38996-55-3

Basic information

• Product Name: Bicyclo[3.1.1]heptan-2-ol, 2-methyl-
• CAS NO: 38996-55-3
• Molecular Formula: C8H14O
• Mol File: 38996-55-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Bicyclo[3.1.1]heptan-2-ol, 2-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Bicyclo[3.1.1]heptan-2-ol, 2-methyl-(38996-55-3)
• EPA Substance Registry System: Bicyclo[3.1.1]heptan-2-ol, 2-methyl-(38996-55-3)

Safety Data

• Hazardous Substances Data: 38996-55-3(Hazardous Substances Data)

Upstream product

• 127-09-3 sodium acetate 
• 13533-72-7 1-Methylbicyclo<2.2.1>heptan-2-on-p-toluolsulfonylhydrazon 
• 88798-95-2 1-methylbicyclo<2.2.1>hept-endo-2-yl p-bromobenzenesulfonate 
• 87030-96-4 2-Methylbicyclo<3.1.1>hept-2-ylamin 
• 64-19-7 acetic acid 
• 88798-96-3 endo-2-amino-1-methylbicyclo<2.2.1>heptane 
• 88799-08-0 1-Methylbicyclo<2.2.1>hept-endo-2-yl-4-nitrobenzolsulfonat 
• 88799-09-1 1-Methylbicyclo<2.2.1>hept-endo-2-yl-2,2,2-trifluorethansulfonat 
• 13351-35-4 1-Methylbicyclo<2.2.1>hept-endo-2-yl-p-methylbenzolsulfonat 

Downstream Products

• 766-25-6 1-methylbicyclo<2.2.1>heptan-endo-2-ol 
• 3212-15-5 2-methyl-2-exo-norborneol 
• 770-92-3 endo-2-methyl-exo-bicyclo<2.2.1>heptan-2-yl acetate 
• 16651-54-0 1-Methyl-norbornyl-(2-endo)-acetat 
• 87030-93-1 2-Methylbicyclo<3.1.1>hept-2-ylacetat 
• 766-25-6 1-methyl-exo-bicyclo<2.2.1>heptan-2-ol 
• 3212-15-5 (1R,2S,4S)-2-Methyl-bicyclo[2.2.1]heptan-2-ol 
• 22768-96-3 endo-2-Chlor-1-methylbicyclo<2.2.1>heptan 
• 87030-94-2 2-methoxy-2-methylbicyclo<3.1.1>heptane 
• 87030-98-6 exo-2-Methoxy-1-methylbicyclo<2.2.1>heptan 
• 87030-98-6 endo-2-methoxy-1-methylbicyclo<2.2.1>heptane 
• 34849-04-2 exo-2-methoxy-endo-2-methylbicyclo<2.2.1>heptane 

Relevant articles and documents

Deamination Reactions, 39. Decomposition of 1-Methylnorbornane-2-diazonium Ions

Nitrous acid deaminations of 1-methyl-exo-2-norbornylamine (19) and of the epimeric 2-methyl-2-norbornylamines (32, 34) in water yielded endo-2-methyl-exo-2-norbornanol (42a) exclusively.In contrast, 1-methyl-endo-2-norbornylamine (23) afforded 2-methylbicycloheptan-2-ol (13a, 20percent) and 1-methyl-endo-2-norbornanol (14a, 17percent) in addition to 42a.The formation of bicycloheptyl derivatives 13 is accentuated by better nucleophiles, as shown by photolyses of 1-methyl-2-norbornanone tosylhydrazone (35) in methanol/methoxide, and in the presence of lithium azide. 14 and (in part) 13 are thought to originate from 7-bridged 1-methylnorbornyl cations (10).A substantial fraction of 13 stems from the open 2-methylbicycloheptyl cation (12).The contributions of 10 and 12 have been elucidated by means of 3-D2 labels.Introduction of an exo-3-methyl group (48, 50) enhances participation of the C-1 - C-7 bond.Cations 57 and 61 are the predominant intermediates generated from 1,exo-3-dimethylnorbornane-endo-2-diazonium ions (53).Less polar solvents (acetic acid, 2-ethylhexanoic acid) induce variations in product distribution which are attributed to increasing solvolytic displacement (ks) and ion pair collapse.