6263-65-6

Basic information

• Product Name: (R)-1-Phenylethanethiol
• Synonyms: 1-PHENYLETHYLMERCAPTAN;1-PHENYL ETHANETHIOL;(S)-(-)-BETA-METHYLBENZENEMETHANETHIOL;(R)-(+)-METHYLBENZENEMETHANETHIOL;1-Phenylethylmercaptane;(S)-(-)-ALPHA-METHYLBENZENEMETHANETHIOL;Benzenemethanethiol, .alpha.-methyl-;Nsc66561
• CAS NO: 6263-65-6
• Molecular Formula: C₈H₁₀S
• Molecular Weight: 138.23
• Product Categories: API intermediates
• Mol File: 6263-65-6.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 207-208°C (Expl.) ref. 200.2±9.0°C at 760 mmHg (Cal.) ref.
• Flash Point: 76°(169°F)
• Appearance: detailed see specifications
• Density: 1.021
• Refractive Index: 1.5580
• Water Solubility: Insoluble in water. Solubility in ethanol.
• Sensitive: Air Sensitive
• CAS DataBase Reference: (R)-1-Phenylethanethiol(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-1-Phenylethanethiol(6263-65-6)
• EPA Substance Registry System: (R)-1-Phenylethanethiol(6263-65-6)

Safety Data

• Hazard Codes: Xn,N
• Statements: 20/21/22-36/37/38-48/22-50/53
• Safety Statements: 26-36/37-60-61
• RIDADR: UN2810
• TSCA: Yes
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 6263-65-6(Hazardous Substances Data)

Usage

Chemical Properties

(+/–)-1-Phenylethylmercaptan has a characteristic meat-like, pungent odor.

Occurrence

The isomer 2-phenylethanethiole is reportedly present in mushroom and fermented shrimp and fish paste (trassi).

Uses

The compound is used as a source of the thiol functional group in organic synthesis. It is introduced by S-alkylation to give alkyl benzylthioethers.

Synthesis

No information was found on the synthesis of 1-phenylethylmercaptan, but its isomer, 2-phenylethanethiol, was prepared from (2-bromoethyl)benzene.

InChI:InChI=1/C8H10S/c1-7(9)8-5-3-2-4-6-8/h2-7,9H,1H3

Upstream product

• 52053-61-9 di(α-methylbenzyl)disulfide 
• 585-71-7 (1-bromoethyl)benzne 
• 98-86-2 acetophenone 
• 109436-90-0 Dithiophosphorsaeure-O,O'-diisopropylester-S-(α-methyl-benzylester) 
• 672-65-1 (1-chloroethyl)benzene 
• 5769-02-8 2-methyl-2-phenyl[1,3]dithiolane 
• 32362-99-5 benzylthioacetate 
• 64-04-0 phenethylamine 
• 67385-07-3 S-(1-phenylethyl) ethanethioate 
• 64-19-7 acetic acid 
• 29850-82-6 (+/-)-(S)-(1-phenyl-ethyl)-isothiourea; hydrobromide 
• 100-42-5 styrene 
• 137-07-5 2-amino-benzenethiol 
• 124908-16-3 1-phenylethyl thiocyanate 

Downstream Products

• 13125-70-7 (+-)-methyl-(1-phenyl-ethyl)-sulfide 
• 50999-18-3 racem.-bis-(1-phenyl-ethyl)-disulfide 
• 103-81-1 Benzeneacetamide 
• 67385-07-3 S-(1-phenylethyl) ethanethioate 
• 69652-49-9 1-Phenaethyl-allylsulfid 
• 42383-85-7 C₉H₁₂N₂S₂ 
• 33691-99-5 1-(1-Phenyl-ethylsulfanyl)-propan-2-one 
• 113472-37-0 Methyl-phosphonodithioic acid S,S-bis-(1-phenyl-ethyl) ester 
• 113034-06-3 Phenyl-phosphonodithioic acid S,S-bis-(1-phenyl-ethyl) ester 
• 113034-08-5 Trithiophosphoric acid S-benzyl ester S',S''-bis-(1-phenyl-ethyl) ester 
• 100-42-5 styrene 

Relevant articles and documents

Accelerated reduction and solubilization of elemental sulfur by 1,2-aminothiols

Nucleophilic 1,2-aminothiol compounds readily reduce typically-insoluble elemental sulfur to polysulfides in both water and nonpolar organic solvents. The resulting anionic polysulfide species are stabilized through hydrogen-bonding interactions with the proximal amine moieties. These interactions can facilitate sulfur transfer to alkenes.

Phosphorus pentasulfide mediated conversion of organic thiocyanates to thiols

In this paper we report an efficient and mild procedure for the conversion of organic thiocyanates to thiols in the presence of phosphorus pentasulfide (P2S5) in refluxing toluene. The method avoids the use of expensive and hazardous transition metals and harsh reducing agents, as required by reported methods, and provides an attractive alternative to the existing methods for the conversion of organic thiocyanates to thiols.

Dutch Resolution: Separation of enantiomers with families of resolving agents. A status report

Dutch Resolution is the term given to the use of mixtures (families) of resolving agents in classical resolutions. In this status report an overview is given of the latest results and new (possible) families of resolving agents are introduced. The concept of families is discussed as well as the factors that come into play on use of families. Practical aspects of Dutch Resolution in particular and resolutions in general are discussed.