3-Chloro-4-methylbenzoic acid

Base Information

• Chemical Name: 3-Chloro-4-methylbenzoic acid
• CAS No.: 5162-82-3
• Molecular Formula: C8H7ClO2
• Molecular Weight: 170.595
• Hs Code.: 2916399090
• European Community (EC) Number: 675-701-3
• DSSTox Substance ID: DTXSID60199565
• Nikkaji Number: J85.055A
• Wikidata: Q72453687
• Mol file: 5162-82-3.mol

Synonyms:3-Chloro-4-methylbenzoic acid;5162-82-3;3-Chloro-p-toluic acid;p-Toluic acid, 3-chloro-;Benzoic acid, 3-chloro-4-methyl-;BRN 1936498;MFCD00045841;4-09-00-01743 (Beilstein Handbook Reference);3-Chloro-4-Methyl-Benzoic Acid;3-chloro-p-toluicaci;3-Chloro-4-methylbenzoicacid;SCHEMBL697363;3-chloro,4-methylbenzoic acid;3-chloro-4-methyl benzoic acid;DTXSID60199565;BCP24552;CK2203;AKOS005258572;AC-2945;DS-1289;FS-2541;SY003397;3-Chloro-4-methylbenzoic acid, AldrichCPR;LS-154256;AM20060098;C2462;CS-0032913;FT-0615417;EN300-68957;J-512244;Z1097117588

Chemical Property of 3-Chloro-4-methylbenzoic acid

Chemical Property:

• Appearance/Colour: white or yellowish powder
• Vapor Pressure: 0.000381mmHg at 25°C
• Melting Point: 208-209 ºC
• Boiling Point: 304.5 °C at 760 mmHg
• PKA: 4.00±0.10(Predicted)
• Flash Point: 138 °C
• PSA: 37.30000
• Density: 1.31 g/cm³
• LogP: 2.34660
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Sparingly), Methanol (Slightly)
• XLogP3: 3.1
• 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

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

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-51-41-37/38-22
• Safety Statements: 26-37/39-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=C(C=C1)C(=O)O)Cl

Technology Process of 3-Chloro-4-methylbenzoic acid

There total 25 articles about 3-Chloro-4-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: 94.0%

3-chloro-4-methylbenzonitrile (21423-81-4) → 3-chloro-4-methylbenzoic acid (5162-82-3)

Guidance literature:

With sodium hydroxide; for 8h; Heating;

DOI:10.1002/(SICI)1521-4184(199805)331:5<177::AID-ARDP177>3.0.CO;2-K

Reference yield: 90.0%

p-Toluic acid (99-94-5) → 3-chloro-4-methylbenzoic acid (5162-82-3)

Guidance literature:

With potassium chloride; manganese triacetate; In water; trifluoroacetic acid; for 36h;

Reference yield: 78.0%

carbon dioxide (124-38-9,18923-20-1) + 2,4-dichlorotoluene (95-73-8) → ortho-methylbenzoic acid (118-90-1) + 3-chloro-4-methylbenzoic acid (5162-82-3) + 5-chloro-2-methylbenzoic acid (7499-06-1) + p-Toluic acid (99-94-5)

Guidance literature:

With tetrabutylammomium bromide; In N,N-dimethyl-formamide; at 5 ℃; Further byproducts given. Yields of byproduct given; electrolysis (I=0.4 A);

DOI:10.1016/S0040-4020(01)86724-7

upstream raw materials:

2-chloro-1,4-dimethyl-benzene

3-chloro-4-methylbenzonitrile

3-Chlor-4-methyl-benzaldehyd

1-methyl-2-chloro-4-chloromethylbenzene

Downstream raw materials:

3-hydroxy-4-methylbenzoic acid

2-chloroterephthalic acid

3-chloro-4-methyl-benzoic acid ethyl ester

ethyl 4-bromomethyl-3-chlorobenzoate

Refernces

• 1、 -. "Industrialized synthetic method for halogen benzoic acid derivative". Paragraph 0066; 0067; 0068; 0069. . Retrieved 2019/04/26.
• 2、 Pickert, Martina,Frahm, August Wilhelm. "Substituted xanthones as antimycobacterial agents*, part 1: Synthesis and assignment of 1H/13C NMR chemical shifts". . p. 177 - 192. Retrieved 2007/10/03.