10373-81-6

Basic information

• Product Name: 3-Hydroxy-2-bornanone
• Synonyms: 1,7,7-Trimethyl-3-hydroxybicyclo[2.2.1]heptane-2-one;3-Hydroxy-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one;3-Hydroxy-2-bornanone;3-Hydroxycamphor;Oxycamphor
• CAS NO: 10373-81-6
• Molecular Formula: C₁₀H₁₆O₂
• Molecular Weight: 168.23
• Mol File: 10373-81-6.mol
• Article Data: 11

Chemical Properties

• Melting Point: 205.5°C
• Boiling Point: 237.18°C (rough estimate)
• Flash Point: 103.4°C
• Appearance: /
• Density: 0.9607 (rough estimate)
• Vapor Pressure: 0.00334mmHg at 25°C
• Refractive Index: 1.4860 (estimate)
• CAS DataBase Reference: 3-Hydroxy-2-bornanone(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Hydroxy-2-bornanone(10373-81-6)
• EPA Substance Registry System: 3-Hydroxy-2-bornanone(10373-81-6)

Safety Data

• Hazardous Substances Data: 10373-81-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H16O2/c1-9(2)6-4-5-10(9,3)8(12)7(6)11/h6-7,11H,4-5H2,1-3H3

Upstream product

• 464-49-3 (1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one 
• 10293-06-8 (1R)-3-endo-bromocamphor 
• 15795-31-0 Acetic acid (1S,4R)-4,7,7-trimethyl-3-oxo-bicyclo[2.2.1]hept-2-yl ester 
• 464-48-2 (1S)-camphor 
• 10334-26-6 (R)-camphorquinone 
• 76-29-9 3-bromocamphor 
• 2767-84-2 Camphorquinone 
• 736109-58-3 1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-one 

Downstream Products

• 28357-12-2 2-exo-3-endo camphane-2,3-diol 
• 10334-26-6 (R)-camphorquinone 
• 68738-11-4 (+)-2-endo-3-exo-camphane-2,3-diol 
• 73522-22-2 2-endo-3-endo camphane-2,3-diol 
• 113649-85-7 (1R)-2exo,3endo-bis-(4-nitro-benzoyloxy)-bornane 
• 736109-58-3 1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-one 
• 59599-25-6 (1R)-(-)-cis-3-hydroxyisoborneol 
• 6053-45-8 2,2-dimethyl-cyclopentane-1,1,3-tricarboxylic acid 

Relevant articles and documents

Regio- and diastereoselective reduction of nonenolizable α-diketones to acyloins mediated by indium metal

(equation presented) α-Diketones are efficiently reduced with indium metal in methanol-water in the presence of NH4Cl, LiCl, or NaCl to give regio-and diastereoselectively the corresponding acyloins in good to excellent yield. The cleavage of the acyloins under Pb(OAc)4MeOH-PhH condition provides a convenient and regioselective access to highly functionalized cyclopentane carboxaldehydes, potential building blocks in organic syntheses.

In vivo and in vitro hydroxylation of cineole and camphor by cytochromes P450CYP101A1, CYP101B1 and N242A CYP176A1

Cytochromes P450 (P450s) are valuable enzymes that can generate a range of useful compounds via biocatalytic oxidations that complement traditional synthetic chemistry. In this study three bacterial P450s, P450cam (CYP101A1), CYP101B1 and the m

Reduction of various ketones by red algae

The reduction of acetophenone derivatives, (+)- and (-)-camphorquinones and steroidal ketones using red algae (Cyanidioschyzon merolae 10D and Cyanidium caldarium) was investigated. It was found that fluoro, chloro and bromo acetophenone derivatives 1a-i were reduced with good enantioselectivity. On the contrary, reduction of methyl and methoxy acetophenone 1j-o showed low enantioselectivity. The reduction followed Prelog's rule, giving the (S)-alcohols in all cases. Moreover, (+)- camphorquinone 5a was reduced to give (-)-3S- exo-hydroxycamphor 5d as the major product with high stereoselectivity in high yield. In addition, it was found that reduction of 5α-androstane-3,17-dione 8a gave the 3α-OH isomer (3α-OH/3β-OH = 76/24) with high stereoselectivity. Overall it was found that C. merolae and C. caldarium were able to reduce various substrates.