ChemicalBook > CAS DataBase List > 2-Azabicyclo[2.2.1]hept-5-en-3-one

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

Product Name
2-Azabicyclo[2.2.1]hept-5-en-3-one
CAS No.
49805-30-3
Chemical Name
2-Azabicyclo[2.2.1]hept-5-en-3-one
Synonyms
vince lactam;Azabicyclo;2-AzabicycL;2-Azabicyclo[2;1]hept-5-en-3-one;2-Azabicyclo[2.2.1]h;Azabicyclo[3.2.2]nonane;(+/-)-2-Azabicyclo[2.2.1]hept-;Azabicyclo[2,2,1]hept-5-en-3-one;2-Azabicyclo(2,2,1,)hept-5-en-3-on
CBNumber
CB9146051
Molecular Formula
C6H7NO
Formula Weight
109.13
MOL File
49805-30-3.mol
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2-Azabicyclo[2.2.1]hept-5-en-3-one Property

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)
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Safety

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-43-22
Safety Statements 
26-36-36/37
WGK Germany 
1
HS Code 
29337900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H317May cause an allergic skin reaction

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
331910
Product name
2-Azabicyclo[2.2.1]hept-5-en-3-one
Purity
98%
Packaging
5g
Price
$40.8
Updated
2025/07/31
Sigma-Aldrich
Product number
331910
Product name
2-Azabicyclo[2.2.1]hept-5-en-3-one
Purity
98%
Packaging
1g
Price
$25.6
Updated
2023/06/20
TCI Chemical
Product number
A1359
Product name
2-Azabicyclo[2.2.1]hept-5-en-3-one
Purity
>98.0%(GC)
Packaging
1g
Price
$20
Updated
2025/07/31
TCI Chemical
Product number
A1359
Product name
2-Azabicyclo[2.2.1]hept-5-en-3-one
Purity
>98.0%(GC)
Packaging
5g
Price
$25
Updated
2025/07/31
TCI Chemical
Product number
A1359
Product name
2-Azabicyclo[2.2.1]hept-5-en-3-one
Purity
>98.0%(GC)
Packaging
25g
Price
$69
Updated
2025/07/31
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2-Azabicyclo[2.2.1]hept-5-en-3-one Chemical Properties,Usage,Production

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.

Synthesis

542-92-7

506-77-4

49805-30-3

In a 1000 mL reaction flask equipped with a thermometer and an off-gas absorption device, 500 mL of methanol, 50 g of cross-linked polystyrene-sulfinyl and 5.0 g of cyclopentadiene were added. The reaction system was cooled to 0-5°C and 2.5 g of cyanogen chloride gas was slowly passed through, while an ethanol solution of 5% sodium hydroxide was added dropwise to maintain the pH of the reaction system between 4-5. After the dropwise addition, the reaction was continued for 8 hours. After completion of the reaction, the solid was separated by filtration. The resulting solid was added to 100 mL of 5% ethanol solution of acetic acid and the reaction was continued for 8 hours at room temperature. Subsequently, the solid catalyst particles were removed by filtration and the filtrate was concentrated to afford the white crystalline product 2-azabicyclo[2.2.1]hept-5-en-3-one in a yield of 4.21 g in 95% yield (as cyanogen chloride) and 99.5% purity.

References

[1] Patent: CN107805217, 2018, A. Location in patent: Paragraph 0036-0043

2-Azabicyclo[2.2.1]hept-5-en-3-one Preparation Products And Raw materials

Raw materials

Dicyclopentadiene Dichloromethane Acetic acid Sodium hydroxide Magnesium sulfate PETROLEUM ETHER Tosyl cyanide 1,3-Cyclopentadiene

Preparation Products

(-)-(1S,4R)-4-AMINOCYCLOPENT-2-ENECARBOXYLIC ACID
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2-Azabicyclo[2.2.1]hept-5-en-3-one Suppliers

Americas 1 Belgium 2 Canada 3 China 335 Europe 3 France 1 Germany 4 India 29 Japan 4 Slovakia 1 Switzerland 4 Ukraine 1 United Kingdom 18 United States 48 Global 454
Hubei XinghengKang Chemical Technology Co., Ltd.
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Hubei xinghengkang Chemical Technology Co., Ltd
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027-88878869 18162384755
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Dexin chemical (Shandong) Co. , Ltd.
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15853369661
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Jinan Junhe Pharmaceutical Co., Ltd
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J & K SCIENTIFIC LTD.
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INTATRADE GmbH
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3B Pharmachem (Wuhan) International Co.,Ltd.
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future industrial shanghai co., ltd
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400-0066400 13621662912
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Alfa Aesar
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400-6106006
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021-67582001/03/05
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View Lastest Price from 2-Azabicyclo[2.2.1]hept-5-en-3-one manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
2-Azabicyclo[2.2.1]hept-5-en-3-one 49805-30-3
Price
US $0.00/KG
Min. Order
1KG
Purity
98%min
Supply Ability
30tons/month
Release date
2023-02-06
Hebei Zhuanglai Chemical Trading Co Ltd
Product
2-Azabicyclo[2.2.1]hept-5-en-3-one 49805-30-3
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 ton
Release date
2024-12-13
Henan Aochuang Chemical Co.,Ltd.
Product
2-Azabicyclo[2.2.1]hept-5-en-3-one 49805-30-3
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-09-27

49805-30-3, 2-Azabicyclo[2.2.1]hept-5-en-3-oneRelated Search:

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

  • (+/-)-2-Azabicyclo[2.2.1]hept-
  • 2-AZABICYCLO(2.2.1)HEPT-5-EN-3-ONE, (VINCE LACTAM)
  • 2-Azabicyclo(2,2,1,)hept-5-en-3-on
  • Vince Lactam (2-azabicyclo[2.2.1]hept-5-en-3-one)
  • 2-AZABICYCLO(2.2.1)HEPT-5-EN-3-ONE, 99% (VINCE LACTAM)
  • (±)-2-Azabicyclo[2.2.1]hept-5-en-3-one, 4-Amino-2-cyclopentene-1-carboxylic acid lactam
  • 3-Azabicyclo[2.2.1]hepta-5-ene-2-one
  • (±)-2-Azabicyclo[2.2.1]hept-5-en-3-one,98%
  • Azabicyclo[2,2,1]hept-5-en-3-one
  • rac 2-Azabicyclo[2.2.1]hept-5-en-3-one
  • 2-Azabicyclo[2.2.1]heptan-5-ene-3-one ,98.5%
  • 2-Azabicyclo[2.2.1]h
  • (§1)-2-Azabicyclo[2.2.1]hept-5-en-3-one, 98%
  • 1]hept-5-en-3-one
  • 2-Azabicyclo[2
  • 2-azabicyclo [2.2.1]g-5- allyl-3- ketone
  • Azabicyclo
  • 4-Amino-2-cyclopentene-1-carboxylic acid
  • 4-AMINO-2-CYCLOPENTENE-1-CARBOXYLIC ACID LACTAM
  • 2-Azabicyclo-(2,2,1)-heptan-5-ene-3-one
  • 2-Arabicyclo[2.2.1]hept-5-en-3-one
  • 2-Azabicyclo[2.2.1]hept-5-en-4-one
  • (+/-)-2-AZABICYCLO[2.2.1]HEPT-5-EN-3-ONE
  • 2-AZABICYCLO[2.2.1]HEPT-5-EN-3-ONE
  • vince lactam
  • 1-Azabicyclo[2.2.1]hept-5-en-3-one
  • 2-Azabicyclo[2.2.1]hept-5-en-3-one 97+%
  • 2-Azabicyclo[2.2.1]hept-5-en-3-one &gt
  • 2-AzabicycL
  • 3-azabicyclo[2.2.1]hept-5-en-2-one
  • 2 2-Azabicyclo[2.2.1]hept-5-en-3-one
  • (+/-)-2-aza-bicyclo[2.2.1]hept-5-en-3-one
  • (R,S)-2-azabicyclo[2.2.1]hept-5-en-3-one
  • Azabicyclo[3.2.2]nonane
  • 2-Azabicyclo[2.2.1]hept-5-ene-3-one
  • 49805-30-3
  • 49805-30-0
  • 30931-83-8
  • Building Blocks
  • Carbonyl Compounds
  • Organic Building Blocks
  • Lactams
  • Cyanogen chloride derivatives
  • Hydrocyanic acid derivatives
  • (intermediate of abacavir)
  • Heterocycles
  • Intermediates
  • Fused Ring Systems
  • 3