3-(4-Chloro-2-methylphenyl)benzoic acid

Base Information

• Chemical Name: 3-(4-Chloro-2-methylphenyl)benzoic acid
• CAS No.: 916220-05-8
• Molecular Formula: C₁₄H₁₁ClO₂
• Molecular Weight: 246.693
• Hs Code.: 2916399090
• Mol file: 916220-05-8.mol

Synonyms:4'-Chloro-2'-methyl-[1,1'-biphenyl]-3-carboxylic acid;4'-chloro-2'-methylbiphenyl-3-carboxylic acid;

Chemical Property of 3-(4-Chloro-2-methylphenyl)benzoic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 410.025oC at 760 mmHg
• Flash Point: 201.776oC
• PSA: 37.30000
• Density: 1.262g/cm3
• LogP: 4.01360

Purity/Quality:

97% ^*data from raw suppliers

3-(4-Chloro-2-methylphenyl)benzoicacid ^*data from reagent suppliers

Safty Information:

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Technology Process of 3-(4-Chloro-2-methylphenyl)benzoic acid

There total 2 articles about 3-(4-Chloro-2-methylphenyl)benzoic 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: 69.0%

potassium 3-carboxyphenyltrifluoroborate + 2-bromo-5-chlorotoluene (14495-51-3) → 4'-chloro-2'-methyl-biphenyl-3-carboxylic acid (916220-05-8)

Guidance literature:

With {2,6-bis[(di-1-piperidinylphosphino)amino]phenyl}palladium(II) chloride; potassium carbonate; In 1,4-dioxane; water; butan-1-ol; at 100 ℃; for 6h;

DOI:10.1002/adsc.200900848

Reference yield:

4-chloro-2-methylphenylboronic acid (209919-30-2) + 3-Iodobenzoic acid (618-51-9) → 4'-chloro-2'-methyl-biphenyl-3-carboxylic acid (916220-05-8)

Guidance literature:

4-chloro-2-methylphenylboronic acid; 3-Iodobenzoic acid; With sodium carbonate; palladium 10% on activated carbon; In water; isopropyl alcohol; at 80 ℃;

With hydrogenchloride; In water; pH=< 2;

Reference yield:

4'-chloro-2'-methyl-biphenyl-3-carboxylic acid (916220-05-8) → (S)-3-[4-(4'-chloro-2'-methyl-biphenyl-3-ylmethoxy)-phenyl]-3-(1-methyl-1H-imidazol-2-yl)-propionicacid ethyl ester

Guidance literature:

Multi-step reaction with 3 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

2: thionyl chloride / dichloromethane / 0 - 20 °C / Inert atmosphere

3: caesium carbonate / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; thionyl chloride; caesium carbonate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ml400501x

upstream raw materials:

4-chloro-2-methylphenylboronic acid

3-Iodobenzoic acid

2-bromo-5-chlorotoluene

Downstream raw materials:

(S)-3-[4-(4'-chloro-2'-methylbiphenyl-3-ylmethoxy)phenyl]-3-(1-methyl-1H-tetrazol-5-yl)propionic acid

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