2568-14-1

Basic information

• Product Name: Bicyclo[3.3.1]nonan-2-ol
• CAS NO: 2568-14-1
• Molecular Formula: C9H16O
• Mol File: 2568-14-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Bicyclo[3.3.1]nonan-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: Bicyclo[3.3.1]nonan-2-ol(2568-14-1)
• EPA Substance Registry System: Bicyclo[3.3.1]nonan-2-ol(2568-14-1)

Safety Data

• Hazardous Substances Data: 2568-14-1(Hazardous Substances Data)

Upstream product

• 7230-88-8 Toluol-4-sulfonsaeure-cyclooct-4-enylmethylester 
• 4844-11-5 Bicyclo[3.3.1]non-2-en-9-one 
• 13366-82-0 1-bicyclo[3.3.1]non-2-yl-pyrrolidine 
• 10036-12-1 bicyclo<3.3.1>non-3-en-2-one 
• 26775-60-0 2-oxo-bicyclo[3.3.1]nonane-1-carboxylic acid 
• 16473-13-5 endo-2-hydroxybicyclo<3.3.1>non-6-ene 
• 2568-17-4 bicyclo[3.3.1]nonan-2-one 
• 6671-66-5 bicyclo[3.3.1]non-2-ene 

Downstream Products

• 38761-13-6 3-benzylidene-bicyclo[3.3.1]nonan-2-one 
• 10036-12-1 bicyclo<3.3.1>non-3-en-2-one 
• 2568-17-4 bicyclo[3.3.1]nonan-2-one 
• 2568-17-4 Bicyclo[3.3.1]nonan-2-one 

Relevant articles and documents

Fragmentierungsreaktionen an Carbonylverbindungen mit β-staendigen elektronegativen Substituenten, XXXIII 3-Oxatricyclo1,4>undec-4-en, ein stark gespannter Vierring-Enolether

The behaviour of β-keto tosylates against nucleophiles has been investigated.The keto tosylate 6 underwent intramolecular cyclization with KOtBu in ether to produce exclusively the four-membered O-alkylated product 18 (the title compound).The substitution products 5 or 7 are obtained from 6 with NaOMe in methanol or KCN in DMSO, resp.Reaction of 6 with MeLi yielded the diol 13.The keto tosylate 31 reacted with MeLi analogously to form the diol 28, whereas with MeMgI a mixture of the Grob fragmentation product 33 and the alcohol 32 (via 28 by H2O elimination) was produced.Similarly keto tosylate 22b and MeMgI yielded the alcohol 27. - The non-enolizable keto tosylate 44 undergoes very slow reaction wih NaOH/MeOH to produce 41, 42, and 45 in low yield.