5-Chloro-2-fluorobenzoyl chloride

Base Information

• Chemical Name: 5-Chloro-2-fluorobenzoyl chloride
• CAS No.: 394-29-6
• Molecular Formula: C7H3Cl2FO
• Molecular Weight: 193.005
• Hs Code.: 29163990
• European Community (EC) Number: 623-605-7
• DSSTox Substance ID: DTXSID70378586
• Wikidata: Q72450623
• Mol file: 394-29-6.mol

Synonyms:5-Chloro-2-fluorobenzoyl chloride;394-29-6;2-fluoro-5-chlorobenzoyl chloride;5-chloro-2-fluorobenzoylchloride;Benzoyl chloride, 5-chloro-2-fluoro-;MFCD01631433;5-Chloro-2-fluoro-benzoyl chloride;Benzoyl chloride,5-chloro-2-fluoro-;SCHEMBL284068;DTXSID70378586;VWGAATKTEAKOCO-UHFFFAOYSA-N;BBL104044;STL557858;AKOS005254406;AM61527;5-chloranyl-2-fluoranyl-benzoyl chloride;5-Chloro-2-fluorobenzoyl chloride, 97%;PS-10779;FT-0620243;A824544

Chemical Property of 5-Chloro-2-fluorobenzoyl chloride

Chemical Property:

• Appearance/Colour: COLORLESS LIQUID
• Vapor Pressure: 0.168mmHg at 25°C
• Refractive Index: n20/D 1.5545(lit.)
• Boiling Point: 213 °C at 760 mmHg
• Flash Point: 82.6 °C
• PSA: 17.07000
• Density: 1.462 g/cm³
• LogP: 2.85810
• Sensitive.: Moisture Sensitive
• XLogP3: 3.3
• 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

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

Safty Information:

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

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Cl)C(=O)Cl)F
• Uses: 2-Bromo-5-fluorobenzoic acid is used as pharmaceutical intermediates.

Technology Process of 5-Chloro-2-fluorobenzoyl chloride

There total 3 articles about 5-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: 92.0%

5-chloro-2-fluorobenzoic acid (394-30-9) → 5-chloro-2-fluoro-benzoyl chloride (394-29-6)

Guidance literature:

With thionyl chloride; at 85 ℃; for 10h;

DOI:10.1039/c3ta12026k

Reference yield:

1-Chloro-4-fluorobenzene (352-33-0) → 5-chloro-2-fluoro-benzoyl chloride (394-29-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) n-BuLi / 1.) hexane/THF, -70 deg C, 4 h, 2.) RT, 16 h

2: SOCl₂ / 0.5 h / Ambient temperature

With n-butyllithium; thionyl chloride;

DOI:10.1021/jo00140a012

Reference yield:

5-chloro-2-fluorotoluene (452-66-4) → 5-chloro-2-fluoro-benzoyl chloride (394-29-6)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium permanganate

2: thionyl chloride

With potassium permanganate; thionyl chloride;

upstream raw materials:

5-chloro-2-fluorobenzoic acid

1-Chloro-4-fluorobenzene

5-chloro-2-fluorotoluene

Downstream raw materials:

2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl 5-chloro-2-fluorobenzoate

5-chloro-2-fluoro-4'-methoxylbenzophenone

5-chloro-2-fluoro-benzoic acid-(5-amino-9,10-dioxo-9,10-dihydro-[1]anthrylamide)

5-chloro-2-fluoro-benzoic acid hydrazide

Refernces

• 1、 Chegondi, Rambabu,Jadhav, Sandip B.,Maurya, Sundaram,Navaneetha, N.. "Rh(iii)-catalyzed diastereoselective cascade annulation of enone-tethered cyclohexadienonesviaC(sp2)-H bond activation". supporting information. p. 13598 - 13601. Retrieved 2021/12/23.
• 2、 -. "Bis[5-fluro-2-(4'-methoxybenzoyl)]biphenyl and synthetic method thereof". Paragraph 0029; 0030. . Retrieved 2016/10/20.