24486-06-4

Basic information

• Product Name: Carbamothioic acid, diethyl-, O-phenyl ester (9CI)
• Synonyms: Carbamothioic acid, diethyl-, O-phenyl ester (9CI)
• CAS NO: 24486-06-4
• Molecular Formula: C₁₁H₁₅NOS
• Molecular Weight: 209.31
• Mol File: 24486-06-4.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Carbamothioic acid, diethyl-, O-phenyl ester (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamothioic acid, diethyl-, O-phenyl ester (9CI)(24486-06-4)
• EPA Substance Registry System: Carbamothioic acid, diethyl-, O-phenyl ester (9CI)(24486-06-4)

Safety Data

• Hazardous Substances Data: 24486-06-4(Hazardous Substances Data)

Upstream product

• 88-11-9 N,N-diethylthiocarbamoyl chloride 
• 108-95-2 phenol 
• 29871-83-8 3-methyl-2H-isoxazol-5-one 
• 1005-56-7 phenylcarbonochloridothioate 
• 463-71-8 thiophosgene 
• 121-44-8 triethylamine 
• 616-39-7 N,N-diethylnmethylamine 
• 772-54-3 N,N-diethylbenzylamine 
• 996-50-9 N,N-diethyl-1,1,1-trimethylsilanamine 

Downstream Products

• 141079-58-5 O-(2-N,N-diethylcarbamoylphenyl) N,N-diethylthiocarbamate 
• 71644-60-5 3,4-diphenyl-2H-1-benzopyran-2-one 
• 141079-73-4 S-<2-(phenylthio)phenyl> N,N-diethylthiocarbamate 
• 141079-72-3 S-(2-N,N-diethylcarbamoylphenyl) N,N-diethylthiocarbamate 
• 141079-64-3 O-<6-methyl-2-(trimethylsilyl)phenyl> N,N-diethylthiocarbamate 
• 141079-75-6 S-<2-(trimethylsilyl)phenyl> N,N-diethylthiocarbamate 
• 141079-74-5 S-(2-iodophenyl) N,N-diethylthiocarbamate 
• 82125-34-6 N,N-diethylthiocarbamic acid S-o-tolyl ester 
• 141079-78-9 N,N-diethyl-2-hydroxy-3-methylbenzenecarbothioamide 
• 58074-47-8 bis<2-(phenylthio)phenyl> disulfide 
• 82125-29-9 O-o-tolyl N,N-diethylthiocarbamate 
• 141079-59-6 O-(phenylthio)phenyl N,N-diethylthiocarbamate 
• 141079-57-4 O-(2-formylphenyl) N,N-diethylthiocarbamate 
• 141079-60-9 O-(2-iodophenyl) N,N-diethylthiocarbamate 

Relevant articles and documents

Rhodium-catalyzed direct coupling of benzothioamides with alkenes and alkynes through directed C-H bond cleavage

Rhodium-catalyzed direct coupling of benzothioamides with alkenes proceeds smoothly involving ortho-CH bond cleavage. The thioamides also couple with alkynes under similar conditions accompanied by desulfurization and CN bond cleavage to produce indenone derivatives.

Radical OfC transposition: A metal-free process for conversion of phenols into benzoates and benzamides

We report a metal-free procedure for transformation of phenols into esters and amides of benzoic acids via a new radical cascade. Diaryl thiocarbonates and thiocarbamates, available in a single high-yielding step from phenols, selectively add silyl radicals at the sulfur atom of the CdS moiety. This addition step, analogous to the first step of the Barton-McCombie reaction, produces a carbon radical which undergoes 1,2 OfC transposition through an O-neophyl rearrangement. The usually unfavorable equilibrium in the reversible rearrangement step is shifted forward via a highly exothermic C-S bond scission in the O-centered radical, which furnishes the final benzoic ester or benzamide product. The metal-free preparation of benzoic acid derivatives from phenols provides a potentially useful alternative to metal-catalyzed carbonylation of aryl triflates.

Phenyl chloro(thionoformate): A new dealkylating agent of tertiary amines

Phenyl chloro(thionoformate) reacts rapidly with unhindered tertiary aliphatic amines at 20° to give a thiocarbamate and an alkyl chloride. Dialkylcyclohexylamines react surprisingly rapidly to form predominantly cyclohexene. The thiocarbamates are converted into the secondary amine salt by treatment with dimethyl sulfate, followed by hydrolysis with water. Rates of reaction and alkyl group cleavage selectivity in amines were found to be superior or comparable to those previously reported with chloroformates.