491880-02-5

Basic information

• Product Name: Carbamothioic acid, (1-methylethyl)-, S-2-cyclohexen-1-yl ester
• CAS NO: 491880-02-5
• Molecular Formula: C10H17NOS
• Molecular Weight: 199.317
• Mol File: 491880-02-5.mol

Chemical Properties

• CAS DataBase Reference: Carbamothioic acid, (1-methylethyl)-, S-2-cyclohexen-1-yl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamothioic acid, (1-methylethyl)-, S-2-cyclohexen-1-yl ester(491880-02-5)
• EPA Substance Registry System: Carbamothioic acid, (1-methylethyl)-, S-2-cyclohexen-1-yl ester(491880-02-5)

Safety Data

• Hazardous Substances Data: 491880-02-5(Hazardous Substances Data)

Upstream product

• 822-67-3 Cyclohex-2-enol 
• 405238-15-5 (+/-)-isopropyl-thiocarbamic acid O-(cyclohex-2-enyl) ester 

Downstream Products

• 255851-55-9 (+)-(R)-S-(1-methylcyclohex-2-enyl) N-isopropylmonothiocarbamate 

Relevant articles and documents

The synthesis and configurational stability of enantioenriched α-thioallyllithium compounds and the stereochemical course of their electrophilic substitution

Deprotonation of enantioenriched S-allyl N-monoalkylmonothiocarbamates furnished the corresponding chiral lithium compounds. The α-thioallyllithium compounds 9 and 25 were found to be configurationally stable in THF solutions at -78 °C. These represent the first configurationally stable α-thio-substituted allyllithium compounds, and they can be utilized in asymmetric synthesis. Alkylations proceeded with stereo-inversion or in an anti-SE′ process, while addition to carbonyl compounds took place in a syn-SE′ process. Hydroxyalkylation products were employed as starting material for Ni0-catalyzed cross-coupling reactions.