4'-Chloro-2'-fluoroacetophenone

Base Information

• Chemical Name: 4'-Chloro-2'-fluoroacetophenone
• CAS No.: 175711-83-8
• Molecular Formula: C8H6 Cl F O
• Molecular Weight: 172.586
• Hs Code.: 2914700090
• DSSTox Substance ID: DTXSID90567213
• Wikidata: Q72450387
• Mol file: 175711-83-8.mol

Synonyms:4'-Chloro-2'-fluoroacetophenone;175711-83-8;1-(4-Chloro-2-fluorophenyl)ethanone;4-chloro-2-fluoroacetophenone;1-(4-Chloro-2-fluorophenyl)ethan-1-one;Ethanone, 1-(4-chloro-2-fluorophenyl)-;MFCD04116328;1-(4-chloro-2-fluoro-phenyl)-ethanone;4 inverted exclamation mark -Chloro-2 inverted exclamation mark -fluoroacetophenone;4/'/'-CHLORO-2/'/'-FLUOROACETOPHENONE;SCHEMBL325429;4`-Chloro-2`-fluoroacetophenone;DTXSID90567213;OIGMDNONQJGUCF-UHFFFAOYSA-N;CL8666;AKOS005063601;AC-1568;AM61803;PS-8659;SY011386;4'-chloro-2'-fluoroacetophenone, AldrichCPR;CS-0094504;A19679;EN300-123641

Chemical Property of 4'-Chloro-2'-fluoroacetophenone

Chemical Property:

• Boiling Point: 233 ºC
• Flash Point: 95 ºC
• PSA: 17.07000
• Density: 1.258
• LogP: 2.68170
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 172.0091207
• Heavy Atom Count: 11
• Complexity: 160

Purity/Quality:

99% ^*data from raw suppliers

4''-Chloro-2''-fluoroacetophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=C(C=C(C=C1)Cl)F
• Uses: 4''-Chloro-2''-fluoroacetophenone is used as a reagent in the synthesis of aminoazabenzimidazoles as a novel class of orally active antimalarial agents. 4''-Chloro-2''-fluoroacetophenone is also used in the preparation of the JAK2 Inhibitor, LY2784544 (L486570).

Technology Process of 4'-Chloro-2'-fluoroacetophenone

There total 7 articles about 4'-Chloro-2'-fluoroacetophenone 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: 85.0%

1-(4-amino-2-fluorophenyl)ethanone (112279-56-8) → 4’-chloro-2’-fluoroacetophenone (175711-83-8)

Guidance literature:

1-(4-amino-2-fluorophenyl)ethanone; With hydrogenchloride; sodium nitrite; In water; at -5 - 5 ℃; for 0.25h;

With copper(l) chloride; In water; at 25 ℃; for 1h; Solvent;

Reference yield:

4-chloro-2-fluoro-N-methyl-N-(methyloxy)benzamide (198967-23-6) + methylmagnesium bromide (75-16-1) → 4’-chloro-2’-fluoroacetophenone (175711-83-8)

Guidance literature:

In diethyl ether; dichloromethane; at 0 - 20 ℃; for 2h;

Reference yield:

para-chloroacetophenone (99-91-2) → 4’-chloro-2’-fluoroacetophenone (175711-83-8)

Guidance literature:

With palladium diacetate; silver nitrate; N-fluorobis(benzenesulfon)imide; methyl carbamate; In dichloromethane; at 95 ℃; for 24h; Sealed tube;

DOI:10.1039/d1cc01047f

upstream raw materials:

4-chloro-2-fluoro-N-methyl-N-(methyloxy)benzamide

methylmagnesium bromide

meta-fluoroaniline

N-(3-fluorophenyl)acetamide

Downstream raw materials:

2-((6-chloro-3-(4-chloro-2-fluorobenzoyl)-2-methylimidazo[1,2-b]pyridazin-8-yl)methyl)isoindoline-1,3-dione

(4-chloro-2-fluorophenyl)(6-chloro-2-methyl-8-(morpholinomethyl)imidazo[1,2-b]pyridazin-3-yl)methanol

4-((6-chloro-3-(4-chloro-2-fluorobenzyl)-2-methylimidazo-[1,2-b]pyridazin-8-yl)methyl)morpholine hydrochloride

4-((6-chloro-3-(4-chloro-2-fluorobenzyl)-2-methylimidazo-[1,2-b]pyridazin-8-yl)methyl)morpholine

Refernces

• 1、 -. "Preparation method of 4-chloro-2-fluoro-5-nitroacetophenone". . . Retrieved 2020/01/25.
• 2、 -. "PYRIMIDINE DERIVATIVES AND HERBICIDES CONTAINING THE SAME". . . Retrieved 2008/06/13.