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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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:

(+/-)-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