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

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

Downstream Products

• 26552-51-2 6-Phenylmercapto-acetylamino-penicillansaeure 
• 122657-58-3 2-furyl phenylthiomethyl ketone 
• 40027-96-1 phenylthiomethyl 2-thienyl ketone 
• 55834-30-5 7-(phenylthio)bicyclo[3.2.0]hept-2-en-6-one 
• 99563-90-3 2-methyl-2-<(phenylthio)acetoxy>propanenitrile 
• 77705-61-4 2-[Ethyl-(2-phenylsulfanyl-acetyl)-amino]-benzoic acid 
• 130-03-0 thioindoxyl 
• 16222-10-9 1-phenyl-2-(phenylthio)ethanone 
• 160463-35-4 Te-Butyl (phenylthio)ethanetelluroate 
• 114021-20-4 methyl 2,3-anhydro-6-O-(t-butyldimethylsilyl)-4-O-thiophenoxyacetyl-α-D-allopyranoside 
• 114021-17-9 methyl 2,3-anhydro-6-O-(t-butyldimethylsilyl)-4-O-thiophenoxyacetyl-α-D-mannopyranoside 
• 17530-97-1 N-phenyl-2-benzenesulfinylacetamide 
• 17531-00-9 Benzolsulfinylessigsaeure-<3-chlor-anilid> 
• 17698-54-3 Benzolsulfinylessigsaeure-<2-chlor-anilid> 

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-

Design, Synthesis, and Antifungal Evaluation of Cryptolepine Derivatives against Phytopathogenic Fungi

Inspired by the widely antiphytopathogenic application of diversified derivatives from natural sources, cryptolepine and its derivatives were subsequently designed, synthesized, and evaluated for their antifungal activities against four agriculturally important fungi Rhizoctonia solani, Botrytis cinerea, Fusarium graminearum, and Sclerotinia sclerotiorum. The results obtained from in vitro assay indicated that compounds a1-a24 showed great fungicidal property against B. cinerea (EC50 4 μg/mL); especially, a3 presented significantly prominent inhibitory activity with an EC50 of 0.027 μg/mL. In the pursuit of further expanding the antifungal spectrum of cryptolepine, ring-opened compound f1 produced better activity with an EC50 of 3.632 μg/mL against R. solani and an EC50 of 5.599 μg/mL against F. graminearum. Furthermore, a3 was selected to be a candidate to investigate its preliminary antifungal mechanism to B. cinerea, revealing that not only spore germination was effectively inhibited and the normal physiological structure of mycelium was severely undermined but also detrimental reactive oxygen was obviously accumulated and the normal function of the nucleus was fairly disordered. Besides, in vivo curative experiment against B. cinerea found that the therapeutic action of a3 was comparable to that of the positive control azoxystrobin. These results suggested that compound a3 could be regarded as a novel and promising agent against B. cinerea for its valuable potency.

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