2-Octenedioic acid

Base Information

• Chemical Name: 2-Octenedioic acid
• CAS No.: 5698-50-0
• Molecular Formula: C8H12O4
• Molecular Weight: 172.181
• DSSTox Substance ID: DTXSID901009870
• Nikkaji Number: J363.029C
• Wikidata: Q27161378
• Metabolomics Workbench ID: 37211
• Mol file: 5698-50-0.mol

Synonyms:2-Octenedioic acid;(E)-oct-2-enedioic acid;5698-50-0;124791-62-4;(2E)-oct-2-enedioic acid;NSC 14992;NSC14992;2-Octenedioate;starbld0033304;1-Hexene-1,6-dicarboxylate;SCHEMBL747518;1-Hexene-1,6-dicarboxylic acid;CHEBI:89192;DTXSID901009870;AKOS006373041;Q27161378

Chemical Property of 2-Octenedioic acid

Chemical Property:

• Vapor Pressure: 4.68E-07mmHg at 25°C
• Refractive Index: 1.501
• Boiling Point: 386.8 °C at 760 mmHg
• Flash Point: 201.9 °C
• PSA: 74.60000
• Density: 1.2 g/cm³
• LogP: 1.27220
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 172.07355886
• Heavy Atom Count: 12
• Complexity: 184

Purity/Quality:

≥98% ^*data from raw suppliers

2-OCTENE-1,8-DIOIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CCC(=O)O)CC=CC(=O)O
• Isomeric SMILES: C(CCC(=O)O)C/C=C/C(=O)O

Technology Process of 2-Octenedioic acid

There total 5 articles about 2-Octenedioic 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:

→ octane-1,8-dioic acid (505-48-6) + 2-octene-1,8-dioic acid (5698-50-0)

Guidance literature:

With sodium amalgam; water; hexene-(1)-dicarboxylic acid-(1.6),lower-melting form; in der Siedehitze;

Reference yield:

→ 2-octene-1,8-dioic acid (5698-50-0)

Guidance literature:

With sodium hydroxide;

DOI:10.1021/jo01165a019

Reference yield:

(2-Oxo-cyclohexyl)-acetic acid sec-butyl ester (158962-74-4) → 2-octene-1,8-dioic acid (5698-50-0)

Guidance literature:

With methanol; potassium hydroxide; dihydrogen peroxide; acetic acid; Yield given. Multistep reaction; 1) 70 deg C, 3 h; 2) MeOH;

DOI:10.1016/S0040-4039(01)91376-0

upstream raw materials:

(2-Oxo-cyclohexyl)-acetic acid sec-butyl ester

acetic acid

Downstream raw materials:

octane-1,8-dioic acid

meso-α,α'-Dibrom-korksaeure

Refernces

• 1、 Chandrasekhar, Sosale,Roy, Chandra Deo. "Conformationally Restricted Criegee Intermediates: Evidence for Formation and Stereoelectronically Controlled Fragmentation". . p. 2141 - 2144. Retrieved 2007/10/02.