14575-88-3

Basic information

• Product Name: 2αH-pinan-3α-yl toluene-p-sulphonate
• CAS NO: 14575-88-3
• Molecular Weight: 308.442
• Mol File: 14575-88-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2αH-pinan-3α-yl toluene-p-sulphonate(CAS DataBase Reference)
• NIST Chemistry Reference: 2αH-pinan-3α-yl toluene-p-sulphonate(14575-88-3)
• EPA Substance Registry System: 2αH-pinan-3α-yl toluene-p-sulphonate(14575-88-3)

Safety Data

• Hazardous Substances Data: 14575-88-3(Hazardous Substances Data)

Upstream product

• 24041-60-9 (+)-isopinocampheol 
• 98-59-9 p-toluenesulfonyl chloride 
• 51152-11-5 (1R*,2R*,3R*,5S*)-2,6,6-trimethylbicyclo[3.1.1]heptan-3-ol 
• 2734-31-8 (1R,2R,3S,5S)-(+)-neoisopinocampheol 

Downstream Products

• 80-56-8 Pinene 
• 79-92-5 camphene 
• 14576-08-0 4-(2-methoxypropan-2-yl)-1-methylcyclohex-1-ene 
• 38988-92-0 pinan-2β-yl methyl ether 
• 38988-92-0 pinan-2α-yl methyl ether 
• 138-86-3 limonene. 
• 7785-70-8 (+)-α-pinene 
• 24031-98-9 (1S,4S,5R)-4,6,6-trimethylbicyclo[3.1.1]hept-2-ene 
• 24031-99-0 (-)-trans-δ-pinene 

Relevant articles and documents

Rearrangement of Pinane Derivatives. Part 8. Deamination of 2αH-Pinan-3α-ylamine

Solvolysis of 2αH-pinan-3α-yl toluene-p-sulphonate has been shown to proceed with concomitant 1,2-hydride shift to give the pinan-2-yl carbocation.Contrary to earlier reports, this species reacts normally to give, in good yield, pinan-2-yl substitution products.In contrast the pinan-3-ylamines react via a similar route, but give much smaller amounts of pinan-2-yl products.The usual reasons for differences between solvolysis and deamination (i.e. the intermediacy of diazonium ions and/or high-energy ions) can be discounted, and possible reasons for the differences in behaviour are discussed.