| Identification | More | [Name]
2-Azabicyclo[2.2.1]hept-5-en-3-one | [CAS]
49805-30-3 | [Synonyms]
(+/-)-2-AZABICYCLO[2.2.1]HEPT-5-EN-3-ONE
2-AZABICYCLO[2.2.1]HEPT-5-EN-3-ONE
4-Amino-2-cyclopentene-1-carboxylic acid
4-AMINO-2-CYCLOPENTENE-1-CARBOXYLIC ACID LACTAM
vince 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-
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
(±)-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 | [EINECS(EC#)]
421-830-3 | [Molecular Formula]
C6H7NO | [MDL Number]
MFCD00213364 | [Molecular Weight]
109.13 | [MOL File]
49805-30-3.mol |
| Chemical Properties | Back Directory | [Appearance]
solid | [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) | [Fp ]
>230 °F
| [storage temp. ]
Refrigerator | [solubility ]
soluble in Methanol | [form ]
Crystalline Powder | [pka]
15.48±0.20(Predicted) | [color ]
Off-white to beige | [Water Solubility ]
>1000 g/L (23 ºC) | [Usage]
Abacavir intermediate. Used as an intermediate in the synthesis of carbocyclic sugar amines, carbanucleosides, and carbocyclic dinucleotide analogues | [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 Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R43:May cause sensitization by skin contact.
R22:Harmful if swallowed. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S36/37:Wear suitable protective clothing and gloves . | [WGK Germany ]
1
| [HS Code ]
29337900 |
| Hazard Information | Back Directory | [Chemical Properties]
solid | [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.
| [Uses]
Intermediate for pharmaceuticals. Product Data Sheet | [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]
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 |
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