74280-19-6

Basic information

• Product Name: C₇H₁₂NOS^(1-)*K⁽¹⁺⁾
• Synonyms: C₇H₁₂NOS^(1-)*K⁽¹⁺⁾
• CAS NO: 74280-19-6
• Molecular Weight: 197.343
• Mol File: 74280-19-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: C₇H₁₂NOS^(1-)*K⁽¹⁺⁾(CAS DataBase Reference)
• NIST Chemistry Reference: C₇H₁₂NOS^(1-)*K⁽¹⁺⁾(74280-19-6)
• EPA Substance Registry System: C₇H₁₂NOS^(1-)*K⁽¹⁺⁾(74280-19-6)

Safety Data

• Hazardous Substances Data: 74280-19-6(Hazardous Substances Data)

Upstream product

• 3173-53-3 Cyclohexyl isocyanate 
• 463-58-1 carbon oxide sulfide 
• 108-91-8 cyclohexylamine 

Downstream Products

• 463-58-1 carbon oxide sulfide 
• 108-91-8 cyclohexylamine 

Relevant articles and documents

Mechanism of Cleavage of Carbamate Anions

Carbamates and monothiocarbamates of basic aliphatic amines undergo rate-determining C-N cleavage after a rapid equilibrium protonation step, as shown most directly by inverse solvent deuterium isotope effects of kD/kH = 3.6-4.8 for O,O- and O,S-N-n-butylcarbamates and by rapid acid-catalyzed exchange of the NH proton of n-BuNHCOS- with kexch = 5 107 M-1 s-1.The lifetimes of substituted N-protonated carbamates have been estimated to range down to -10 s.It is concluded that general acid catalysis of the cleavage of carbamates of weakly basic anilines (α = 0.84) occurs through an enforced preassociation mechanism with hydrogen bonding to the leaving protonated nitrogen atom and C-N cleavage in the rate-determining step.There is more proton transfer in the transition state (larger α) and a smaller β1g with more basic amines and upon substitution of sulfur for oxygen.The low pKa values of N-protonated carbamates and monothiocarbamates illustrate the strong electron-accepting ability of -COO- and -COS-.