Chemistry:Maleic acid dibutyl ester

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Maleic acid dibutyl ester
Chemical structure of maleic acid dibutyl ester
Names
IUPAC name
Dibutyl (2Z)-2-butenedioate
Systematic IUPAC name
not
Other names
  • Dibutyl maleate
  • DBM
Identifiers
3D model (JSmol)
3DMet
ChEMBL
ChemSpider
EC Number
  • 203-328-4
MeSH maleate dibutyl maleate
UNII
Properties
C12H20O4
Molar mass 228.288 g·mol−1
Appearance Colorless to yellowish liquid with a characteristic odor[1]
Density 0.99 g·cm−3[1]
Melting point −85 °C (−121 °F; 188 K)[1]
Boiling point 280 °C (536 °F; 553 K)[1]
Very hardly soluble (0.17 g·l−1 at 20 °C)[1]
Vapor pressure 0.0027 hPa (20 °C)[1]
1.445 (20 °C)[2]
Hazards
GHS pictograms GHS07: HarmfulGHS08: Health hazardGHS09: Environmental hazard[1]
H317, H373, H411[1]
P273, P280, P302+352, P314[1]
Flash point 141 °C (286 °F; 414 K)[1]
265 °C (509 °F; 538 K)[1]
Explosive limits
  • Lower limit: 0.5 vol-%[1]
  • Upper limit: 3.4 vol-%[1]
Lethal dose or concentration (LD, LC):
  • 3700 mg·kg−1 (rat, oral)[1]
  • 10000 mg·kg−1 (rabbit, dermal)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Tracking categories (test):

Maleic acid dibutyl ester is a chemical compound in the group of carboxylic acid esters.

Preparation

Maleic acid dibutyl ester can be prepared by the reaction of maleic acid anhydride and 1-butanol in presence of p-toluenesulfonic acid.[3][4]

Properties

Maleic acid dibutyl ester is a flammable, hard to ignite, oily, colorless to yellowish liquid with a characteristic odor, which has very low solubility in water.

Uses

Maleic acid dibutyl ester 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.[5]

References

  1. 1.00 1.01 1.02 1.03 1.04 1.05 1.06 1.07 1.08 1.09 1.10 1.11 1.12 1.13 1.14 Record of Maleinsäuredibutylester in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 3 April 2019.
  2. Sigma-Aldrich Co., Dibutyl maleate, 96%. Retrieved on 2019-04-03.
  3. R. Wen, L. Long, L. Ding, Silas Yu (2001). "Study on synthesis of dibutyl maleate". Jishou Daxue Xuebao/Journal of Jishou University 22 (1): 78–80. 
  4. B. Trivedi (2013). Maleic Anhydride. Springer Science & Business Media. pp. 277. ISBN 978-1-4757-0940-7. https://books.google.com/books?id=c8XeBwAAQBAJ&pg=PA277. 
  5. (pdf) Screening Information Dataset (SIDS) Initial Assessment Report (SIAR) for Dibutyl maletate (Report). OECD. http://www.inchem.org/documents/sids/sids/105760.pdf. Retrieved 3 April 2019.