2,4-Dimethoxybenzoyl chloride

Base Information

• Chemical Name: 2,4-Dimethoxybenzoyl chloride
• CAS No.: 39828-35-8
• Molecular Formula: C9H9ClO3
• Molecular Weight: 200.622
• Hs Code.: 29189990
• European Community (EC) Number: 628-203-5
• DSSTox Substance ID: DTXSID50370462
• Nikkaji Number: J1.035.949J
• Wikidata: Q72467691
• Mol file: 39828-35-8.mol

Synonyms:2,4-Dimethoxybenzoyl chloride;39828-35-8;2,4-Dimethoxybenzoylchloride;SCHEMBL220681;2, 4-dimethoxybenzoyl chloride;2,4-dimethoxy benzoyl chloride;2,4-dimethoxy-benzoyl chloride;DTXSID50370462;KVIUXRJCBBXEGJ-UHFFFAOYSA-N;2,4-Dimethoxybenzoic acid chloride;2,4-bis(methyloxy)benzoyl chloride;MFCD00017527;AKOS009159129;2,4-dimethoxy-1-benzenecarbonyl chloride;FT-0639581;2,4-Dimethoxybenzoyl chloride, technical grade;9N-827;E85442

Chemical Property of 2,4-Dimethoxybenzoyl chloride

Chemical Property:

• Appearance/Colour: beige to light brown powder / beige to light brown powder
• Vapor Pressure: 0.000757mmHg at 25°C
• Melting Point: 58-60 ºC
• Refractive Index: 1.52
• Boiling Point: 306.7 ºC at 760 mmHg
• Flash Point: 134.1 ºC
• PSA: 35.53000
• Density: 1.224 g/cm³
• LogP: 2.08280
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 200.0240218
• Heavy Atom Count: 13
• Complexity: 184

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,4-Dimethoxybenzoyl chloride technical grade ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-28-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)C(=O)Cl)OC
• Uses: Growth regulator and fruit thinner for plums and prunes. 2,4-Dimethoxybenzoyl chloride may be used as starting reagent in the synthesis of coumestrol. It may be used in the synthesis of chromenoflavone, cycloartocarpesin trimethyl ether.

Technology Process of 2,4-Dimethoxybenzoyl chloride

There total 4 articles about 2,4-Dimethoxybenzoyl 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: 96.0%

2,4 dimethoxybenzoic acid (91-52-1) → 2,4-dimethoxybenzoyl chloride (39828-35-8)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 0 - 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1016/j.ejmech.2012.02.041

Reference yield:

1-Bromo-2,4-dimethoxybenzene (17715-69-4) → 2,4-dimethoxybenzoyl chloride (39828-35-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

1.2: 0.75 h / -78 °C

2.1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 3 h / 20 °C / Inert atmosphere

With n-butyllithium; oxalyl dichloride; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.tet.2016.04.066

Reference yield:

→ 2,4-dimethoxybenzoyl chloride (39828-35-8) + N,N-diethyl-2,4-dimethoxybenzamide (142601-55-6)

Guidance literature:

upstream raw materials:

2,4 dimethoxybenzoic acid

1-Bromo-2,4-dimethoxybenzene

Downstream raw materials:

2-(2,4-dimethoxy-benzoyloxy)-4-methoxy-benzoic acid

4-[2-(2,4-Dimethoxy-benzamido)-ethyl]-4'-hydroxy-biphenyl

N-{3-[(4-Chloro-phenyl)-methyl-amino]-2-hydroxy-propyl}-2,4-dimethoxy-benzamide

4,5-dihydro-2-(2',4'-dimethoxyphenyl)-4,4-dimethyloxazole

Refernces

• 1、 Wang, Huihong,Cao, Fei,Gao, Weiwei,Wang, Xiaodong,Yang, Yuhang,Shi, Tao,Wang, Zhen. "Pd(II)-catalyzed annulation reactions of epoxides with benzamides to synthesize isoquinolones". supporting information. p. 863 - 868. Retrieved 2021/02/06.
• 2、 Sunnam, Sunil Kumar,Belani, Jitendra D.. "Aryne Multicomponent Reactions by Directed C?H Activation". supporting information. p. 8846 - 8850. Retrieved 2021/05/31.