester (DOM) is a clear, virtually colorless liquid with an ester-like odor. It is miscible with methanol, ethanol, acetone, diethyl ether, N,N-dimethylformamide and toluene, but not with water and aliphatic hydrocarbons. DOM contains about 1%-5% fumaric acid di (2-ethylhexyl) ester and 1%-2% alkoxysuccinic acid di (2-ethylhexyl) ester. Under the action of heat and in the presence of acids or bases, DOM reacts to form fumaric acid dialkyl ester.

Molar mass g/mol 228.3 340.5

Boiling temperature °C 280 345

Freezing temperature °C -85 -60

Density at 20°C g/cm3 0.99 0.94

Refractive index n

D at 20°C (DIN 51 423, Part 2)

1.445 – 1.446 1.445 – 1.456

Solubility in water at 20°C g/l 0.17 n.a.

Vapor pressure at 20°C mbar 0.0027 0.0002

TYPICAL PROPERTIES Unit Dibutyl Maleate Dioctyl Maleate

C12 H20 O4 | C20 H36 O4