2-Azidoacetonitrile

Base Information

• Chemical Name: 2-Azidoacetonitrile
• CAS No.: 57707-64-9
• Molecular Formula: C2H2 N4
• Molecular Weight: 82.0647
• NSC Number: 176004
• DSSTox Substance ID: DTXSID30394262
• Nikkaji Number: J479.715I
• Wikidata: Q82193543
• Mol file: 57707-64-9.mol

Synonyms:2-azidoacetonitrile;azidoacetonitrile;57707-64-9;DTXSID30394262;NSC176004;AKOS010630460;NSC-176004;EN300-122223

Chemical Property of 2-Azidoacetonitrile

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: g/cm³
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 82.027946081
• Heavy Atom Count: 6
• Complexity: 111

Purity/Quality:

99%+, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C#N)N=[N+]=[N-]

Technology Process of 2-Azidoacetonitrile

There total 4 articles about 2-Azidoacetonitrile 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: 75.0%

chloroacetonitrile (107-14-2) → azidoacetonitrile (57707-64-9)

Guidance literature:

With sodium azide; N-benzyl-N,N,N-triethylammonium chloride; In water; at 45 - 50 ℃; for 3h;

DOI:10.1023/B:RUJO.0000019746.10504.f3

Reference yield: 65.0%

trimethylsilylazide (4648-54-8) + chloroacetonitrile (107-14-2) → azidoacetonitrile (57707-64-9)

Guidance literature:

DOI:10.1246/cl.1982.1477

Reference yield:

cyanomethyl bromide (590-17-0) → azidoacetonitrile (57707-64-9)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 90 ℃;

DOI:10.1039/c2ra22831a

upstream raw materials:

chloroacetonitrile

trimethylsilylazide

cyanomethyl bromide

Downstream raw materials:

Azidamfenicol

hydrogen cyanide

(5-Phenyl-[1,2,3,4]triazaphosphol-3-yl)-acetonitrile

5-tert-butyl-3-cyanomethyl-3H-1,2,3,4-triazaphosphole

Refernces

• 1、 Lu, Xiao-Feng,Yang, Zheng,Huang, Nian-Yu,He, Hai-Bo,Deng, Wei-Qiao,Zou, Kun. "Synthesis and cytotoxic activities of 2-substituted (25R)-spirostan-1,4,6-triene-3-ones via ring-opening/elimination and 'click' strategy". . p. 3726 - 3729. Retrieved 2015/08/06.
• 2、 Zhao, Haiyang,Zhan, Junyan,Zou, Zhilong,Miao, Fajun,Chen, Hong,Zhang, Li,Cao, Xianliang,Tian, Deimei,Li, Haibing. "Novel 1,3-alternate thiacalix[4]arenes: Click synthesis, silver ion binding and self-assembly". . p. 1029 - 1032. Retrieved 2013/03/28.