3,4-Dimethylbenzoyl chloride

Base Information

• Chemical Name: 3,4-Dimethylbenzoyl chloride
• CAS No.: 21900-23-2
• Molecular Formula: C9H9ClO
• Molecular Weight: 168.623
• Hs Code.: 2916399090
• European Community (EC) Number: 638-972-9
• DSSTox Substance ID: DTXSID80374377
• Wikidata: Q82162942
• Mol file: 21900-23-2.mol

Synonyms:3,4-dimethylbenzoyl chloride;21900-23-2;3,4-dimethylbenzene-1-carbonyl chloride;Benzoyl chloride, 3,4-dimethyl-;3,4-DIMETHYLBENZENE-1-CARBONYLCHLORIDE;Benzoyl chloride,3,4-dimethyl-;SCHEMBL40769;3,4-dimethyl-benzoyl chloride;DTXSID80374377;RGAKSNQOIIYQRM-UHFFFAOYSA-N;WAA90023;MFCD00045219;AKOS009158041;FT-0614369;F2190-0043

Chemical Property of 3,4-Dimethylbenzoyl chloride

Chemical Property:

• Vapor Pressure: 0.0145mmHg at 25°C
• Refractive Index: 1.534
• Boiling Point: 257.4 °C at 760 mmHg
• Flash Point: 112.4 °C
• PSA: 17.07000
• Density: 1.136g/cm³
• LogP: 2.68240
• Storage Temp.: Store under Nitrogen
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 168.0341926
• Heavy Atom Count: 11
• Complexity: 156

Purity/Quality:

98%min ^*data from raw suppliers

3,4-DimethylbenzoylChloride ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=C(C=C1)C(=O)Cl)C
• Uses: 3,4-dimethylbenzoyl chloride is a useful reactant for the synthesis of various vinblastine 20'' amides that were studied fr=or its activity against Pgp overexpressing resistant cancer cell line.

Technology Process of 3,4-Dimethylbenzoyl chloride

There total 8 articles about 3,4-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:

4-amino-o-xylene (95-64-7) → 3,4-dimethylbenzoyl chloride (21900-23-2)

Guidance literature:

Multi-step reaction with 3 steps

1: (i) (diazotization), aq. HBr, (ii) Cu

2: (i) Mg, (ii) /BRN= 1900390/

3: SOCl₂

With thionyl chloride;

Reference yield:

oxalyl dichloride (79-37-8) + 3,4-dimethylbenzoic acid (619-04-5) → 3,4-dimethylbenzoyl chloride (21900-23-2)

Guidance literature:

In dichloromethane; N,N-dimethyl-formamide; at 0 - 20 ℃; for 1h;

DOI:10.1016/j.ejmech.2018.11.036

Reference yield:

butyryl chloride (141-75-3) + 3,4-dimethylphenyl trifluoromethanesulfonate (255837-23-1) → 3,4-dimethylbenzoyl chloride (21900-23-2)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In toluene; at 100 ℃; for 16h; Sealed tube; Inert atmosphere;

DOI:10.1002/anie.202005891

upstream raw materials:

oxalyl dichloride

o-xylene

4-bromo-o-xylene

4-amino-o-xylene

Downstream raw materials:

3,4-dimethylphenylacetic acid

N-phenyl-3,4-dimethylbenzamide

2,4,5,3',4'-pentamethyl-benzophenone

O,O'-bis(3,4-dimethylbenzoyl)-D-tartaric anhydride

Refernces

• 1、 Bismuto, Alessandro,Boehm, Philip,Morandi, Bill,Roediger, Sven. "Palladium-Catalyzed Chlorocarbonylation of Aryl (Pseudo)Halides Through In Situ Generation of Carbon Monoxide". . p. 17887 - 17896. Retrieved 2020/08/19.