4-Fluorophenylacetyl chloride

Base Information

• Chemical Name: 4-Fluorophenylacetyl chloride
• CAS No.: 459-04-1
• Molecular Formula: C8H6 Cl F O
• Molecular Weight: 172.586
• Hs Code.: 2916399090
• European Community (EC) Number: 628-331-1
• DSSTox Substance ID: DTXSID30395835
• Nikkaji Number: J1.785.550F
• Wikidata: Q72475665
• Mol file: 459-04-1.mol

Synonyms:4-Fluorophenylacetyl chloride;459-04-1;2-(4-fluorophenyl)acetyl chloride;4-fluorophenylacetylchloride;4-fluorobenzeneacetyl chloride;4-fluoro phenylacetyl chloride;Benzeneacetyl chloride, 4-fluoro-;p-fluorophenylacetyl chloride;4-fluorophenacetyl chloride;4fluorophenylacetyl chloride;SCHEMBL108765;(4-fluorophenyl)acetylchloride;4-fluorophenyl acetyl chloride;4-fluorophenyl-acetyl chloride;(4-Fluorophenyl)acetyl chloride;(4-fluorophenyl)-acetyl chloride;DTXSID30395835;SIOJFYRPBYGHOO-UHFFFAOYSA-N;(4-fluoro-phenyl)-acetyl chloride;4-Fluorobenzeneacetic acid chloride;4-Fluorophenylacetyl chloride, 97%;MFCD00674181;AKOS005254802;AS-10984;FT-0618557;A826924;J-515416;F2146-0439

Chemical Property of 4-Fluorophenylacetyl chloride

Chemical Property:

• Appearance/Colour: clear yellow liquid.
• Vapor Pressure: 0.0884mmHg at 25°C
• Melting Point: 47-48ºC
• Refractive Index: 1.511-1.513
• Boiling Point: 60 ºC (8 torr),225 °C at 760 mmHg
• Flash Point: 89.9 °C
• PSA: 17.07000
• Density: 1.259
• LogP: 2.13360
• Storage Temp.: Store at RT.
• Sensitive.: Moisture Sensitive
• Solubility.: Miscible with dichloromethane.
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 172.0091207
• Heavy Atom Count: 11
• Complexity: 141

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Fluorophenacetyl chloride 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): XiC
• Hazard Codes: C,Xi
• Statements: 34-29-14
• Safety Statements: 45-36/37/39-26-27

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1CC(=O)Cl)F
• Uses: 4-Fluorophenylacetyl chloride is used as an acylating agent in organic synthesis. It is used to prepare monoacylated pyrazolidine by reacting with pyrazolidine. It is also used in the preparation of N-acyl isothiouronium chloride. 4-Fluorophenylacetyl chloride may be used in the preparation of bicyclic pyrazolones and dihydropyrrol-2-ones.

Technology Process of 4-Fluorophenylacetyl chloride

There total 8 articles about 4-Fluorophenylacetyl 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%

p-Fluorophenylacetic acid (405-50-5) → 4-Fluorophenylacetyl chloride (459-04-1)

Guidance literature:

With thionyl chloride; In dichloromethane;

DOI:10.1016/j.bmcl.2007.09.036

Reference yield: 53.2%

4-fluorophenyl acetate (405-51-6) → 1-(4-fluorophenyl)-2-(4-(methylthio)phenyl)ethanone (36187-57-2) + 4-Fluorophenylacetyl chloride (459-04-1)

Guidance literature:

With thionyl chloride;

Reference yield:

4-fluorobenzeneacetic acid methyl ester (34837-84-8) → 4-Fluorophenylacetyl chloride (459-04-1)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / methanol; water / 2 h / Reflux

2: thionyl chloride / 2 h / Reflux

With thionyl chloride; sodium hydroxide; In methanol; water;

DOI:10.1016/j.ejmech.2017.02.044

upstream raw materials:

p-Fluorophenylacetic acid

p-fluorotoluene

4-fluorophenylacetonitrile

4-Fluorobenzyl bromide

Downstream raw materials:

4,4'-difluorodeoxybenzoin

6-fluoro-2-tetralone

1-Naphthylmethyl 4-fluorophenylacetate

N-hydroxy-N-methyl(4-fluorophenyl)acetamide

Refernces

• 1、 Fang, Hai-Lian,He, Jie-Ling,Li, Wei-Yi,Liu, Shan-Shan,Ni, Wei-Wei,Pan, Xing-Ming,Xiao, Zhu-Ping,Ye, Ya-Xi,Yi, Juan,Zhou, Mi,Zhou, Tian-Li,Zhu, Hai-Liang. "N-monoarylacetothioureas as potent urease inhibitors: synthesis, SAR, and biological evaluation". . p. 404 - 413. Retrieved 2020/01/03.
• 2、 Yu, Lu,Somfai, Peter. "Regio- and Enantioselective Formal Hydroamination of Enamines for the Synthesis of 1,2-Diamines". supporting information. p. 8551 - 8555. Retrieved 2019/05/21.