3-Chloro-2,4,5-trifluorobenzoyl chloride

Base Information

• Chemical Name: 3-Chloro-2,4,5-trifluorobenzoyl chloride
• CAS No.: 101513-78-4
• Molecular Formula: C7HCl2F3O
• Molecular Weight: 228.986
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID70382002
• Wikidata: Q82173259
• Mol file: 101513-78-4.mol

Synonyms:3-chloro-2,4,5-trifluorobenzoyl chloride;101513-78-4;3-Chloro-2,4,5-trifluorobenzoylchloride;C7HCl2F3O;SCHEMBL8160121;DTXSID70382002;IEDMMCZBIKXEJP-UHFFFAOYSA-N;MFCD04039245;AKOS025310226;PS-10685;2,4,5-trifluoro-3-chlorobenzoyl chloride;A856960

Chemical Property of 3-Chloro-2,4,5-trifluorobenzoyl chloride

Chemical Property:

• Vapor Pressure: 0.246mmHg at 25°C
• Refractive Index: 1.501
• Boiling Point: 205.782 °C at 760 mmHg
• Flash Point: 78.254 °C
• PSA: 17.07000
• Density: 1.631 g/cm³
• LogP: 3.13630
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 227.9356545
• Heavy Atom Count: 13
• Complexity: 214

Purity/Quality:

98%min ^*data from raw suppliers

3-Chloro-2,4,5-trifluorobenzoylChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=C(C(=C1F)F)Cl)F)C(=O)Cl
• Uses: 3-Chloro-2,4,5-trifluorobenzoyl Chloride is used in preparation method of Sitafloxacin intermediate.

Technology Process of 3-Chloro-2,4,5-trifluorobenzoyl chloride

There total 4 articles about 3-Chloro-2,4,5-trifluorobenzoyl 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%

3-Chloro-2,4,5-trifluorobenzoic acid (101513-77-3) → 3-Chloro-2,4,5-trifluorobenzoyl chloride (101513-78-4)

Guidance literature:

With oxalyl dichloride; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 1h;

DOI:10.1016/j.bmcl.2020.127428

Reference yield:

oxalyl dichloride (79-37-8) + 3-Chloro-2,4,5-trifluorobenzoic acid (101513-77-3) → 3-Chloro-2,4,5-trifluorobenzoyl chloride (101513-78-4)

Guidance literature:

In N-methyl-acetamide; dichloromethane;

Reference yield:

3-amino-2,4,5-trifluorobenzoic acid (119385-80-7) → 3-Chloro-2,4,5-trifluorobenzoyl chloride (101513-78-4)

Guidance literature:

Multi-step reaction with 2 steps

1: copper(l) chloride; tert.-butylnitrite / acetonitrile / 1.17 h / 60 °C

2: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 1 h / 20 °C

With tert.-butylnitrite; oxalyl dichloride; copper(l) chloride; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.bmcl.2020.127428

upstream raw materials:

3-Chloro-2,4,5-trifluorobenzoic acid

oxalyl dichloride

3-amino-2,4,5-trifluorobenzoic acid

Downstream raw materials:

ethyl β-(3-chloro-2,4,5-trifluorophenyl)-β-oxopropionate

Refernces

• 1、 -. "Preparation method of sitafloxacin intermediate". Paragraph 0037; 0040; 0041; 0044. . Retrieved 2019/02/13.
• 2、 Huang, Ju,Wang, Minghua,Wang, Bin,Wu, Zhaoyang,Liu, Mingliang,Feng, Lianshun,Zhang, Jun,Li, Xiaoning,Yang, Yang,Lu, Yu. "Synthesis, antimycobacterial and antibacterial activity of 1-(6-amino-3,5-difluoropyridin-2-yl)fluoroquinolone derivatives containing an oxime functional moiety". supporting information. p. 2262 - 2267. Retrieved 2016/04/20.