4-Chloro-3,5-dimethylbenzoic acid

Base Information

• Chemical Name: 4-Chloro-3,5-dimethylbenzoic acid
• CAS No.: 90649-78-8
• Molecular Formula: C9H9ClO2
• Molecular Weight: 184.61956
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID90553939
• Mol file: 90649-78-8.mol

Synonyms:4-Chloro-3,5-dimethylbenzoic acid;90649-78-8;4-Chloro-3,5-dimethylbenzoicacid;SCHEMBL4507939;DTXSID90553939;ZHHGJCFPDAJYTF-UHFFFAOYSA-N;AKOS006309011;CS-0195313;E90428;EN300-1276370;A860738

Chemical Property of 4-Chloro-3,5-dimethylbenzoic acid

Chemical Property:

• PSA: 37.30000
• LogP: 2.65500
• Storage Temp.: 2-8°C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 184.0291072
• Heavy Atom Count: 12
• Complexity: 169

Purity/Quality:

99% ^*data from raw suppliers

4-Chloro-3,5-dimethylbenzoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1Cl)C)C(=O)O
• Uses: 4-Chloro-3,5-dimethylbenzoic Acid can be used as GPR40 receptor activity modulators

Technology Process of 4-Chloro-3,5-dimethylbenzoic acid

There total 4 articles about 4-Chloro-3,5-dimethylbenzoic 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:

5-bromo-2-chloro-1,3-dimethyl-benzene (206559-40-2) + carbon dioxide (124-38-9,18923-20-1) → 4-chloro-3,5-dimethylbenzenecarboxylic acid (90649-78-8)

Guidance literature:

5-bromo-2-chloro-1,3-dimethyl-benzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.166667h; Inert atmosphere;

carbon dioxide; In tetrahydrofuran; hexane; at -78 ℃;

With hydrogenchloride; water; In tetrahydrofuran; hexane;

Reference yield:

carbon dioxide (124-38-9,18923-20-1) + 2,6-dimethyl-1-chlorobenzene (6781-98-2) → 4-chloro-3,5-dimethylbenzenecarboxylic acid (90649-78-8) + 3-chloro-2,4-dimethylbenzenecarboxylic acid

Guidance literature:

carbon dioxide; 2,6-dimethyl-1-chlorobenzene; With [1,2-bis(dicyclohexylphosphino)ethane]rhodium(I) chloride dimer; Al⁽³⁺⁾*1.5CH₃^(1-)*1.5C₂H₅O^(1-); tetramethylurea; In N,N-dimethyl acetamide; at 20 - 145 ℃; for 6h; under 760.051 Torr; Inert atmosphere;

With hydrogenchloride; In diethyl ether; N,N-dimethyl acetamide; water; regioselective reaction; Catalytic behavior; Inert atmosphere;

DOI:10.1039/c4cc06188h

Reference yield:

→ 4-chloro-3,5-dimethylbenzenecarboxylic acid (90649-78-8)

Guidance literature:

With nitric acid;

upstream raw materials:

5-bromo-2-chloro-1,3-dimethyl-benzene

carbon dioxide

2,6-dimethyl-1-chlorobenzene

Downstream raw materials:

4-chloro-3,5-dimethylbenzoic acid methyl ester

Refernces

• 1、 -. "AMINO ACID COMPOUNDS". Page/Page column 45. . Retrieved 2009/12/23.