532-27-4

Basic information

• Product Name: 2-Chloroacetophenone
• Synonyms: Acetophenone,2-chloro- (8Cl);Acetophenone, a-chloro- (3Cl);(2-Chloro-1-oxoethyl)benzene;(Chloroacetyl)benzene;1-Phenyl-2-chloro-1-ethanone;2-Chloro-1-phenyl-1-ethanone;2-Chloro-1-phenylethanone;α-Chloroacetophenone;w-Chloroacetophenone;Benzoylmethyl chloride;a-Chloroacetophenone;Phenyl chloromethyl ketone;Phenacylchloride;NSC 41666;Chloromethyl phenyl ketone
• CAS NO: 532-27-4
• Molecular Formula: C₈H₇ClO
• Molecular Weight: 154.59358
• EINECS: 208-531-1
• Mol File: 532-27-4.mol
• Article Data: 182

Chemical Properties

• Melting Point: 52-56℃
• Boiling Point: 244.5 °C at 760 mmHg
• Flash Point: 104.8 °C
• Appearance: White to light yellow crystal
• Density: 1.168 g/cm³
• Refractive Index: 1.5438
• Water Solubility: insoluble. <0.1 g/100 mL at 19℃
• CAS DataBase Reference: 2-Chloroacetophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloroacetophenone(532-27-4)
• EPA Substance Registry System: 2-Chloroacetophenone(532-27-4)

Safety Data

• Hazard Codes: T:Toxic
• Statements: R23/25:; R36/37/38:
• Safety Statements: S26:; S28A:; S36/37/39:; S45:
• Hazardous Substances Data: 532-27-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C8H7ClO/c9-6-8(10)7-4-2-1-3-5-7/h1-5H,6H2

Upstream product

• 186581-53-3 diazomethane 
• 60-29-7 diethyl ether 
• 98-88-4 benzoyl chloride 
• 107-14-2 chloroacetonitrile 
• 94-41-7 benzalacetophenone 
• 3135-74-8 chlorourea 
• 98-86-2 acetophenone 
• 1674-30-2 1-phenyl-2-chloroethanol 
• 13735-81-4 1-styrenyloxytrimethylsilane 
• 64303-05-5 o-Pleiadienchinon 
• 3282-32-4 2-diazo-acetophenone 
• 86602-23-5 (E)-(2-chloro-1-phenylvinyl)(4-chlorophenyl)sulfane 
• 64-19-7 acetic acid 
• 536-74-3 phenylacetylene 

Downstream Products

• 1005-91-0 2-phenyl-2-(chloromethyl)oxirane 
• 779-52-2 1-phenyl-2-piperidin-1-yl-ethanone 
• 20517-71-9 1-(2-oxo-2-phenylethyl)pyridin-1-ium chloride 
• 108924-89-6 3-hydroxy-1-phenacyl-pyridinium; chloride 
• 40327-64-8 (3-furan-2-yl-oxiranyl)-phenyl-methanone 
• 4105-21-9 2-phenylimidazo[1,2-a]pyridine 
• 14384-67-9 4-phenyl-2-(2-pyridyl)thiazole 
• 49864-67-7 5-phenacyloxy-2-hydroxymethyl-4-pyrone 
• 5399-30-4 2-oxo-2-phenylethylthiocyanate 
• 15424-12-1 1a-acetyl-1-benzoyl-1a,7b-dihydro-1H-cyclopropa[c]chromen-2-one 
• 118924-96-2 8syn-methyl-8anti-phenacyl-3endo-phenylacetoxy-nortropanium; chloride 
• 5468-37-1 2-aminoacetophenone hydrochloride 
• 5411-12-1 chalcone epoxide 
• 81674-25-1 2-(2-hydroxy-ethylamino)-1-phenyl-ethanone 

Relevant articles and documents

Straightforward Synthesis of α-Chloromethylketimines Catalyzed by Gold(I). A Clean Way to Building Blocks

α-Chloromethylketimines have been obtained through a gold-catalyzed hydroamination of aromatic and aliphatic 1-chloroalkynes with aromatic amines by using equimolar amounts of both reagents. This procedure has allowed the preparation and spectroscopic characterization of α-chloromethylketimines for the first time with a high degree of purity, complete conversion, and atom economy. The synthetic usefulness of the methodology has been demonstrated with the preparation of β-chloroamines and indoles.

A practical synthesis of α-bromo/iodo/chloroketones from olefins under visible-light irradiation conditions

A practical synthesis of α-bromo/iodo/chloroketones from olefins under visible-light irradiation conditions has been developed. In the presence of PhI(OAc)2 as promoter and under ambient conditions, the reactions of styrenes and triiodomethane undergo the transformation smoothly to deliver the corresponding α-iodoketones without additional photocatalyst in good yields under sunlight irradiation. Meanwhile, the reactions of styrenes with tribromomethane and trichloromethane generate the desired α-bromoketones and α-chloroketones in high yields by using Ru(bpy)3Cl2 as a photocatalyst under blue LED (450–455 nm) irradiation.

Chemoselective Hydro(Chloro)pentafluorosulfanylation of Diazo Compounds with Pentafluorosulfanyl Chloride

Pentafluorosulfanyl chloride (SF5Cl) is the most prevalent reagent for the incorporation of SF5 group into organic compounds. However, the preparation of SF5Cl often relies on hazardous reagents and specialized apparatus. Herein, we described a safe and practical synthesis of a bench-stable and easy-to-handle solution of SF5Cl in n-hexane under gas-reagent-free conditions. The synthetic application of SF5Cl was demonstrated through the unprecedented reaction with diazo compounds. The chemoselective hydro- and chloropentafluorosulfanylations of α-diazo carbonyl compounds were developed in the presence of K3PO4 or copper catalyst, respectively. These reactions provide a direct and efficient access to various α-pentafluorosulfanyl carbonyl compounds of high value for potential applications.