7031-27-8

Basic information

• Product Name: (PHENYLTHIO)ACETYL CHLORIDE
• Synonyms: (PHENYLTHIO)ACETYL CHLORIDE;THIOPHENOXYACETYL CHLORIDE;2-(PHENYLTHIO)ACETYL CHLORIDE, TECH.;2-(phenylthio)acetyl chloride;(Phenylthio)acetyl chloride 97%
• CAS NO: 7031-27-8
• Molecular Formula: C₈H₇ClOS
• Molecular Weight: 186.66
• Mol File: 7031-27-8.mol
• Article Data: 33

Chemical Properties

• Boiling Point: 253.5°C at 760 mmHg
• Flash Point: >230 °F
• Appearance: /
• Density: 1.258 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0182mmHg at 25°C
• Refractive Index: n20/D 1.5825(lit.)
• CAS DataBase Reference: (PHENYLTHIO)ACETYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (PHENYLTHIO)ACETYL CHLORIDE(7031-27-8)
• EPA Substance Registry System: (PHENYLTHIO)ACETYL CHLORIDE(7031-27-8)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-36/37/39-45
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 3
• Hazardous Substances Data: 7031-27-8(Hazardous Substances Data)

Usage

Description

(Phenylthio)acetyl chloride, also known as 2-(phenylthio)acetyl chloride, is an acid halide that is commonly used in organic synthesis. It is a colorless to pale yellow liquid with a pungent odor. The molecule consists of a phenylthio group attached to an acetyl chloride moiety, which gives it unique reactivity and properties.

Uses

Used in Organic Synthesis:
(Phenylthio)acetyl chloride is used as a reagent in organic synthesis for the preparation of various organic compounds. Its ability to participate in Friedel-Crafts acylation of arenes allows for the formation of α-sulfenylated acetophenones, which are valuable intermediates in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (phenylthio)acetyl chloride is used as a key intermediate in the synthesis of various drug molecules. Its unique reactivity allows for the introduction of the phenylthioacetyl group into complex organic molecules, which can enhance their biological activity and pharmacological properties.
Used in Agrochemical Industry:
(Phenylthio)acetyl chloride is also used in the agrochemical industry for the synthesis of various pesticides and herbicides. Its ability to form α-sulfenylated acetophenones can lead to the development of new and more effective agrochemicals with improved selectivity and reduced environmental impact.
Used in Specialty Chemicals:
In the specialty chemicals industry, (phenylthio)acetyl chloride is used for the synthesis of various fine chemicals, dyes, and fragrances. Its unique reactivity and properties make it a versatile building block for the development of novel specialty chemicals with specific applications and performance characteristics.

InChI:InChI=1/C8H7ClOS/c9-8(10)6-11-7-4-2-1-3-5-7/h1-5H,6H2

Upstream product

• 103-04-8 (phenylthio)acetic acid 
• 7605-25-6 ethyl phenylsulfenylacetate 
• 108-98-5 thiophenol 
• 79-04-9 chloroacetyl chloride 

Downstream Products

• 101584-03-6 phenylsulfanyl-acetic acid-((S)-1-methyl-2-phenyl-ethylamide) 
• 102476-53-9 (+/-)-phenylsulfanyl-acetic acid-(1,2t,5c-trimethyl-4-phenyl-[4r]piperidyl ester) 
• 23533-56-4 1-diazo-3-phenylthiopropan-2-one 
• 22198-54-5 1-chloro-3-phenylsulfanylpropan-2-one 
• 33126-10-2 (6R)-4-((Z)-4-bromo-phenylsulfanylmethylene)-3-methyl-8-oxo-7t-(2-phenylsulfanyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 2,2,2-trichloro-ethyl ester 
• 5789-97-9 2-Phenylmercapto-peressigsaeure-tert-butylester 
• 19443-52-8 N-(Octahydro-naphthalen-4a-yl)-2-phenylsulfanyl-acetamide 
• 26552-51-2 6-Phenylmercapto-acetylamino-penicillansaeure 
• 61629-81-0 3-{4-[2-(2-Phenylsulfanyl-acetylamino)-ethyl]-phenyl}-propionic acid 
• 37859-26-0 2-(thiophenoxymethyl)benzothiazole 
• 122657-58-3 2-furyl phenylthiomethyl ketone 
• 40027-96-1 phenylthiomethyl 2-thienyl ketone 
• 97462-47-0 N-allyl-N-methyl-α-(phenylthio)acetamide 
• 124609-02-5 N-<2-(3,4-dimethoxyphenyl)ethyl>ethyl-N-methyl-2-(phenylthio)acetamide 

Relevant articles and documents

N-(2-hydroxy-5-chlorophenyl)thiophenyl-acetamide

In molecules of the title compound, C14H12ClNO2S, the phenylthio group and the remainder of the heavyatom skeleton form two different planes which are nearly perpendicular to each other. The molecules are interlinked by O-

Synthesis of and characterization of some Heterocyclic Compounds derived from Thiophenol

This research work involved preparation of heterogeneous pent lateral cyclic compounds (thiazolidine -4- one, benzothiazole, triazole, 4-oxothiazolidin) using thiophenol as raw materials: Thiophenol was reacted with mono chloroacetic acid in the presence of potassium hydroxide to prepare (sh1) followed by ortho amino aniline results the (sh2). The reaction of thiophenol with ethylchloroacetate afforded (sh3) and the reaction of (sh3) with thiosemicarbazide and 4% NaOH leads to ring closure giving 1,2,4- triazole (sh5). A treatment of thiophenol with hydrazine hydrate to obtain the intermediate (sh6) with aromatic aldehyde synthesized azomethines (sh7- sh9) then treated with mercaptoacetic acid to obtained (sh10-sh12). A treatment of thiophenol with chloroacetyl chloride produced (sh13) compound then treated with hydrazine hydrate to obtain (sh14) compound followed by bromobenzaldehyde synthesized azomethine (sh15) compound then treated with mercaptoacetic acid to obtained (sh16) compound. Characterization results for the prepared compounds using IR spectroscopy, NMR and melting points confirmed their chemical structures.

Oxidized Hemithioindigo Photoswitches—Influence of Oxidation State on (Photo)physical and Photochemical Properties

The photophysical and photochemical properties of sulfoxide and sulfone derivatives of hemithioindigo photoswitches are scrutinized and compared to the unoxidized parent chromophores. Oxidation results in significantly blue-shifted absorptions and mostly