5651-88-7

Basic information

• Product Name: PHENYL PROPARGYL SULFIDE
• Synonyms: PHENYL PROPARGYL SULFIDE;PHENYL PROPARGYL SULPHIDE;Phenyl 2-propynyl sulphide~2-Phenylthio-1-propyne;Phenyl2-propynylsulfide;2-(PHENYLTHIO)-1-PROPYNE;PHENYL PROPARGYL SUL;Phenyl propargyl sulfi;phenyl(prop-2-yn-1-yl)sulfane
• CAS NO: 5651-88-7
• Molecular Formula: C₉H₈S
• Molecular Weight: 148.22
• Product Categories: Organic Building Blocks;Sulfides/Disulfides;Sulfur Compounds
• Mol File: 5651-88-7.mol
• Article Data: 48

Chemical Properties

• Boiling Point: 74 °C0.4 mm Hg(lit.)
• Flash Point: 208 °F
• Appearance: /
• Density: 1.077 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.24mmHg at 25°C
• Refractive Index: n20/D 1.593(lit.)
• CAS DataBase Reference: PHENYL PROPARGYL SULFIDE(CAS DataBase Reference)
• NIST Chemistry Reference: PHENYL PROPARGYL SULFIDE(5651-88-7)
• EPA Substance Registry System: PHENYL PROPARGYL SULFIDE(5651-88-7)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21
• Safety Statements: 23-36/37/39-7/9
• RIDADR: UN 3334
• WGK Germany: 3
• Hazardous Substances Data: 5651-88-7(Hazardous Substances Data)

Usage

General Description

Phenyl propargyl sulfide is an organic compound with the chemical formula C9H8S. It is a colorless liquid with a garlic-like odor, derived from garlic and other Allium species. It is commonly used as a flavoring agent in the food industry and as a fragrance in cosmetics and personal care products. Phenyl propargyl sulfide also exhibits antimicrobial properties and has been studied for its potential health benefits, including anti-cancer and anti-inflammatory effects. However, it is important to note that phenyl propargyl sulfide can be toxic in high doses and should be handled and used with caution.

InChI:InChI=1/C9H8S/c1-2-8-10-9-6-4-3-5-7-9/h1,3-7H,8H2

Upstream product

• 930-69-8 sodium thiophenolate 
• 106-96-7 propargyl bromide 
• 624-65-7 2-propynyl chloride 
• 108-98-5 thiophenol 
• 13865-11-7 phenyl propargyl sulfoxide 
• 107-19-7 propargyl alcohol 
• 882-33-7 diphenyldisulfane 
• 1007-27-8 (phenylthio)trimethylstannane 
• 13133-62-5 thiophenolate 
• 82707-19-5 [[3-(trimethylsilyl)-2-propyn-1-yl]thio]benzene 
• 6165-75-9 propargyl benzenesulfonate 

Downstream Products

• 13864-98-7 1-Methoxy-1-phenylthio-2-propin 
• 71570-22-4 (E)-1-Iodo-2-methyl-3-(thiophenoxy)-1-propene 
• 624-67-9 Propargylic aldehyde 
• 6212-77-7 1-phenylthio-1-propyne 
• 5042-53-5 1-(phenylsulfanyl)acetone 
• 2525-40-8 prop-2-ynylsulfonylbenzene 
• 1595-38-6 phenylthioallene 
• 38513-27-8 1-Chlor-1-phenylsulfonylpropin 
• 16794-02-8 <3-Iod-2-propinyl>-phenylsulfid 
• 144511-99-9 5-phenylthio-3-pentyn-1-ol 
• 91596-26-8 4-((E)-1-Methyl-2-phenylsulfanyl-vinyl)-morpholine 
• 78750-38-6 2-triethylsilyl-3-phenylthio-1-propene 
• 78750-39-7 1-triethylsilyl-3-phenylthio-1-propene 
• 79499-66-4 2,6-Dimethyl-9-(phenylthio)-2,6-undecadien-10 yne 

Relevant articles and documents

Discovery of a novel family of FKBP12 “reshapers” and their use as calcium modulators in skeletal muscle under nitro-oxidative stress

The hypothesis of rescuing FKBP12/RyR1 interaction and intracellular calcium homeostasis through molecular “reshaping” of FKBP12 was investigated. To this end, novel 4-arylthioalkyl-1-carboxyalkyl-1,2,3-triazoles were designed and synthesized, and their e

Electrophilic Chlorine from Chlorosulfonium Salts: A Highly Chemoselective Reduction of Sulfoxides

Herein, we describe a selective late-stage deoxygenation of sulfoxides based on a novel application of chlorosulfonium salts and demonstrate a new process using these species generated in situ from sulfoxides as the source of electrophilic chlorine. The use of highly nucleophilic 1,3,5-trimethoxybenzene (TMB) as the reducing agent is described for the first time and applied in the deoxygenation of simple and functionalized sulfoxides. The method is easy to handle, economic, suitable for gram-scale operations, and readily applied for poly-functionalized molecules, as demonstrated with more than 45 examples, including commercial medicines and analogues. We also report the results of competition experiments that define the more reactive sulfoxide and we present a mechanistic proposal based on substrate and product observations.

Photochemical Doyle-Kirmse Reaction: A Route to Allenes

This Letter describes the metal-free, blue-light-induced [2,3]-sigmatropic rearrangement of sulfonium ylides generated from donor/acceptor diazoalkanes and propargyl sulfides. The reaction furnishes highly functionalized allenes from a broad range of starting materials in decent yield. Mechanistic experiments supported by the literature data suggest singlet carbenes as intermediates in this reaction.