Dibutyl maleate

Base Information

• Chemical Name: Dibutyl maleate
• CAS No.: 105-76-0
• Deprecated CAS: 193362-56-0,220713-30-4,57343-98-3,77223-90-6,79725-21-6,77223-90-6,79725-21-6,57343-98-3
• Molecular Formula: C12H20O4
• Molecular Weight: 228.288
• Hs Code.: 2917.19
• European Community (EC) Number: 203-328-4
• UNII: 4X371TMK9K
• ChEMBL ID: CHEMBL1466826
• DSSTox Substance ID: DTXSID3026724
• Nikkaji Number: J47.521A
• NSC Number: 6711
• Wikidata: Q27260622
• Wikipedia: Dibutyl_maleate
• Mol file: 105-76-0.mol

Synonyms:Dibutyl maleate;DBM

Chemical Property of Dibutyl maleate

Chemical Property:

• Appearance/Colour: clear colourless to slightly yellowish liquid
• Vapor Pressure: 0.0027 hPa (20 °C)
• Melting Point: -85 °C
• Refractive Index: 1.445 - 1.446
• Boiling Point: 280 °C at 760 mmHg
• Flash Point: 136.4 °C
• PSA: 52.60000
• Density: 1.004 g/cm³
• LogP: 2.22920
• Storage Temp.: Store below +30°C.
• Solubility.: 0.17g/l slightly soluble
• Water Solubility.: insoluble
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 10
• Exact Mass: 228.13615911
• Heavy Atom Count: 16
• Complexity: 209

Purity/Quality:

99% ^*data from raw suppliers

Dibutyl Maleate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,N
• Hazard Codes: Xi,N,Xn
• Statements: 36/37/38-51/53-43-48/22
• Safety Statements: 26-36-61-37-29-24-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCOC(=O)C=CC(=O)OCCCC
• Isomeric SMILES: CCCCOC(=O)/C=C\C(=O)OCCCC
• Uses: Dibutyl maleate is used as a copolymer and plasticizer. Dibutyl Maleate is a reagent used in the preparation of lactones for the synthesis of antibacterial compounds.

Technology Process of Dibutyl maleate

There total 15 articles about Dibutyl maleate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

maleic anhydride (108-31-6) + butan-1-ol (71-36-3) → Dibutyl maleate (105-76-0,29014-71-9)

Guidance literature:

With diacidic ionic liquid supported on magnetic-silica nanoparticles; In neat (no solvent); at 118 ℃; for 3h; Dean-Stark;

DOI:10.1007/s13738-018-1450-8

Reference yield: 89.0%

n-butyl formate (592-84-7) + maleic acid (110-16-7,26099-09-2) → Dibutyl maleate (105-76-0,29014-71-9) + mon-n-butyl maleate (925-21-3)

Guidance literature:

With Dowex 50Wx₂; In octane; at 100 ℃; for 1.66667h;

DOI:10.1039/a902325i

Reference yield: 80.0%

maleic anhydride (108-31-6) + pentan-1-ol (71-41-0) + butan-1-ol (71-36-3) → Dibutyl maleate (105-76-0,29014-71-9)

Guidance literature:

With toluene-4-sulfonic acid; at 124.85 ℃; for 2h;

DOI:10.1021/je060152v

upstream raw materials:

maleic acid

butan-1-ol

carbon monoxide

acetylene

Downstream raw materials:

butoxy-succinic acid dibutyl ester

dibutyl fumarate

3-thia-pentane-1,2,4,5-tetracarboxylic acid tetrabutyl ester

1-butylene

Refernces

• 1、 Ramalingam, Meenakshi,Manickam, Sundar,Srinivasalu, Kutti Rani,Ismail, Mohammed Bilal,Deivanayagam, Easwaramoorthy. "Ionic Immobilization of Silicotungstic Acid on Amine-Functionalized Zirconia: A Mesoporous Catalyst for Esterification of Maleic Acid". . p. 1697 - 1705. Retrieved 2016.
• 2、 Mulay, Aarti,Rathod. "Esterification of maleic acid and butanol using cationic exchange resin as catalyst". . p. 1713 - 1720. Retrieved 2017.
• 3、 Kon-no,Kitahara. "". . p. 636,637,638. Retrieved 1971.
• 4、 -. "Method for preparing succinate by double carbonylation of acetylene". Paragraph 0027-0038. . Retrieved 2019/12/02.