695-04-5

Basic information

• Product Name: Tricyclo[2.2.1.03,5]heptane-2-ol
• Synonyms: Nortricyclanol;Tricyclo[2.2.1.02,6]heptan-3-ol;Tricyclo[2.2.1.03,5]heptane-2-ol;2,3,4,5,6,7-hexahydro-1H-tricyclo[2.2.1.0^{2,6}]heptan-3-ol
• CAS NO: 695-04-5
• Molecular Formula: C₇H₁₀O
• Molecular Weight: 0
• Mol File: 695-04-5.mol

Chemical Properties

• Boiling Point: 205°C at 760 mmHg
• Flash Point: 81.7°C
• Appearance: /
• Density: 1.323g/cm³
• Vapor Pressure: 0.0611mmHg at 25°C
• Refractive Index: 1.639
• CAS DataBase Reference: Tricyclo[2.2.1.03,5]heptane-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: Tricyclo[2.2.1.03,5]heptane-2-ol(695-04-5)
• EPA Substance Registry System: Tricyclo[2.2.1.03,5]heptane-2-ol(695-04-5)

Safety Data

• Hazardous Substances Data: 695-04-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C7H10O/c8-7-3-1-4-5(2-3)6(4)7/h3-8H,1-2H2

Upstream product

• 278-06-8 tetracyclo-[3.2.0.0.^2,7.0^4,6]heptane 
• 121-46-0 bicyclo[2.2.1]hepta-2,5-diene 
• 18530-45-5 endo-5-Aminobicyclo[2.2.1]hept-2-ene 
• 38996-39-3 bicyclo<2.2.1>hept-5-en-2-one p-toluenesulfonylhydrazone 
• 279-19-6 nortricyclane 
• 278-06-8 quadricyclo[2.2.1.0.0]heptane 
• 844874-18-6 exo-2,3-epoxynorbornane 
• 18530-45-5 exo-5-aminonorborn-2-ene 

Downstream Products

• 497-38-1 Norbornan-2-on 
• 73551-79-8 4-bromo-benzenesulfonic acid-(2,6-cyclo-norbornan-3-yl ester) 
• 2566-48-5 7-norbornanol 
• 61277-90-5 exo-norborneol 
• 497-37-0 (2R)-(+)-exo-2-norborneol 
• 13388-51-7 bicyclo[3.1.0]hexane-3-carboxylic acid 
• 55408-76-9 3-(p-Methoxyphenyl)-3-nortricyclanol 
• 55408-78-1 3-(m,m'-Trifluormethyl-phenyl)-3-nortricyclanol 
• 55408-77-0 3-(p-Trifluormethyl-phenyl)-3-nortricyclanol 
• 7116-30-5 3-Phenyl-3-nortricyclyl-Kation 
• 61081-83-2 p-nitro benzoyloxy-3 tricyclo<2.2.1.0^2,6>heptane 

Relevant articles and documents

Quadricyclane hydration kinetics in natural waters

Hydration rates of quadricyclane were measured over a pH range of 3 to 8 in phosphate buffer, carbonate buffer, and nitric acid solutions. Norbornadiene was a minor impurity in the quadricyclane, and its hydration rate was also measured. Hydration products were exo-5-norbornen-2-ol (bicyclo[2.2.1]hept-5-ene-2-ol) and nortricyclyl alcohol (tricyclo[2.2.1.03,5]heptane-2-ol). Diol formation was not detected. Quadricyclane hydration in solutions containing chloride ions formed the alcohols and their chlorinated analogs. A mechanism consistent with observed kinetics and reaction products involving two carbocation intermediates is proposed. Comparison of reaction rates was used to determine the role of buffer catalysis and chlorination reactions in natural waters. Phosphate buffer catalysis was shown to be important, and rate constants for all phosphate species were calculated. Comparison hydration rates in nitric acid and carbonate buffer indicated that catalysis by carbonate species for this reaction is unimportant in surface waters. Catalytic effects of other buffers in some natural waters appear possible. Proper buffer selection is important if laboratory-measured hydration rates of quadricyclane are to be applied to natural water systems.

RUTHENIUM-CATALYZED OXIDATION OF 2,3-EPOXYNORBORNANE. INFLUENCE OF THE NATURE OF THE REOXIDIZING REAGENT.

The nature of the reoxidizing reagent plays a decisive role in the outcome of the ruthenium-catalyzed oxidation of 2,3-epoxynorbornane.

PHOTOINDUCED ADDITION OF NUCLEOPHILES TO BICYCLOHEPTA-2,5-DIENE

The 1-cyanonaphthalene photosensitized addition of water and methanol to the cation-radical of bicyclohepta-2,5-diene is described.

Deamination Reactions. 35. Decomposition of 5-Norbornene-2-diazonium Ions. Derivatives of Bicyclohept-2-ene

Photolysis of 5-norbornen-2-one tosylhydrazone (4) in aqueous sodium hydroxide afforded 4percent of 3-norpinen-2-ol (3) in addition to 5-norbornen-2-ol (5, 10percent) and nortricyclanol (6, 86percent). 3 arises from 5-norbornene-2endo-diazonium ions (2) as shown by the nitrous acid deamination of the epimeric amines 1 and 7. 3-Norpinen-2-one (12) was isolated by oxidation of the deamination products followed by preparative g.l.c. 3 and 12 were synthesized independently from norpinan-2-one (9) via sulfenylation and sulfoxide pyrolysis.The norbornene -> norpinene rearrangement is slightly enhanced by 1-OCH3.The deamination of 1-methoxy-5-norbornen-2endo-amine (14) produced 10percent of 12, as compared to 5.6percent of 3 from 1.