4-Chloro-2-fluorobenzoyl chloride

Base Information

• Chemical Name: 4-Chloro-2-fluorobenzoyl chloride
• CAS No.: 394-39-8
• Molecular Formula: C7H3Cl2FO
• Molecular Weight: 193.005
• Hs Code.: 2916399090
• European Community (EC) Number: 609-681-4
• DSSTox Substance ID: DTXSID10378585
• Wikidata: Q72450627
• Mol file: 394-39-8.mol

Synonyms:4-Chloro-2-fluorobenzoyl chloride;394-39-8;2-fluoro-4-chlorobenzoyl chloride;4-chloro-2-fluoro-benzoyl chloride;SCHEMBL645757;2-fluoro-4-chlorobenzoylchloride;4-chloro-2-fluorobenzoylchloride;DTXSID10378585;2-fluoro4-chloro-benzoyl chloride;PWHFJLCMUCFYRQ-UHFFFAOYSA-N;2-fluoro-4-chloro-benzoyl chloride;MFCD03093845;AKOS007930521;4-chloranyl-2-fluoranyl-benzoyl chloride;PS-10775;FT-0632079;E85346;A824550

Chemical Property of 4-Chloro-2-fluorobenzoyl chloride

Chemical Property:

• Refractive Index: 1.536
• Boiling Point: 205.5 °C at 760 mmHg
• Flash Point: 78.1 °C
• PSA: 17.07000
• Density: 1.462 g/cm³
• LogP: 2.85810
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 191.9544983
• Heavy Atom Count: 11
• Complexity: 163

Purity/Quality:

99% ^*data from raw suppliers

4-Chloro-2-fluorobenzoyl chloride ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Cl)F)C(=O)Cl

Technology Process of 4-Chloro-2-fluorobenzoyl chloride

There total 5 articles about 4-Chloro-2-fluorobenzoyl 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%

4-chloro-2-fluorobenzoic acid (446-30-0) → 4-chloro-2-fluorobenzoyl chloride (394-39-8)

Guidance literature:

With oxalyl dichloride; In tetrahydrofuran; DMF (N,N-dimethyl-formamide); at 38 - 42 ℃;

Reference yield:

butyryl chloride (141-75-3) + 4-chloro-2-fluorophenyl trifluoromethanesulfonate (154267-22-8) → 4-chloro-2-fluorobenzoyl chloride (394-39-8)

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

Reference yield:

4-chloro-2-fluorophenol (348-62-9) → 4-chloro-2-fluorobenzoyl chloride (394-39-8)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere

2: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; N-ethyl-N,N-diisopropylamine / toluene / 16 h / 100 °C / Sealed tube; Inert atmosphere

With pyridine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In dichloromethane; toluene;

DOI:10.1002/anie.202005891

upstream raw materials:

4-chloro-2-fluorobenzoic acid

4-chloro-2-fluorotoluene

4-chloro-2-fluorophenol

butyryl chloride

Downstream raw materials:

4-[5-(4-chloro-2-fluoro-phenyl)-4-pyrimidin-4-yl-1-(toluene-4-sulfonyl)-1H-pyrazol-3-yl]-piperidine-1-carboxylic acid tert-butyl ester

tert-butyl 4-(4-chloro-2-fluorobenzoyl)-3-(hydroxymethyl)piperazine-1-carboxylate

4-chloro-2-fluoro-N-methylbenzamide

4-chloro-2-fluorobenzoic acid methyl ester

Refernces

• 1、 Blavier, Jeremy,Charles, Ma?lle,Hanson, Julien,Kronenberger, Thales,Laschet, Céline,Müller, Christa E.,Pillaiyar, Thanigaimalai,Rosato, Francesca,Wozniak, Monika. "Structure-activity relationships of agonists for the orphan G protein-coupled receptor GPR27". . . Retrieved 2021/08/27.
• 2、 Saha, Subhankar,Desiraju, Gautam R.. "Crystal engineering of hand-twisted helical crystals". supporting information. p. 1975 - 1983. Retrieved 2017/02/15.