2-(Azidomethyl)benzonitrile

Base Information

• Chemical Name: 2-(Azidomethyl)benzonitrile
• CAS No.: 40508-03-0
• Molecular Formula: C8H6N4
• Molecular Weight: 158.162
• DSSTox Substance ID: DTXSID201309845
• Nikkaji Number: J2.330.280B
• Mol file: 40508-03-0.mol

Synonyms:2-(azidomethyl)benzonitrile;40508-03-0;o-azidomethylbenzonitrile;2-azidomethyl-benzonitrile;SCHEMBL16401857;DTRXXTVEVDAOME-UHFFFAOYSA-N;DTXSID201309845;MFCD14652261;AKOS010631900;SY272534;EN300-273080

Chemical Property of 2-(Azidomethyl)benzonitrile

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 158.059246208
• Heavy Atom Count: 12
• Complexity: 233

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)CN=[N+]=[N-])C#N

Technology Process of 2-(Azidomethyl)benzonitrile

There total 6 articles about 2-(Azidomethyl)benzonitrile 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: 96.0%

2-(bromomethyl)benzonitrile (22115-41-9) → 2-(azidomethyl)benzonitrile (40508-03-0)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 20 - 80 ℃; for 4h;

DOI:10.1002/cmdc.201402374

Reference yield:

(2-cyanobenzyl)carbamic acid tert-butyl ester (439118-51-1) → tert-butyl 2-(aminomethyl)benzylcarbamate hemisulfate salt + 2-(azidomethyl)benzonitrile (40508-03-0)

Guidance literature:

With sodium borohydrid; nitrogen; In tetrahydrofuran; ice-water; water;

Reference yield:

trimethylsilylazide (4648-54-8) + 2-(bromomethyl)benzonitrile (22115-41-9) → 2-(azidomethyl)benzonitrile (40508-03-0)

Guidance literature:

In N,N,N,N,N,N-hexamethylphosphoric triamide; at 65 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.bmcl.2021.128092

upstream raw materials:

2-(bromomethyl)benzonitrile

(2-cyanobenzyl)carbamic acid tert-butyl ester

2-(aminomethyl)benzonitrile

trimethylsilylazide

Downstream raw materials:

3-Benzoylimino-3H,5H-<1,2,4>thiadiazolo<3,4-a>isoindole

3-Benzoylthio-5--1,2,4-thiadiazole

3,5-Bis(benzoylimino)-4-(o-cyanobenzyl)-1,2,4-thiadiazolidine

3-Amino-1H-isoindolinium-hydrochlorid