2-Hexenedioic acid

Base Information

• Chemical Name: 2-Hexenedioic acid
• CAS No.: 2583-24-6
• Molecular Formula: C6H8O4
• Molecular Weight: 144.127
• DSSTox Substance ID: DTXSID20878920
• Wikidata: Q27116734
• Mol file: 2583-24-6.mol

Synonyms:2-Hexenedioic acid;hexenedioic acid;2583-24-6;DTXSID20878920;HSBSUGYTMJWPAX-UHFFFAOYSA-N;AKOS026728945;28756-92-5;Q27116734

Chemical Property of 2-Hexenedioic acid

Chemical Property:

• PSA: 74.60000
• LogP: 0.49200
• XLogP3: 0
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 144.04225873
• Heavy Atom Count: 10
• Complexity: 159

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CC(=O)O)C=CC(=O)O

Technology Process of 2-Hexenedioic acid

There total 2 articles about 2-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:

cis,cis-Muconic acid (1119-72-8) → LACTIC ACID (849585-22-4,106989-11-1,26811-96-1,31587-11-8,26100-51-6) + Adipic acid (124-04-9) + α-hydromuconic acid (2583-24-6)

Guidance literature:

With ferrous ammonium sulphate hexahydrate; isopropyl β-D-thiogalactopyranoside; In aq. phosphate buffer; at 37 ℃; for 48h;

DOI:10.1002/anie.201403148

Reference yield: 45.0%

α-hydromuconic acid (2583-24-6) → hexamethylene imine (111-49-9) + ε-caprolactam (171257-01-5) + adipamide (628-94-4)

Guidance literature:

α-hydromuconic acid; With 5% palladium on Al₂O₃; ammonia; In 1,4-dioxane; at 20 ℃; for 0.5h; under 2625.26 Torr; Autoclave;

With hydrogen; In 1,4-dioxane; at 250 ℃; for 3h; under 12751.3 Torr; Autoclave;

upstream raw materials:

cis,cis-Muconic acid

Downstream raw materials:

(E)-2-hexenedioic acid diethyl ester

(+/-)-trans-6-(2-methoxycarbonyl-ethyl)-cyclohex-3-ene-r-carboxylic acid methyl ester

ε-caprolactam

adipamide