5932-53-6

Basic information

• Product Name: (+/-)-exo-6-Hydroxytropinone
• Synonyms: 6-Hydroxy-8-methyl-8-azabiscyclo[3.2.1]octan-3-one;(+/-)-EXO-6-HYDROXYTROPINONE;EXO-6-HYDROXYTROPINONE;HYDROXYTROPINONE,6-;6-HYDROXYTROPINONE;6B-HYDROXY-3-TROPINONE;7-hydroxy-8-methylazabicyclo[3.2.1]octan-3-one;(+-)-EXO-6-HYDROXYTROPINONE 99%
• CAS NO: 5932-53-6
• Molecular Formula: C₈H₁₃NO₂
• Molecular Weight: 155.19
• EINECS: 227-677-7
• Product Categories: Heterocycles;C7 to C8;Carbonyl Compounds;Ketones;Building Blocks;C7 to C8;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
• Mol File: 5932-53-6.mol
• Article Data: 1

Chemical Properties

• Melting Point: 120-121 °C(lit.)
• Boiling Point: 279°C (rough estimate)
• Flash Point: 130.1 °C
• Appearance: White powder.
• Density: 1.1174 (rough estimate)
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.4890 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly, Sonicated), DMSO (Slightly, Sonicated), Methanol (Slightly
• PKA: 14.36±0.20(Predicted)
• CAS DataBase Reference: (+/-)-exo-6-Hydroxytropinone(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-exo-6-Hydroxytropinone(5932-53-6)
• EPA Substance Registry System: (+/-)-exo-6-Hydroxytropinone(5932-53-6)

Safety Data

• Statements: 23/25
• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 5932-53-6(Hazardous Substances Data)

Usage

Chemical Properties

off-white to beige crystals or crystalline powder

Uses

(+/-)-Exo-6-hydroxytropinone is a useful reagent for the preparation of racemic scopolamine (tropane alkaloid).

InChI:InChI=1/C8H13NO2/c1-9-5-2-6(10)4-7(9)8(11)3-5/h5,7-8,11H,2-4H2,1H3/p+1/t5-,7+,8+/m1/s1

Upstream product

• 332-77-4 2,5-dihydro-2,5-dimethoxyfuran 
• 542-05-2 acetonedicarboxylic acid 
• 593-51-1 methylamine hydrochloride 

Downstream Products

• 18700-21-5 6β-hydroxy-8-methyl-8-azabicyclo<3.2.1>octane 
• 100986-42-3 6α-hydroxy-6β-phenyl-8-azabicyclo<3.2.1>octane 
• 100986-58-1 8-cyclopropylmethyl-6α-hydroxy-6β-phenyl-8-azabicyclo<3.2.1>octane 
• 100986-57-0 6α-hydroxy-6β-phenyl-8-(2-phenylethyl)-8-azabicyclo<3.2.1>octane 
• 101006-66-0 6α-hydroxy-6β-phenyl-8-(2-phenylethyl)-8-azabicyclo<3.2.1>octane 
• 100986-68-3 1-((1R,5S,6R,8R)-6-Hydroxy-6-phenyl-8-aza-bicyclo[3.2.1]oct-8-yl)-2-phenyl-ethanone 
• 100986-65-0 8-(2-benzoylethyl)-6α-hydroxy-6β-phenyl-8-azabicyclo<3.2.1>octane 
• 77923-96-7 6β-phenyl-8-methyl-6α-hydroxy-8-azabicyclo<3.2.1>octane 
• 100986-61-6 8-allyl-6α-hydroxy-6β-phenyl-8-azabicyclo<3.2.1>octane 
• 100986-45-6 (1S,5R,6S,8S)-6-(3-Methoxy-phenyl)-8-methyl-8-aza-bicyclo[3.2.1]octan-6-ol 
• 100986-48-9 (1S,5R,6S,8S)-6-(4-Methoxy-phenyl)-8-methyl-8-aza-bicyclo[3.2.1]octan-6-ol 
• 100986-70-7 8-(2-cyanoethyl)-6α-hydroxy-6β-phenyl-8-azabicyclo<3.2.1>octane 
• 100986-51-4 (1S,5R,6S,8S)-6-(3,4-Dimethoxy-phenyl)-8-methyl-8-aza-bicyclo[3.2.1]octan-6-ol 
• 101006-65-9 Propionic acid (1S,5R,6S,8S)-8-methyl-6-phenyl-8-aza-bicyclo[3.2.1]oct-6-yl ester 

Relevant articles and documents

Novel 6-substituted 8-azabicyclo [3.2.1.] octanes as potential opiate agonists and antagonists

Reaction of 8-methyl-8-azabicyclo[3.2.1]octan-6-one (tropan-6-one) with aryl magnesium halides selectively yields 6β-aryl-6α-hydroxy-8-methyl-8-azabicyclo[3.2.1]octanes (6β-aryl-6α-hydroxytropanes). 1H nmr studies supporting the assignment are presented, together with 13C data of these alcohols and various derivatives prepared as potential agonists and antagonists of opiate receptors. The results from 1H nmr studies of 6-hydroxytropan-3-one, the synthesis of which was reported in 1952, support the assigned 6β-hydroxy stereochemistry.