13156-04-2

Basic information

• Product Name: 1-tert-Butylazetidin-3-ol
• Synonyms: N-TERT-BUTYL-3-HYDROXYAZETIDINE;N-T-BUTYL-3-HYDROXYAZETIDINE;1-tert-Butyl-3-azetidinol;1-tert-Butylazetidin-3-ol;1-(1,1-Dimethylethyl)azetidin-3-ol;N-tert-Butyl-3-azetidinol;1-tert-butyl-3-azetidinol(SALTDATA: FREE);3-Azetidinol, 1-(1,1-dimethylethyl)-
• CAS NO: 13156-04-2
• Molecular Formula: C₇H₁₅NO
• Molecular Weight: 129.2
• Mol File: 13156-04-2.mol
• Article Data: 7

Chemical Properties

• Melting Point: 45-46 °C
• Boiling Point: 169.2 °C at 760 mmHg
• Flash Point: 31.9 °C
• Appearance: /
• Density: 1.031 g/cm³
• Vapor Pressure: 0.507mmHg at 25°C
• Refractive Index: 1.505
• Storage Temp.: 2-8°C
• PKA: 14.41±0.20(Predicted)
• CAS DataBase Reference: 1-tert-Butylazetidin-3-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-tert-Butylazetidin-3-ol(13156-04-2)
• EPA Substance Registry System: 1-tert-Butylazetidin-3-ol(13156-04-2)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 13156-04-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C7H15NO/c1-7(2,3)8-4-6(9)5-8/h6,9H,4-5H2,1-3H3

Upstream product

• 13080-65-4 2-methyl-N-(oxiran-2-ylmethyl)propan-2-amine 
• 13156-02-0 1-chloro-3-tert-butylamino-2-propanol 
• 75-64-9 tert-butylamine 
• 106-89-8 epichlorohydrin 
• 111043-31-3 tert-Butyl-(3-chloro-2-trimethylsilanyloxy-propyl)-amine 
• 28659-12-3 1,3-dichloro-2-(6-(3,4,5,6-tetrahydro-2H-pyranoxy))propane 
• 111043-41-5 1-tert-Butyl-3-trimethylsilanyloxy-azetidine 

Downstream Products

• 15046-09-0 1,3-Di-tert.-butylamino-propanol-(2) 
• 1227621-70-6 3-[5-bromo-2-(3-fluoro-benzyloxy)-phenoxy]-1-tert-butyl-azetidine 
• 18621-18-6 azetion-3-ol hydrochloride 
• 736993-80-9 4-(1-tert-butylazetidin-3-yloxy)-7-(2-chlorophenyl)-8-(4-chlorophenyl)-2-methylpyrazolo[1,5-a][1,3,5]triazine 
• 737828-11-4 7-(1-tert-Butylazetidin-3-yloxy)-3-(4-chlorophenyl)-2-(2-chlorophenyl)-5-methylpyrazolo[1,5-a]pyrimidine 
• 143329-27-5 N-acetyl-3-acetoxyazetidine 

Relevant articles and documents

Aziridine as a neighboring group

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Facile Syntheses of Azetidin-3-ols by Rearrangement of 2,3-Epoxypropylamines

The N-alkyl-2,3-epoxypropylamines (2) formed from primary alkylamines (1) and epichlorohydrin were chemoselectively rearranged to the four-membered rings, N-alkylazetidin-3-ols (3), upon treatment of triethylamine in refluxing acetonitrile.

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SEROTONIN RECEPTOR MODULATORS

The biphenyic compounds of formula (I) are serotonin modulators useful in the treatment of serotonin-mediated diseases.

Stereoselective synthesis of 3-hydroxyazetidines via regioselective halogenation of 2,3-epoxyamines by using magnesium bromide

A novel stereoselective synthesis of 3-hydroxyazetidines starting from 2,3-epoxyamines is described. Regioselectivity of the intramolecular cyclization of 2,3-epoxyamines is controlled by the use magnesium bromide. The cyclization proceeds with retention of the stereochemistry, caused by double inversion of two sequential S(N)2 reactions of the epoxyamines.