2-Azidocyclohex-2-en-1-one

Base Information

• Chemical Name: 2-Azidocyclohex-2-en-1-one
• CAS No.: 161892-92-8
• Molecular Formula: C6H7N3O
• Molecular Weight: 137.141
• DSSTox Substance ID: DTXSID30572806
• Nikkaji Number: J1.168.358D
• Wikidata: Q82461299
• Mol file: 161892-92-8.mol

Synonyms:2-Azidocyclohex-2-en-1-one;161892-92-8;2-Azidocyclohexanon;SCHEMBL16691784;DTXSID30572806

Chemical Property of 2-Azidocyclohex-2-en-1-one

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 137.058911855
• Heavy Atom Count: 10
• Complexity: 225

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC=C(C(=O)C1)N=[N+]=[N-]

Technology Process of 2-Azidocyclohex-2-en-1-one

There total 3 articles about 2-Azidocyclohex-2-en-1-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: 68.0%

7-oxabicyclo[4.1.0]heptan-2-one (6705-49-3) → 2-azidocyclohex-2-enone (161892-92-8)

Guidance literature:

With dmap; diphenyl phosphoryl azide; lithium perchlorate; In N,N-dimethyl-formamide; at 50 ℃; for 12h;

DOI:10.1016/S0040-4039(99)01440-9

Reference yield: 33.0%

cyclohexenone (930-68-7) → 3-azido-2-cyclohexen-1-one (36625-33-9) + 2-azidocyclohex-2-enone (161892-92-8)

Guidance literature:

With iodine(I) azide; In acetonitrile; for 20h; Ambient temperature;

DOI:10.1016/0040-4020(94)01005-K

Reference yield: 31.0%

cyclohexenone (930-68-7) → 2-azidocyclohex-2-enone (161892-92-8)

Guidance literature:

With sodium azide; manganese triacetate; In acetonitrile; trifluoroacetic acid; at 25 ℃;

DOI:10.1080/00397919808007024

upstream raw materials:

cyclohexenone

7-oxabicyclo[4.1.0]heptan-2-one

Downstream raw materials:

C₂₄H₂₂NOP