2-Azabicyclo[2.2.1]hept-5-en-3-one Chemical Properties

Melting point:

54-58 °C(lit.)

Boiling point:

102-106 °C0.25 mm Hg(lit.)

Density 

1.1143 (rough estimate)

vapor pressure 

0.3-1.06Pa at 25-40℃

refractive index 

1.5040 (estimate)

Flash point:

>230 °F

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

soluble in Methanol

pka

15.48±0.20(Predicted)

form 

Crystalline Powder

color 

Off-white to beige

Water Solubility 

>1000 g/L (23 ºC)

BRN 

508342

InChIKey

DDUFYKNOXPZZIW-UHFFFAOYSA-N

LogP

-0.14 at 20℃

Surface tension

69.9mN/m at 1g/L and 20℃

CAS DataBase Reference

49805-30-3(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-43-22

Safety Statements 

26-36-36/37

WGK Germany 

1

HS Code 

29337900

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

2-Azabicyclo[2.2.1]hept-5-en-3-one Usage And Synthesis

Chemical Properties

solid

Uses

Intermediate for pharmaceuticals. Product Data Sheet

Uses

2-Azabicyclo[2.2.1]hept-5-en-3-one was used in:

• preparation of (3aS,4R,6R,6aR)-6-((methoxy-methoxy)methyl)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-amine, a precursor of analog of bredinin
• synthesis of therapeutic drugs
• chemoenzymatic synthesis of (?)-carbovir

Uses

Abacavir intermediate. 2-Azabicyclo[2.2.1]hept-5-en-3-one is used as an intermediate in the synthesis of carbocyclic sugar amines, carbanucleosides, and carbocyclic dinucleotide analogues.

General Description

2-Azabicyclo[2.2.1]hept-5-en-3-one is also referred as vince lactam. It is a versatile intermediate in the synthesis of carbocyclic nucleosides. 2-Azabicyclo[2.2.1]hept-5-en-3-one and its monohydrated complex was investigated in a supersonic jet by Fourier transform microwave spectroscopy.

2-Azabicyclo[2.2.1]hept-5-en-3-one(49805-30-3)Related Product Information

• 6-Methyl-5-hepten-2-one
• Dacarbazine
• 1-HEPTENE
• Allyl heptanoate
• Dicyclopentadiene
• 2-Azabicyclo[2.2.1]hept-5-en-3-one, 2-acetyl-, (1R,4S)- (9CI)
• ((1R,4S)-2-Azabicyclo[2.2.1]hept-5-en-3-one
• (1S,4R)-2-Aza-bicyclo[2.2.1]hept-5-en-3-one
• 2-Azabicyclo[2.2.1]hept-5-en-3-one
• 2-Azabicyclo[2.2.1]hept-5-en-3-one,2-(2-propenyl)-,(1S,4R)-(9CI)
• 2-Azabicyclo[2.2.1]hept-5-en-3-one, 2-(1-oxobutyl)-
• 2-Azabicyclo[2.2.1]hept-5-en-3-one, 2-acetyl-, (1S,4R)- (9CI)
• 2-Azabicyclo[2.2.1]hept-5-en-3-one, 2-(2-methyl-1-oxopropyl)-
• 2-Azabicyclo[2.2.1]hept-5-en-3-one,2-(2-butynyl)-,(1S,4R)-(9CI)
• 2-(Methylcarbamoyl)-2-azabicyclo[2.2.1]hept-5-en-3-one
• 2-(Benzylcarbamoyl)-2-azabicyclo[2.2.1]hept-5-en-3-one
• 2-Tosyl-2-azabicyclo[2.2.1]hept-5-en-3-one
• 6-Ethyl-1α-ethoxy-4α-ethoxycarbonyl-6-methyl-3-phenyl-2-azabicyclo[2.2.1]hept-2-en-7-one