Butanedioic acid, monobutyl ester

Base Information

• Chemical Name: Butanedioic acid, monobutyl ester
• CAS No.: 5150-93-6
• Molecular Formula: C8H14 O4
• Molecular Weight: 174.197
• Hs Code.: 2918990090
• European Community (EC) Number: 610-675-9
• DSSTox Substance ID: DTXSID80871114
• Nikkaji Number: J38.945E
• Wikidata: Q81986594
• Mol file: 5150-93-6.mol

Synonyms:4-butoxy-4-oxobutanoic acid;5150-93-6;Succinic acid monobutyl ester;Butanedioic acid, monobutyl ester;Butyl succinate;Monobutyl succinate;Succinic acid, butyl ester;Succinic acid, monobutyl ester;Butanedioic acid, 1-butyl ester;BRN 1773450;3-02-00-01665 (Beilstein Handbook Reference);MONO-BUTYLSUCCINATE;Bernsteinsaure-n-butylester;4-butoxy-4-oxobutanoicacid;Succinic acid 1-butyl ester;SCHEMBL459010;DTXSID80871114;MFCD00462689;AKOS006272794;LS-147484;BB 0218396;S10462

Chemical Property of Butanedioic acid, monobutyl ester

Chemical Property:

• Vapor Pressure: 0.000643mmHg at 25°C
• Melting Point: 8.6°C
• Refractive Index: 1.4360 (estimate)
• Boiling Point: 287.2°Cat760mmHg
• PKA: 4.44±0.17(Predicted)
• Flash Point: 111.6°C
• PSA: 63.60000
• Density: 1.097g/cm³
• LogP: 1.19450
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 174.08920892
• Heavy Atom Count: 12
• Complexity: 153

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCOC(=O)CCC(=O)O

Technology Process of Butanedioic acid, monobutyl ester

There total 5 articles about Butanedioic acid, monobutyl ester 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: 34.0%

ethyl 4-oxooctanoate (37174-96-2) → succinic acid (110-15-6) + succinic anhydride monobutyl ester (5150-93-6)

Guidance literature:

With boron trifluoride diethyl etherate; dihydrogen peroxide; In diethyl ether; at 0 - 25 ℃; for 24h;

DOI:10.1039/d0sc01025a

Reference yield:

cyclo-octa-1,5-diene (5259-72-3,10060-40-9,111-78-4) + butan-1-ol (71-36-3) → 1,8-octanedial (638-54-0) + succinic anhydride monobutyl ester (5150-93-6) + dibutyl succinate (141-03-7) + 8-oxo-octa-4-eneoic acid butyl ester

Guidance literature:

cyclo-octa-1,5-diene; butan-1-ol; With ozone; at -5 ℃; Inert atmosphere;

With acetic anhydride; at 25 ℃; for 0.25h;

With triethylamine; at 25 ℃; for 2h;

Reference yield:

diammonium succinate (2226-88-2) + butan-1-ol (71-36-3) → Succinimide (123-56-8,89963-74-6) + succinic acid anhydride (108-30-5) + succinic anhydride monobutyl ester (5150-93-6) + dibutyl succinate (141-03-7) + C8H15NO3

Guidance literature:

With toluene-4-sulfonic acid; In butan-1-ol; for 240h; Product distribution / selectivity; Heating / reflux;

upstream raw materials:

1-bromo-butane

succinic acid

diammonium succinate

butan-1-ol

Downstream raw materials:

succinic acid

dibutyl succinate

acrylic acid n-butyl ester

(R)-benzyl 3-(4-butoxy-4-oxobutanamido)-4-(3'-chlorobiphenyl-4-yl)butanoate

Refernces

• 1、 -. "NOVEL PROCESS FOR MAKING OMEGA-AMINOALKYLENIC ALKYL ESTER". Paragraph 0184; 0185. . Retrieved 2016/08/17.
• 2、 Zerda, Jaime de la,Barak, Gabriela,Sasson, Yoel. "SELECTIVE MONOETHERIFICATION AND MONOESTERIFICATION OF DIOLS AND DIACIDS UNDER PHASE-TRANSFER CONDITIONS". . p. 1533 - 1536. Retrieved 2007/10/02.