4-Chloro-3-methylbenzoic acid

Base Information

• Chemical Name: 4-Chloro-3-methylbenzoic acid
• CAS No.: 7697-29-2
• Molecular Formula: C8H7ClO2
• Molecular Weight: 170.595
• Hs Code.: 2916399090
• NSC Number: 137157
• UNII: RVZ2R7F8LT
• DSSTox Substance ID: DTXSID20300473
• Nikkaji Number: J266.744D
• Wikidata: Q72453677
• Mol file: 7697-29-2.mol

Synonyms:4-Chloro-3-methylbenzoic acid;7697-29-2;4-Chloro-m-toluic Acid;Benzoic acid, 4-chloro-3-methyl-;4-chloro-3-methyl benzoic acid;4-Chloro-3-Methyl-Benzoic Acid;m-Toluic acid, 4-chloro-;RVZ2R7F8LT;MFCD00045853;NSC-137157;4-Chloro-3-methylbenzoicacid;NSC137157;UNII-RVZ2R7F8LT;SCHEMBL703101;DTXSID20300473;4-chloranyl-3-methyl-benzoic acid;CK2202;AKOS000298654;CS-W017676;FS-1531;NSC 137157;AC-23640;SY014466;A9755;AM20060097;C2115;FT-0618074;EN300-104262;A838921;AE-562/43459897;J-515020;F0001-1971;Z1201618086

Chemical Property of 4-Chloro-3-methylbenzoic acid

Chemical Property:

• Appearance/Colour: white or reddish crystal powder
• Vapor Pressure: 0.000548mmHg at 25°C
• Melting Point: 216 °C
• Refractive Index: 1.573
• Boiling Point: 299 °C at 760 mmHg
• PKA: 4.04±0.10(Predicted)
• Flash Point: 134.6 °C
• PSA: 37.30000
• Density: 1.31 g/cm³
• LogP: 2.34660
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 170.0134572
• Heavy Atom Count: 11
• Complexity: 158

Purity/Quality:

99% ^*data from raw suppliers

4-Chloro-3-methylbenzoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: Xi
• Statements: 36/37/38-37/38-36
• Safety Statements: 26-36/37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC(=C1)C(=O)O)Cl
• Uses: 4-Chloro-3-methylbenzoic Acid is used as a reactant in the preparation of tipifarnib analogs as cancer drugs agains chagas disease.

Technology Process of 4-Chloro-3-methylbenzoic acid

There total 19 articles about 4-Chloro-3-methylbenzoic 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: 55.0%

4,4'-dichloro-5,5'-dimethyl-2-nitrodiphenylmethane (84797-75-1) → 4-chloro-3-methylbenzoic acid (7697-29-2) + 6-chloro-5-methyl-3-(4'-chloro-3'-methylphenyl)-2,1-benzisoxazole (93126-03-5) + 3,5-dichloro-2,7-dimethylacridone (84658-93-5)

Guidance literature:

With sulfuric acid; In ethanol; for 5h; Irradiation;

Reference yield:

2,4-dimethylchlorobenzene (95-66-9) → 4-chloro-3-methylbenzoic acid (7697-29-2)

Guidance literature:

With cobalt(II) benzoate; at 165 ℃;

Reference yield:

para-chlorobenzoic acid (74-11-3) + methyl iodide (74-88-4) → 4-chloro-3-methylbenzoic acid (7697-29-2) + 4-chloro-2-methylbenzoic acid (7499-07-2) + 4-chloro-2-ethylbenzoic acid (58231-16-6)

Guidance literature:

para-chlorobenzoic acid; With 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; hexane; at -78 ℃; for 4h;

methyl iodide; In tetrahydrofuran; hexane; at -78 - 20 ℃;

DOI:10.1021/jo0483365

upstream raw materials:

2,4-dimethylchlorobenzene

1-chloro-4-isopropyl-2-methyl-benzene

4,4'-dichloro-3,3'-dimethyl-1,1'-biphenyl

4-amino 3-methylbenzoic acid

Downstream raw materials:

methyl 4-chloro-3-methylbenzoate

3-methyl-4-chloro benzoylchloride

Refernces

• 1、 Gohier, Frederic,Castanet, Anne-Sophie,Mortier, Jacques. "The first regioselective metalation and functionalization of unprotected 4-halobenzoic acids". . p. 1501 - 1504. Retrieved 2007/10/03.