13156-01-9

Basic information

• Product Name: 1-Cyclohexyl-3-azetidinol
• Synonyms: 1-Cyclohexyl-3-azetidinol;1-Cyclohexylazetidin-3-ol
• CAS NO: 13156-01-9
• Molecular Formula: C₉H₁₇NO
• Molecular Weight: 155.23738
• Mol File: 13156-01-9.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 241.9°Cat760mmHg
• Flash Point: 87°C
• Appearance: /
• Density: 1.115g/cm³
• Vapor Pressure: 0.00601mmHg at 25°C
• Refractive Index: 1.555
• CAS DataBase Reference: 1-Cyclohexyl-3-azetidinol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Cyclohexyl-3-azetidinol(13156-01-9)
• EPA Substance Registry System: 1-Cyclohexyl-3-azetidinol(13156-01-9)

Safety Data

• Hazardous Substances Data: 13156-01-9(Hazardous Substances Data)

Usage

Physical appearance

White to off-white powder.

Odor

Mild characteristic odor.

Common use

Intermediate in the synthesis of pharmaceuticals and other organic compounds.

Biological activities

Antiviral, antifungal, and antibacterial properties.

Chiral auxiliary

Utilized in asymmetric synthesis.

Resolving agent

Used for racemic mixtures.

Therapeutic potential

Investigated for treatment of addiction, psychiatric disorders, and various medical conditions.

InChI:InChI=1/C9H17NO/c11-9-6-10(7-9)8-4-2-1-3-5-8/h8-9,11H,1-7H2

Upstream product

• 108-91-8 cyclohexylamine 
• 61272-39-7 (+/-)-1-chloro-3-cyclohexylamino-2-propanol 
• 116196-04-4 1-Cyclohexyl-3-trimethylsilanyloxy-azetidine 

Downstream Products

• 91847-42-6 sodium 2-[(1-cyclohexyl-3-azetidinyl)oxy]-3-pyridine carboxylate 

Relevant articles and documents

Preparation of Trimethylsilyl Ethers of 3-Azetidinols . Scope and Limitations

Preparation of the trimethylsilyl ethers of 1-alkyl-3-azetidinols from-non-hindered primary amines and epichlorhydrin by conversion of the intermediate 1-(alkylamino)-3-chloro-2-propanols to their trimethylsilylethers by either N-(trimethylsilyl)acetamide or by 1-(trimethylsilyl)imidazole followed by ring closure in acetonitrile is described.This sequence of reactions fails for aromatic amines, but appears to be general for all primary aliphatic amines, although the condensation of hindered amines with epichlorhydrin occurs slowly.Several novel azetidinols, in which the N-alkyl substituent insefl contains a second heterocyclic system, are reported.In addition, the pKA's of several m- and p-substituted 1-benzylazetidinols correlates well with the Hammett equation.