2-Azabicyclo[2.2.1]heptan-3-one

Base Information

• Chemical Name: 2-Azabicyclo[2.2.1]heptan-3-one
• CAS No.: 24647-29-8
• Molecular Formula: C6H9NO
• Molecular Weight: 111.144
• Hs Code.: 2933790090
• European Community (EC) Number: 824-363-7
• Nikkaji Number: J88.286K
• Mol file: 24647-29-8.mol

Synonyms:2-Azabicyclo[2.2.1]heptan-3-one;24647-29-8;2-Azanorbornan-3-one;MFCD01320868;SCHEMBL775318;UIVLZOWDXYXITH-UHFFFAOYSA-N;CS-B1546;AKOS015855716;SB44894;CS-15233;SY006471;SY199483;(+/-)-2-azabicyclo[2.2.1]heptan-3-one;FT-0651415;FT-0694139;FT-0748696;EN300-83310;W18193;A935576;Z1238833321

Chemical Property of 2-Azabicyclo[2.2.1]heptan-3-one

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Melting Point: 69-74℃
• Boiling Point: 290℃
• PKA: 16.63±0.20(Predicted)
• Flash Point: 161℃
• PSA: 32.59000
• Density: 1.137
• LogP: 0.56080
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 111.068413911
• Heavy Atom Count: 8
• Complexity: 133

Purity/Quality:

98%Min ^*data from raw suppliers

2-Azabicyclo[2.2.1]heptan-3-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2CC1C(=O)N2

Technology Process of 2-Azabicyclo[2.2.1]heptan-3-one

There total 4 articles about 2-Azabicyclo[2.2.1]heptan-3-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

(1S,4R)-2-azabicyclo[2,2,1]hept-5-en-3-one (130931-83-8) → 2-Azabicyclo[2.2.1]heptan-3-one (24647-29-8)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In ethyl acetate; at 20 ℃; for 24h;

Reference yield: 99.0%

2-azabicyclo[2.2.1.]hept-5-en-3-one (49805-30-3) → 2-Azabicyclo[2.2.1]heptan-3-one (24647-29-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate;

DOI:10.1002/anie.200501555

Reference yield:

cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) → 2-Azabicyclo[2.2.1]heptan-3-one (24647-29-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 56 percent / 2) glac. acetic acid / CH₂Cl₂ / 1) 10 deg C, 3 h, 2) 20 deg C, 1 h

2: 97 percent / H₂ / 10percent Pd/C / ethyl acetate / 20 °C / 2625.2 Torr

With hydrogen; acetic acid; palladium on activated charcoal; In dichloromethane; ethyl acetate;

upstream raw materials:

2-azabicyclo[2.2.1.]hept-5-en-3-one

cyclopenta-1,3-diene

(1S,4R)-2-azabicyclo[2,2,1]hept-5-en-3-one

Downstream raw materials:

2-aza-bicyclo[2.2.1]heptane

cis-3-aminocyclopentanecarboxylic acid hydrochloride

(1R,3S)-3-((tert-butoxycarbonyl)amino)cyclopentane-1-carboxylic acid

2-(Benzoyloxy)-<3,3-D2>-2-azabicyclo<2.2.1>heptan