14467-74-4

Basic information

• Product Name: S-phenyl ethylcarbamothioate
• Synonyms: Carbamothioic acid, N-ethyl-, S-phenyl ester
• CAS NO: 14467-74-4
• Molecular Formula: C₉H₁₁NOS
• Molecular Weight: 181.2547
• Mol File: 14467-74-4.mol
• Article Data: 3

Chemical Properties

• Density: 1.14g/cm³
• Refractive Index: 1.576
• CAS DataBase Reference: S-phenyl ethylcarbamothioate(CAS DataBase Reference)
• NIST Chemistry Reference: S-phenyl ethylcarbamothioate(14467-74-4)
• EPA Substance Registry System: S-phenyl ethylcarbamothioate(14467-74-4)

Safety Data

• Hazardous Substances Data: 14467-74-4(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 75, p. 3425, 1953 DOI: 10.1021/ja01110a037

Upstream product

• 882-33-7 diphenyldisulfane 
• 1212-08-4 S-Phenyl benzenethiosulfonate 
• 627-45-2 N-formylethylamine 
• 108-98-5 thiophenol 
• 109-90-0 ethyl isocyanate 
• 13464-19-2 phenyl chlorothioformate 
• 75-04-7 ethylamine 

Downstream Products

• 623-76-7 N,N'-diethylurea 
• 65608-86-8 1-Ethyl-3-(4-methyl-benzyl)-urea 
• 71475-35-9 lozilurea 
• 65608-76-6 1-(4-Chloro-benzyl)-3-ethyl-urea 
• 39054-20-1 Chloromethyl-ethyl-thiocarbamic acid S-phenyl ester 

Relevant articles and documents

Synthesis of thiocarbamates from thiols and isocyanates under catalyst- and solvent-free conditions

A simple and efficient procedure was developed for the synthesis of S-alkyl (aryl) thiocarbamates under solvent-free conditions without the use of a catalyst. The significant features of this protocol are (a) operational simplicity, (b) mild reaction cond

Kinetics and mechanism of the aminolysis of aryl N-ethyl thiocarbamates in acetonitrile

The aminolysis of aryl N-ethyl thiocarbamates (EtNHC(=O)SC 6H4Z) with benzylamines (XC6H 4-CN2NH2) in acetonitrile at 30.0 °C is investigated. The rates are faster than the corresponding values for aryl N-phenyl thiocarbamates (PhNHC(=O)SC6H4Z), reflecting a stronger push to expel the leaving group by EtNH than the PhNH nonleaving group in a concerted process. The negative ρXZ (-0.86) and failure of the reactivity-selectivity principle found are consistent with the concerted mechanism. The kinetic isotope effects involving deuterated nucleophiles (k H/kD = 1-5-1.7) and low ΔH? with large negative ΔS? values suggest a hydrogen bond cyclic transition state.