190369-93-8

Basic information

• Product Name: Toluene-4-sulfonic acid 2-phenyl-hex-5-ynyl ester
• CAS NO: 190369-93-8
• Molecular Weight: 328.432
• Mol File: 190369-93-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Toluene-4-sulfonic acid 2-phenyl-hex-5-ynyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Toluene-4-sulfonic acid 2-phenyl-hex-5-ynyl ester(190369-93-8)
• EPA Substance Registry System: Toluene-4-sulfonic acid 2-phenyl-hex-5-ynyl ester(190369-93-8)

Safety Data

• Hazardous Substances Data: 190369-93-8(Hazardous Substances Data)

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 10470-07-2 1',2',3',6'-tetrahydro-1,1':4',1”-terphenyl 
• 10468-71-0 1,5-diphenyl-cyclohexene 

Relevant articles and documents

Generation of cycloalkylidene carbenes via exo-type cyclization of alkynyllithiums bearing remote leaving group

The reaction of 5-hexynyl rosylate (3a) with alkynyllithium (RC≡CLi; R = Ph, TMS) gives enynes 5 and 6. The reaction proceeds through a mechanism involving a novel exo-type cyclization of 6-lithio-5-hexynyl tosylate to form cyclopentylidene carbene. Enyne 6 is produced by the addition of RC≡CLi to the carbene, whereas rearrangement of the carbene to cyclohexyne followed by carbolithiation with RC≡CLi gives enyne 5. The formation of cyclopentylidene carbene and cyclohexyne as intermediates is clearly demonstrated by trapping experiments with cyclohexene (and triethylsilane) and with 1,3- diphenylisobenzofuran, respectively. Alkynyllithiums derived from 3-butynyl and 6-heptynyl p-fluorobenzenesulfonates (19a,b) undergo a similar exo-type cyclization to give cyclopropylidene and cyclohexylidene carbenes, respectively.