3-Methylbenzoyl chloride

Base Information

• Chemical Name: 3-Methylbenzoyl chloride
• CAS No.: 1711-06-4
• Deprecated CAS: 2244892-82-6
• Molecular Formula: C8H7ClO
• Molecular Weight: 154.596
• Hs Code.: 29163990
• European Community (EC) Number: 216-976-8
• NSC Number: 97207
• UNII: W2VJW4350K
• DSSTox Substance ID: DTXSID0061905
• Nikkaji Number: J32.726C
• Wikidata: Q27292234
• Mol file: 1711-06-4.mol

Synonyms:3-Methylbenzoyl chloride;m-Toluoyl chloride;1711-06-4;m-Methylbenzoyl chloride;3-Toluoyl chloride;Toluoyl chloride;m-Toluyl chloride;Benzoyl chloride, 3-methyl-;Meta methyl benzoyl chloride;3-toluoylchloride;3-Methylbenzoylchloride;3-Methyl-Benzoyl Chloride;m-toluenecarbonyl chloride;EINECS 216-976-8;NSC 97207;BRN 0878419;UNII-W2VJW4350K;3-methylbenzoic acid chloride;CCRIS 8619;W2VJW4350K;NSC-97207;m-toluoylchloride;m-toluoyl-chloride;3-toluoyl-chloride;meta-toluoyl chloride;m-Toluic acid chloride;m-Toluoyl chloride, 99%;SCHEMBL103438;DTXSID0061905;BAA71106;NSC97207;MFCD00000681;STL183343;AKOS009158375;AM82911;FS-4487;LS-42607;FT-0629018;FT-0652555;T0309;D78225;EN300-373475;A811288;Q-200389;Q27292234;F2190-0040

Chemical Property of 3-Methylbenzoyl chloride

Chemical Property:

• Appearance/Colour: clear colorless to light brown liquid
• Vapor Pressure: 0.115mmHg at 25°C
• Melting Point: -23 °C
• Refractive Index: 1.5475-1.5495
• Boiling Point: 220.2 °C at 760 mmHg
• Flash Point: 90.8 °C
• PSA: 17.07000
• Density: 1.17 g/cm³
• LogP: 2.37400
• Storage Temp.: Store below +30°C.
• Sensitive.: Moisture Sensitive
• Water Solubility.: Reacts with water.
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 154.0185425
• Heavy Atom Count: 10
• Complexity: 133

Purity/Quality:

99% ^*data from raw suppliers

m-Toluoyl Chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-36/37
• Safety Statements: 24/25-45-36/37/39-27-26-23

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC=C1)C(=O)Cl
• Uses: m-Toluoyl chloride has been used to derivatize the C1-C4 aliphatic amines for their determination in air by HPLC. It has been used in determination of atmospheric ammonia by denuder-sampling and HPLC-UV detection.

Technology Process of 3-Methylbenzoyl chloride

There total 12 articles about 3-Methylbenzoyl chloride 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: 100.0%

m-Toluic acid (99-04-7) → 3-Methylbenzoyl chloride (1711-06-4)

Guidance literature:

m-Toluic acid; With N,N-dimethyl-formamide; In dichloromethane; at 0 ℃; for 0.0833333h;

With oxalyl dichloride; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1021/jacs.0c13415

Reference yield: 93.0%

3-Iodotoluene (625-95-6) + 4-nitro-benzoyl chloride (122-04-3) → p-nitrobenzene iodide (636-98-6) + 3-Methylbenzoyl chloride (1711-06-4)

Guidance literature:

With (Xantphos)Pd(4-C₆H₄NO₂)(I); In benzene; at 90 ℃; for 20h; Sealed tube; Inert atmosphere;

DOI:10.1021/jacs.8b06605

Reference yield: 65.7%

m-xylene (108-38-3,104809-90-7) → benzene-1,3-dicarbonyl dichloride (99-63-8) + 3-Methylbenzoyl chloride (1711-06-4)

Guidance literature:

m-xylene; With N-hydroxyphthalimide; cobalt(II) phthalocyanine; μ-oxo[manganese(III) tetraphenylporphine]2; oxygen; at 135 ℃; under 3750.38 Torr;

With thionyl chloride; Reagent/catalyst; Temperature; Pressure;

upstream raw materials:

m-Toluic acid

ortho-toluoyl chloride

oxalyl dichloride

m-tolyl aldehyde

Downstream raw materials:

2-Diazo-3'-methylacetophenon

4-methyl-7-m-toluoyloxy-coumarin

m-toluic acid-(1-phenyl-2-pyrrolidino-ethyl ester); hydrochloride

ethyl m-toluoylacetate

Refernces

• 1、 Bismuto, Alessandro,Boehm, Philip,Morandi, Bill,Roediger, Sven. "Palladium-Catalyzed Chlorocarbonylation of Aryl (Pseudo)Halides Through In Situ Generation of Carbon Monoxide". supporting information. p. 17887 - 17896. Retrieved 2020/08/19.
• 2、 -. "Method of co-producing methyl benzoic acid, methylbenzoyl chloride and phthaloyl dichloride". Paragraph 18-24; 27; 28. . Retrieved 2018/06/16.