2-Butylfumaric acid

Base Information

• Chemical Name: 2-Butylfumaric acid
• CAS No.: 5469-36-3
• Molecular Formula: C₈H₁₂O₄
• Molecular Weight: 172.181
• NSC Number: 25319
• DSSTox Substance ID: DTXSID401303750
• Nikkaji Number: J2.006.407B
• Mol file: 5469-36-3.mol

Synonyms:5469-36-3;2-Butylfumaric acid;Propylmesaconsaure;NSC25319;2-Butyl-2-butenedioic acid;SCHEMBL554213;DTXSID401303750;(2E)-2-Butyl-2-butenedioic acid;NSC-25319

Chemical Property of 2-Butylfumaric acid

Chemical Property:

• Vapor Pressure: 8.31E-06mmHg at 25°C
• Boiling Point: 349.2°Cat760mmHg
• Flash Point: 179.2°C
• Density: 1.201g/cm³
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 172.07355886
• Heavy Atom Count: 12
• Complexity: 205

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC(=CC(=O)O)C(=O)O
• Isomeric SMILES: CCCC/C(=C\C(=O)O)/C(=O)O

Technology Process of 2-Butylfumaric acid

There total 5 articles about 2-Butylfumaric acid 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:

carbon monoxide (201230-82-2) + hex-1-yne (693-02-7) → (Z)-2-butylbut-2-enedioic acid (69665-12-9) + n-butylfumaric acid (5469-36-3)

Guidance literature:

With air; potassium iodide; palladium(II) iodide; In 1,2-dimethoxyethane; water; at 80 ℃; for 8h; Title compound not separated from byproducts.;

DOI:10.1002/ejoc.200210706

Reference yield:

ethyl 2-butylacetoacetate (1540-29-0) → n-butylfumaric acid (5469-36-3)

Guidance literature:

Multistep reaction; (i) Br₂, (ii) NaOH;

Reference yield:

→ n-butylfumaric acid (5469-36-3)

Guidance literature:

With chloroform; bromine; Sonnenlicht;

upstream raw materials:

ethyl 2-butylacetoacetate

hept-2-ynoic acid

carbon monoxide

hex-1-yne

Downstream raw materials:

n-butylsuccinic acid