m-Tolylacetyl chloride

Base Information

• Chemical Name: m-Tolylacetyl chloride
• CAS No.: 13910-79-7
• Molecular Formula: C9H9 Cl O
• Molecular Weight: 168.623
• Hs Code.: 2916399090
• European Community (EC) Number: 673-226-6
• DSSTox Substance ID: DTXSID30375273
• Wikidata: Q82163800
• Mol file: 13910-79-7.mol

Synonyms:m-Tolylacetyl chloride;13910-79-7;2-(3-methylphenyl)acetyl chloride;m-tolyl-acetyl chloride;M-TOLYL-ACETYLCHLORIDE;(3-methylphenyl)acetyl chloride;2-m-tolylacetyl chloride;3-methylbenzeneacetyl chloride;SCHEMBL726784;DTXSID30375273;BGGKEDDFKBVTDK-UHFFFAOYSA-N;m-Tolyl-acetyl chloride, AldrichCPR;MFCD03424715;AKOS011675415;FS-5431;EN300-239799;F2190-0113

Chemical Property of m-Tolylacetyl chloride

Chemical Property:

• Boiling Point: 98℃/7.5mm
• PSA: 17.07000
• LogP: 2.30290
• Sensitive.: Moisture Sensitive
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 168.0341926
• Heavy Atom Count: 11
• Complexity: 145

Purity/Quality:

98%min ^*data from raw suppliers

m-Tolylacetylchloride 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of m-Tolylacetyl chloride

There total 3 articles about m-Tolylacetyl 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: 94.0%

m-methylphenylacetic acid (621-36-3) → 2-(3-methylphenyl)acetyl chloride (13910-79-7)

Guidance literature:

With thionyl chloride; In toluene; at 50 ℃;

Reference yield:

methyl 3-methylphenylacetate (53088-69-0) → 2-(3-methylphenyl)acetyl chloride (13910-79-7)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium hydroxide monohydrate; water / tetrahydrofuran / 3 h / 70 °C

2: thionyl chloride; N,N-dimethyl-formamide / dichloromethane / 3 h / 0 - 20 °C

With thionyl chloride; lithium hydroxide monohydrate; water; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane;

DOI:10.1021/acs.orglett.0c03801

Reference yield:

→ 2-(3-methylphenyl)acetyl chloride (13910-79-7)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 20 ℃; for 18h; Inert atmosphere;

upstream raw materials:

m-methylphenylacetic acid

methyl 3-methylphenylacetate

Downstream raw materials:

ethyl 3-(m-methyl)phenylacetylamido-5-chloropicolinate

Refernces

• 1、 Barysevich, Maryia V.,Laktsevich-Iskryk, Marharyta V.,Krech, Anastasiya V.,Zhabinskii, Vladimir N.,Khripach, Vladimir A.,Hurski, Alaksiej L.. "Palladium-Catalyzed 2-(Neopentylsulfinyl)aniline Directed C–H Acetoxylation and Alkenylation of Arylacetamides". supporting information. p. 937 - 943. Retrieved 2020/02/25.
• 2、 Gu, Linghui,He, Meicui,Ma, Wenbo,Tan, Yuqiang,Wang, Yang,Wang, Yuchi,Zhang, Chunran. "Palladium-Catalyzed Distal C?H Selenylation of 2-Aryl Acetamides with Diselenides and Selenyl Chlorides". supporting information. p. 5708 - 5715. Retrieved 2020/12/01.