56239-25-9

Basic information

• Product Name: 2-Oxa-3-aza-bicyclo[2.2.2]oct-5-ene hydrochlorate
• Synonyms: 2-Oxa-3-aza-bicyclo[2.2.2]oct-5-ene hydrochlorate;2-Oxa-3-azabicyclo[2.2.2]oct-5-ene hydrochloride;Nsc236633;(1S,4R)-2-oxa-3-azabicyclo[2.2.2]oct-5-ene hydrochloride;3-oxa-2-azabicyclo[2.2.2]oct-5-ene:hydrochloride
• CAS NO: 56239-25-9
• Molecular Formula: C₆H₉NO*ClH
• Molecular Weight: 147.6
• Mol File: 56239-25-9.mol
• Article Data: 3

Chemical Properties

• Melting Point: 164-168 ºC (DEC.)
• Boiling Point: 144.6°Cat760mmHg
• Flash Point: 44.3°C
• Appearance: /
• Density: 1.075g/cm³
• Vapor Pressure: 5.05mmHg at 25°C
• Refractive Index: 1.497
• CAS DataBase Reference: 2-Oxa-3-aza-bicyclo[2.2.2]oct-5-ene hydrochlorate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Oxa-3-aza-bicyclo[2.2.2]oct-5-ene hydrochlorate(56239-25-9)
• EPA Substance Registry System: 2-Oxa-3-aza-bicyclo[2.2.2]oct-5-ene hydrochlorate(56239-25-9)

Safety Data

• Hazardous Substances Data: 56239-25-9(Hazardous Substances Data)

Usage

General Description

2-Oxa-3-aza-bicyclo[2.2.2]oct-5-ene hydrochlorate, also known as PNO hydrochlorate, is a chemical compound that belongs to the family of heterocyclic compounds. It is a bicyclic compound containing a six-membered ring and a four-membered ring. 2-Oxa-3-aza-bicyclo[2.2.2]oct-5-ene hydrochlorate is commonly used in the pharmaceutical industry as a key intermediate in the synthesis of biologically active compounds. It exhibits various pharmacological activities, including anti-inflammatory, analgesic, and antibacterial properties. Additionally, this compound has potential applications in the field of medicinal chemistry for the development of new drugs. Overall, 2-Oxa-3-aza-bicyclo[2.2.2]oct-5-ene hydrochlorate is a versatile chemical compound with important medicinal and pharmaceutical applications.

InChI:InChI=1/C6H9NO/c1-3-6-4-2-5(1)7-8-6/h1,3,5-7H,2,4H2

Upstream product

• 695-64-7 1-chloro-1-nitrosocyclohexane 
• 1165952-91-9 cyclohexa-1,3-diene 
• 740798-68-9 acetic acid 2,2-dimethyl-5-nitroso-[1,3]dioxan-5-yl ester 

Downstream Products

• 71199-02-5 2-oxa-3-aza-bicyclo[2.2.2]oct-5-ene-3-carboxylic acid ethyl ester 
• 110658-87-2 N-(trifluoroacetyl)-2-oxa-3-azabicyclo<2.2.2>oct-5-ene 
• 77803-77-1 (1S*,4R*)-4-aminocyclohex-2-enol 
• 124707-04-6 (1R,4S)-3-(2,4-Dinitro-phenyl)-2-oxa-3-aza-bicyclo[2.2.2]oct-5-ene 
• 56239-26-0 (1s,4s)-4-aminocyclohexan-1-ol hydrochloride 
• 110590-29-9 tert-butyl 2-oxa-3-azabicyclo[2.2.2]oct-5-ene-3-carboxylate 
• 551000-83-0 tert-butyl (+/-)-(1S,4R)-(4-hydroxycyclohex-2-enyl)carbamate 
• 124707-09-1 (E)-2-tert-Butylsulfanyl-3-(4-hydroxy-cyclohexylamino)-acrylonitrile 
• 20021-57-2 r-1-Acetamidocyclohexan-t-2,t-3,c-4-triyltriacetat 
• 77803-85-1 r-1-Acetamido-c-2,c-3-epoxy-c-4-cyclohexylacetat 
• 77803-82-8 c-2-Acetoxy-t-3-brom-c-4-hydroxy-r-1-cyclohexylammoniumbromid 
• 77803-80-6 r-1-Acetamido-t-3-brom-c-2-hydroxy-c-4-cyclohexylacetat 
• 77803-83-9 N-(t-3-Brom-c-2,c-4-dihydroxy-r-1-cyclohexyl)acetamid 
• 77803-84-0 N-(c-2,3-Epoxy-c-4-hydroxy-r-1-cyclohexyl)acetamid 

Relevant articles and documents

α-Acyloxynitroso dienophiles in [4+2] hetero Diels-Alder cycloadditions: mechanistic insights

α-Acyloxynitroso derivatives are a class of heterodienophiles leading to valuable 3,6-dihydro-1,2-oxazines or the corresponding aminoalcohols in good yields. The discovery that a β-oxygenated moiety led to a domino [4+2] cycloaddition/σN-O bond cleavage in the presence of a catalytic amount of Lewis acid was investigated in detail, through kinetic profiling of the reaction both in the absence and presence of a promoter. These studies showed that the role of the Lewis acid was to accelerate the σN-O bond cleavage thereby promoting a highly reproducible sequence. In addition, our preliminary results on an asymmetric version of this domino sequence are reported.

Polyhydroxyamino Compounds via Diene Synthesis with Nitroso Compounds, IV. - Preparation and Stereochemistry of Dideoxyinosamine Derivatives

The general method for the synthesis of polyhydroxy amines by Diels-Alder reactions with a nitroso compound, reduction of the adduct with cleavage of the N - O bond and hydroxylation of the remaining C = C -double bond, can also be realized with α-chloronitrosocyclohexane as dienophile, in good yield.Primary amines are synthesized in this way.