36760-43-7

Basic information

• Product Name: o-(tert-Butyl) S-phenyl thiocarbonate
• Synonyms: o-(tert-Butyl) S-phenyl thiocarbonate;Thiocarbonic acid O-tert-butyl S-phenyl ester
• CAS NO: 36760-43-7
• Molecular Formula: C₁₁H₁₄O₂S
• Molecular Weight: 210.3
• Mol File: 36760-43-7.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 284.9°C at 760 mmHg
• Flash Point: 124.6°C
• Appearance: /
• Density: 1.1g/cm³
• Vapor Pressure: 0.0029mmHg at 25°C
• Refractive Index: 1.541
• CAS DataBase Reference: o-(tert-Butyl) S-phenyl thiocarbonate(CAS DataBase Reference)
• NIST Chemistry Reference: o-(tert-Butyl) S-phenyl thiocarbonate(36760-43-7)
• EPA Substance Registry System: o-(tert-Butyl) S-phenyl thiocarbonate(36760-43-7)

Safety Data

• Hazardous Substances Data: 36760-43-7(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Canadian Journal of Chemistry, 63, p. 153, 1985 DOI: 10.1139/v85-025

InChI:InChI=1/C11H14O2S/c1-11(2,3)13-10(12)14-9-7-5-4-6-8-9/h4-8H,1-3H3

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 108-98-5 thiophenol 
• 404586-94-3 1-(tert-butoxy)-2-(tert-butoxy)carbonyl-1,2-dihydroisoquinoline 

Downstream Products

• 106727-85-9 methyl 4-((phenylthio)carbonyl)benzoate 
• 21122-37-2 S-phenyl 4-methoxybenzothioate 

Relevant articles and documents

Ni-Catalyzed Cross-Electrophile Coupling of Aryl Triflates with Thiocarbonates via C-O/C-O Bond Cleavage

A nickel-catalyzed reductive coupling of aryl triflates with thiocarbonates is reported here. Both electron-rich and -deficient aryl C(sp2)-O electrophiles as well as a class of O-tBu S-alkyl thiocarbonates are compatible with the optimized reaction conditions, as evidenced by 49 examples. The reaction also proceeds with good chemoselective cleavage of the C-O bond with regard to thioesters. This work broadens the scope of nickel-catalyzed reductive cross-electrophile coupling reactions.

A simple acylation of thiols with anhydrides

Different thiols were efficiently acylated at room temperature with different anhydrides in the presence of potassium carbonate. Chemoselective protection of thiol in the presence of hydroxy group was achieved using di-tert-butyl dicarbonate and isatoic anhydride.

A novel tert-butoxycarbonylation reagent: 1-tert-butoxy-2-tert-butoxycarbonyl-1,2-dihydroisoquinoline (BBDI)

The use of 1-tert-butoxy-2-tert-butoxycarbonyl-1,2-dihydroisoquinoline (BBDI) as a tert-butoxycarbonylation reagent for acidic proton-containing substrates such as phenols, aromatic and aliphatic amines hydrochlorides, and aromatic carboxylic acids in the absence of a base is described. The reactions proceed chemoselectively in high yield under mild conditions.