2,5-Dimethoxybenzoyl chloride

Base Information

• Chemical Name: 2,5-Dimethoxybenzoyl chloride
• CAS No.: 17918-14-8
• Molecular Formula: C9H9ClO3
• Molecular Weight: 200.622
• Hs Code.: 2918990090
• European Community (EC) Number: 241-863-5
• DSSTox Substance ID: DTXSID00170777
• Nikkaji Number: J260.796D
• Wikidata: Q83040796
• Mol file: 17918-14-8.mol

Synonyms:2,5-Dimethoxybenzoyl chloride;17918-14-8;2,5-dimethoxybenzene-1-carbonyl chloride;Benzoyl chloride, 2,5-dimethoxy-;EINECS 241-863-5;SCHEMBL24001;2,5-dimethoxy-benzoyl chloride;DTXSID00170777;2,5-Dimethoxybenzoic acid chloride;MFCD00016347;AKOS005151301;FT-0610404;A812434

Chemical Property of 2,5-Dimethoxybenzoyl chloride

Chemical Property:

• Vapor Pressure: 0.000757mmHg at 25°C
• Refractive Index: 1.52
• Boiling Point: 306.7 °C at 760 mmHg
• Flash Point: 134.1 °C
• PSA: 35.53000
• Density: 1.224 g/cm³
• LogP: 2.08280
• 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%min ^*data from raw suppliers

2,5-dimethoxybenzoylchloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)OC)C(=O)Cl

Technology Process of 2,5-Dimethoxybenzoyl chloride

There total 3 articles about 2,5-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: 100.0%

2,5-dimethoxybenzoic acid (2785-98-0) → 2,5-dimethoxybenzoyl chloride (17918-14-8)

Guidance literature:

With thionyl chloride; for 2h; Reflux;

DOI:10.1016/j.cclet.2013.04.047

Reference yield:

1-bromo-2,5-dimethoxybenzene (25245-34-5) → 2,5-dimethoxybenzoyl chloride (17918-14-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / n-BuLi / -78 °C

2: SOCl₂ / 2 h / Heating

With n-butyllithium; thionyl chloride;

DOI:10.1016/j.jorganchem.2003.09.007

Reference yield:

→ 2,5-dimethoxybenzoyl chloride (17918-14-8)

Guidance literature:

upstream raw materials:

2,5-dimethoxybenzoic acid

1-bromo-2,5-dimethoxybenzene

Downstream raw materials:

2,5-dimethoxybenzamide

2,5-dimethoxybenzaldehyde

2-Hydroxy-2',3,4,5',6-pentamethoxybenzophenon

N,N-diethyl-2,5-dimethoxybenzamide

Refernces

• 1、 Knipe, Peter C.,Jones, Ian M.,Thompson, Sam,Hamilton, Andrew D.. "Remote conformational control of a molecular switch via methylation and deprotonation". . p. 9384 - 9388. Retrieved 2014.
• 2、 Schmidt,Votaw,Kessler,De Paulis. "Aromatic and amine substituent effects on the apparent lipophilicities of N-[(2-pyrrolidinyl)methyl]-substituted benzamides". . p. 305 - 315. Retrieved 1994.
• 3、 Zhang, Fang,Lin, Yiyu,Min, Wenjian,Hou, Yi,Yuan, Kai,Wang, Jin,Yang, Peng. "Computational discovery, structural optimization and biological evaluation of novel inhibitors targeting transient receptor potential vanilloid type 3 (TRPV3)". . . Retrieved 2021/06/30.
• 4、 Dinh, Long P.,Harris, Nekoda W.,Jacoby, Seth A.,Semsey, Rebecca Y.,Swann, William A.,Tran, Ryan Q.,Williamson, Savannah N.,Yet, Larry. "Synthesis of 3-aryl-1-phosphinoimidazo[1,5-a]pyridine ligands for use in Suzuki-Miyaura cross-coupling reactions". . p. 28347 - 28351. Retrieved 2021/09/15.