34392-24-0

Basic information

• Product Name: 2-Aza-bicyclo[2.1.1]hexane
• Synonyms: 2-Aza-bicyclo[2.1.1]hexane
• CAS NO: 34392-24-0
• Molecular Formula: C5H9N
• Molecular Weight: 83.13166
• Mol File: 34392-24-0.mol

Chemical Properties

• Boiling Point: 121°C at 760 mmHg
• Flash Point: 14.8°C
• Appearance: /
• Density: 0.995g/cm³
• Vapor Pressure: 14.9mmHg at 25°C
• Refractive Index: 1.497
• PKA: 11.26±0.20(Predicted)
• CAS DataBase Reference: 2-Aza-bicyclo[2.1.1]hexane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Aza-bicyclo[2.1.1]hexane(34392-24-0)
• EPA Substance Registry System: 2-Aza-bicyclo[2.1.1]hexane(34392-24-0)

Safety Data

• Hazardous Substances Data: 34392-24-0(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
2-Aza-bicyclo[2.1.1]hexane is used as a solvent in organic synthesis for its ability to dissolve a wide range of organic compounds, facilitating various chemical reactions.
Used in Chemical Industry:
In the Chemical Industry, 2-Aza-bicyclo[2.1.1]hexane is used as a precursor for the production of polymers and adhesives, leveraging its structural stability and reactivity.
Used in Pharmaceutical and Agrochemical Production:
2-Aza-bicyclo[2.1.1]hexane is utilized as a starting material or intermediate in the synthesis of various pharmaceuticals and agrochemicals, due to its potential to form complex molecular structures with desired therapeutic or pesticidal properties.
Used in Material Science:
2-Aza-bicyclo[2.1.1]hexane is studied for its potential use in the development of new materials with unique properties, such as high thermal stability or specific chemical reactivity, contributing to advances in material science.

InChI:InChI=1/C5H9N/c1-4-2-5(1)6-3-4/h4-6H,1-3H2

Upstream product

• 467454-33-7 tert-butyl 2-azabicyclo[2.1.1]hexane-2-carboxylate 

Downstream Products

• 108696-14-6 N-acetyl-2-azabicyclo[2.1.1]hexane 

Relevant articles and documents

Synthesis of conformationally constrained 5-fluoro- and 5-hydroxymethanopyrrolidines. Ring-puckered mimics of gauche - And anti -3-fluoro- and 3-hydroxypyrrolidines

N-Acetylmethanopyrrolidine methyl ester and its four 5-syn/anti-fluoro and hydroxy derivatives have been synthesized from 2-azabicyclo[2.2.0]hex-5-ene, a 1,2-dihydropyridine photoproduct. These conformationally constrained mimics of idealized Cβ-gauche and Cβ-anti conformers of pyrrolidines were prepared in order to determine the inherent bridge bias and subsequent heteroatom substituent effects upon trans/cis amide preferences. The bridgehead position and also the presence of gauche(syn)/anti-5-fluoro or 5-hydroxy substituents have minimal influence upon the KT/C values of N-acetylamide conformers in both CDCl3 (43-54% trans) and D 2O (53-58% trans). O-Benzoylation enhances the trans amide preferences in CDCl3 (65% for a syn-OBz, 61% for an anti-OBz) but has minimal effect in D2O. The synthetic methods developed for N-BOC-methanopyrrolidines should prove useful in the synthesis of more complex derivatives containing α-ester substituents. The KT/C results obtained in this study establish baseline amide preferences that will enable determination of contributions of α-ester substituents to trans-amide preferences in methanoprolines.