Cyclohexa-2,5-diene-1-carboxylic acid

Base Information

• Chemical Name: Cyclohexa-2,5-diene-1-carboxylic acid
• CAS No.: 4794-04-1
• Molecular Formula: C7H8O2
• Molecular Weight: 124.139
• Hs Code.: 2916209090
• European Community (EC) Number: 225-349-8
• DSSTox Substance ID: DTXSID20197360
• Nikkaji Number: J80.904G
• Mol file: 4794-04-1.mol

Synonyms:2,5-cyclohexadiene-1-carboxylic acid

Chemical Property of Cyclohexa-2,5-diene-1-carboxylic acid

Chemical Property:

• Vapor Pressure: 0.00943mmHg at 25°C
• Refractive Index: 1.539
• Boiling Point: 245.3 °C at 760 mmHg
• PKA: 3.86±0.20(Predicted)
• Flash Point: 110.6 °C
• PSA: 37.30000
• Density: 1.179 g/cm³
• LogP: 1.20330
• Storage Temp.: 2-8°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 124.052429494
• Heavy Atom Count: 9
• Complexity: 156

Purity/Quality:

99% ^*data from raw suppliers

Cyclohexa-2,5-dienecarboxylicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C=CC(C=C1)C(=O)O

Technology Process of Cyclohexa-2,5-diene-1-carboxylic acid

There total 7 articles about Cyclohexa-2,5-diene-1-carboxylic 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: 98.0%

benzoic acid (65-85-0,8013-63-6) → 1,4-dihydrobenzoic acid (4794-04-1)

Guidance literature:

With ammonia; lithium; at -78 ℃; for 1h; Inert atmosphere;

DOI:10.1021/jacs.6b02877

Reference yield: 93.0%

lithium benzoate (553-54-8) → 1,4-dihydrobenzoic acid (4794-04-1)

Guidance literature:

With ammonia; lithium; tert-butyl alcohol; In tetrahydrofuran; for 0.166667h; Heating;

Reference yield: 85.0%

ortho-methylbenzoic acid (118-90-1) + chloroacetonitrile (107-14-2) → 1,4-dihydrobenzoic acid (4794-04-1) + C10H11NO2

Guidance literature:

ortho-methylbenzoic acid; With ammonia; lithium diisopropyl amide; at -78 ℃; for 1h;

chloroacetonitrile; at 20 ℃; stereoselective reaction;

DOI:10.1002/ejoc.201601650

upstream raw materials:

p-(acetylamino)benzoic acid

benzoic acid

lithium benzoate

methanol

Downstream raw materials:

1-benzylcyclohexa-2,5-dienyl-1-carboxylic acid

(1-carboxy-cyclohexa-2,5-dienyl)-acetic acid

Cyclohexa-2,5-dienecarbothioic acid S-tert-butyl ester

methyl cyclohexa-2,5-diene-1-carboxylate

Refernces

• 1、 Ashtekar, Kumar Dilip,Vetticatt, Mathew,Yousefi, Roozbeh,Jackson, James E.,Borhan, Babak. "Nucleophile-Assisted Alkene Activation: Olefins Alone Are Often Incompetent". supporting information. p. 8114 - 8119. Retrieved 2016/07/16.
• 2、 Hirai, Sho,Nakada, Masahisa. "Enantioselective divergent approaches to both (-)-platensimycin and (-)-platencin". experimental part. p. 518 - 530. Retrieved 2011/03/19.