59599-25-6

Basic information

• Product Name: (1R,2S,3R,4S)-1,7,7-Trimethylbicyclo[2.2.1]heptane-2,3-diol
• Synonyms: (1R,2S,3R,4S)-1,7,7-Trimethylbicyclo[2.2.1]heptane-2,3-diol;(1R,2S,3R,4S)-2,3-Bornanediol;(1R,2S,3R,4S)-Bornane-2,3-diol;Bicyclo[2.2.1]heptane-2,3-diol, 1,7,7-triMethyl-, (1R,2S,3R,4S)-
• CAS NO: 59599-25-6
• Molecular Formula: C₁₀H₁₈O₂
• Molecular Weight: 170.25
• Mol File: 59599-25-6.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 261.7±8.0 °C(Predicted)
• Appearance: /
• Density: 1.117±0.06 g/cm3(Predicted)
• PKA: 14.80±0.70(Predicted)
• CAS DataBase Reference: (1R,2S,3R,4S)-1,7,7-Trimethylbicyclo[2.2.1]heptane-2,3-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2S,3R,4S)-1,7,7-Trimethylbicyclo[2.2.1]heptane-2,3-diol(59599-25-6)
• EPA Substance Registry System: (1R,2S,3R,4S)-1,7,7-Trimethylbicyclo[2.2.1]heptane-2,3-diol(59599-25-6)

Safety Data

• Hazardous Substances Data: 59599-25-6(Hazardous Substances Data)

Upstream product

• 2767-84-2 Camphorquinone 
• 464-49-3 (1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one 
• 64-17-5 ethanol 
• 10334-26-6 (R)-camphorquinone 
• 60-29-7 diethyl ether 
• 10373-81-6 3-hydroxycamphor 

Downstream Products

• 4374-98-5 1,2,2-Trimethylcyclopentan-1,3-dicarbaldehyd 
• 465-29-2 DL-camphorquinone 
• 22759-33-7 3-exo-hydroxycamphor 
• 104128-80-5 C₄₄H₆₄O₈ 
• 104128-63-4 (1R,3S,4S)-3-Benzyloxy-1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-one 
• 104154-99-6 (1R,3R,4S)-3-benzyloxy-1,7,7-trimethylbicyclo<2.2.1>hept-2-one 
• 104128-81-6 (-)-(1R,4S,4aS,9S,10S,14aS,15S,18R,18aR,22aR)-eicosahydro-4,15,23,23,24,24-hexamethyl-9,10-bis-(tosyloxymethyl)-1,4:15,18-dimethanodibenzo<1,4,7,10,13,16>hexaoxacyclooctadecin 
• 73440-86-5 (1R,2S,3R,4S)-1,2-bis-<2-(2'-tosyloxy)ethoxy-1,7,7-trimethylbicyclo<2.2.1>hept-3-yloxy>-ethane 
• 104128-82-7 C₄₄H₆₀O₈S₂ 
• 104128-84-9 (1R,2S,3R,4S)-2-(2-tetrahydropyranyloxy)ethoxy-3-(2-tosyloxy)ethoxy-1,7,7-trimethylbicyclo<2.2.1>heptane 
• 104128-83-8 (-)-(1R,2S,3R,4S)-2-(2-tetrahydropyranyloxy)ethoxy-3-(2-benzyloxy)ethoxy-1,7,7-trimethylbicyclo<2.2.1>heptane 
• 73440-88-7 (1S,2R,3S,4R)-3-Benzyloxy-1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-ol 
• 73440-85-4 (1R,2S,3R,4S)-3-Benzyloxy-4,7,7-trimethyl-bicyclo[2.2.1]heptan-2-ol 
• 18680-27-8 pinanediol 

Relevant articles and documents

Convenient methods to access chiral camphanyl amine derivatives by sodium borohydride reduction of d -(-)-camphorquinone imines

d-(-)-Camphorquinone imines prepared using methanolic ammonia, ethanol amine, exo-(-)-bornylamine, ethylene diamine, propylene diamine, and trans-(R,R)-1,2-diaminocyclohexane, upon reduction using sodium borohydride in methanol, give the corresponding chiral exo amino alcohol and diamine derivatives in good yields (75-95%).

1H NMR-based kinetic-mechanistic study of the intramolecular trans-esterification of 2-exo-3-exo-dihydroxybornane monoacrylate esters

A 1H NMR study of the acid-catalyzed, intramolecular trans-esterification between isomeric 2-exo-3-exo-dihydroxybornane monoacrylate esters has afforded insights into the reaction mechanism and permitted the determination of kinetic and thermodynamic parameters for the pseudo-first-order processes.

Synthesis of camphor based chiral crown ethers and their interactions with amino acid derivatives

Three camphor based crown ethers have been prepared, starting from (-)-(1R)-camphorquinone, in which 2- and 3-endo-substituents are used to regulate the availability of the endo-18-crown-6 face for binding organic guests and the bridge head methyl group is available to impart enantioselectivity at the exo-face.The stereochemistry of the key intermediate 2-endo-3-endo-dimethyl bornane-2,3-diol (6) has been confirmed by a single crystal X-ray structure determination.Interactions between these crowns and antipodal phenylglycine salts have been probed using NMR and modelling techniques.