3,5-Dimethylbenzoyl chloride

Base Information

• Chemical Name: 3,5-Dimethylbenzoyl chloride
• CAS No.: 6613-44-1
• Molecular Formula: C9H9ClO
• Molecular Weight: 168.623
• Hs Code.: 2916399090
• European Community (EC) Number: 413-010-9,638-967-1
• DSSTox Substance ID: DTXSID4064420
• Nikkaji Number: J421.824H
• Wikidata: Q72469453
• Mol file: 6613-44-1.mol

Synonyms:3,5-Dimethylbenzoyl chloride;6613-44-1;Benzoyl chloride, 3,5-dimethyl-;3,5-Dimethyl Benzoyl Chloride;m-Xylene-5-carbonyl Chloride;EC 413-010-9;3,5 dimethylbenzoyl chloride;3.5-dimethylbenzoyl chloride;SCHEMBL347092;3,5-Dimethyl-benzoyl chloride;DTXSID4064420;MFCD02313742;AKOS009217951;3,5-dimethyl-1-benzenecarbonyl chloride;3,5-Dimethylbenzoyl chloride, AldrichCPR;AS-13441;LS-42604;2,1-BENZISOXAZOLE-3-CARBOXYLICACID;D3550;FT-0614690;A24250;F2190-0042

Chemical Property of 3,5-Dimethylbenzoyl chloride

Chemical Property:

• Appearance/Colour: achromatic lolor or fair yellow liquid
• Vapor Pressure: 0.0207mmHg at 25°C
• Refractive Index: 1.534
• Boiling Point: 251.3 °C at 760 mmHg
• Flash Point: 108.8 °C
• PSA: 17.07000
• Density: 1.136 g/cm³
• LogP: 2.68240
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 168.0341926
• Heavy Atom Count: 11
• Complexity: 146

Purity/Quality:

99% ^*data from raw suppliers

3,5-Dimethylbenzoyl Chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-43
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3,5-Dimethylbenzoyl chloride

There total 6 articles about 3,5-Dimethylbenzoyl 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: 99.25%

3,5-dimethylbenzoic acid (499-06-9) → 3,5-dimethylbenzoyl chloride (6613-44-1)

Guidance literature:

With thionyl chloride; for 3h; Temperature; Sonication; Reflux;

Reference yield: 91.0%

3,5-dimethylphenyl iodide (22445-41-6) + 4-nitro-benzoyl chloride (122-04-3) → p-nitrobenzene iodide (636-98-6) + 3,5-dimethylbenzoyl chloride (6613-44-1)

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: 68.0%

3,5-dimethylbenzaldehyde (5779-95-3) → 3,5-dimethylbenzoyl chloride (6613-44-1)

Guidance literature:

3,5-dimethylbenzaldehyde; With 1,2-dichloro-benzene; at 5 ℃; for 1h;

With chlorine; for 6h; Mercury lamp irradiation;

upstream raw materials:

3,5-dimethylbenzoic acid

3,5-dimethylbenzaldehyde

3,5-dimethylphenyl iodide

4-nitro-benzoyl chloride

Downstream raw materials:

3,5-dimethyl-benzoic acid-(2-diethylamino-ethylamide)

methyl 3,5-dimethylbenzoate

3,3’,5,5’-tetramethylbenzophenone

1-(3,5-dimethylphenyl)butan-1-one

Refernces

• 1、 Zhang, Xueguo,Wang, Peigen,Zhu, Liangwei,Chen, Baohua. "Rhodium(III)-catalyzed chemodivergent annulations between phenyloxazoles and diazos via C–H activation". supporting information. p. 695 - 699. Retrieved 2020/06/28.
• 2、 Brandes, Daniel S.,Sirvent, Ana,Mercado, Brandon Q.,Ellman, Jonathan A.. "Three-Component 1,2-Carboamidation of Bridged Bicyclic Alkenes via RhIII-Catalyzed Addition of C-H Bonds and Amidating Reagents". supporting information. p. 2836 - 2840. Retrieved 2021/04/12.