3-Hexenedioic acid

Base Information

• Chemical Name: 3-Hexenedioic acid
• CAS No.: 29311-53-3
• Molecular Formula: C6H8 O4
• Molecular Weight: 144.127
• European Community (EC) Number: 224-648-0
• NSC Number: 84221
• UNII: FJ69UAJ5IN
• DSSTox Substance ID: DTXSID3063461,DTXSID301312043
• Nikkaji Number: J208.582H,J22.535E
• Wikidata: Q27159291
• Metabolomics Workbench ID: 2008
• ChEMBL ID: CHEMBL2001981
• Mol file: 29311-53-3.mol

Synonyms:cis,cis-muconate;muconic acid;muconic acid, (E,E)-isomer;trans,trans-muconic acid;trans-beta-hydromuconic acid

Chemical Property of 3-Hexenedioic acid

Chemical Property:

• Melting Point: 193-194 °C(Solv: water (7732-18-5))
• Boiling Point: 368.7°Cat760mmHg
• PKA: 3.96±0.10(Predicted)
• Flash Point: 191°C
• PSA: 74.60000
• Density: 1.305g/cm³
• LogP: 0.49200
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 144.04225873
• Heavy Atom Count: 10
• Complexity: 141

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: C(C=CCC(=O)O)C(=O)O
• Isomeric SMILES: C(/C=C/CC(=O)O)C(=O)O

Technology Process of 3-Hexenedioic acid

There total 3 articles about 3-Hexenedioic 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:

cis,cis-Muconic acid (1119-72-8) → Adipic acid (124-04-9) + hex-2c-enedioic acid (87080-01-1) + α-hydromuconic acid (2583-24-6) + (Z)-hex-3-ene-1,6-dioic acid (26472-26-4) + (E)-3-hexene-1,6-dioic acid (29311-53-3)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In water; at 70 ℃; under 760.051 Torr;

DOI:10.1039/d1gc02225c

Reference yield:

methanol (67-56-1) + cis,cis-Muconic acid (1119-72-8) → Adipic acid (124-04-9) + hex-2c-enedioic acid (87080-01-1) + (E)-3-hexene-1,6-dioic acid (29311-53-3)

Guidance literature:

at 16 ℃; Kinetics; Hydrogenation;

DOI:10.1039/jr9530000708

Reference yield:

cis,cis-Muconic acid (1119-72-8) + water (7732-18-5) → Adipic acid (124-04-9) + hex-2c-enedioic acid (87080-01-1) + (E)-3-hexene-1,6-dioic acid (29311-53-3)

Guidance literature:

at 16 ℃; Kinetics; Reaktions des Dinatrium-Salzes_.Hydrogenation;

DOI:10.1039/jr9530000708

upstream raw materials:

methanol

cis,cis-Muconic acid

water

Downstream raw materials:

(5-oxo-pyrrolidin-2-yl)-acetic acid

2-(5-oxo-1-phenylpyrrolidin-2-yl)acetic acid

(1-methyl-5-oxo-pyrrolidin-2-yl)-acetic acid

methyl 3,3-dimethoxypropionate