Methyl azide

Base Information

• Chemical Name: Methyl azide
• CAS No.: 624-90-8
• Molecular Formula: CH3N3
• Molecular Weight: 57.0549
• Hs Code.: 2929909090
• DSSTox Substance ID: DTXSID50211462
• Nikkaji Number: J499E
• Wikipedia: Methyl_azide
• Wikidata: Q2504403
• Mol file: 624-90-8.mol

Synonyms:Methyl azide;Azidomethane;624-90-8;Methane, azido-;CH3N3;C-H3-N3;DTXSID50211462;Q2504403

Chemical Property of Methyl azide

Chemical Property:

• Refractive Index: 1.4200 (estimate)
• Boiling Point: 76.54°C (rough estimate)
• PSA: 49.75000
• Density: 0.8690
• LogP: 0.37926
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 57.032697108
• Heavy Atom Count: 4
• Complexity: 41.2

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN=[N+]=[N-]

Technology Process of Methyl azide

There total 20 articles about Methyl azide 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: 98.0%

methanesulfonyl chloride (124-63-0) → Methanesulfonyl azide (624-90-8,1516-70-7)

Guidance literature:

With sodium azide; In water; acetone; at 0 - 20 ℃; for 15h; Inert atmosphere;

DOI:10.1021/acs.joc.6b02998

Reference yield: 96.0%

methanesulfonic acid (75-75-2,98527-29-8) → Methanesulfonyl azide (624-90-8,1516-70-7)

Guidance literature:

methanesulfonic acid; With trichloroisocyanuric acid; triphenylphosphine; In tetrahydrofuran; at 0 - 5 ℃;

With sodium azide; In tetrahydrofuran; at 5 - 20 ℃;

DOI:10.1080/17415993.2013.801476

Reference yield: 75.0%

C10H11N3O3 → methyl azide (624-90-8) + acetic acid (64-19-7,77671-22-8) + benzoic acid (65-85-0,8013-63-6)

Guidance literature:

With ammonium hydroxide; other reagents and conditions;

DOI:10.1016/S0040-4039(00)95723-X

upstream raw materials:

methanesulfonyl chloride

methyl α-disulfone

methanesulfonic acid

1-methyl-4,5-diphenyl-4,5-dihydro-1H-tetrazole

Downstream raw materials:

C₉H₁₄NO₂P

C₁₁H₂₀N₃P

5-Chlor-1,4-dimethyl-Δ²-tetrazaborolin

4-Methoxy-11-methyl-7-phenyl-5-oxa-8,11-diaza-tricyclo[6.3.1.0^3,10]dodecane-9,12-dione

Refernces

• 1、 Tabti, Redouane,Lamoureux, Fran?ois,Charrier, Céline,Ory, Benjamin,Heymann, Dominique,Bentouhami, Embarek,Désaubry, Laurent. "Development of prohibitin ligands against osteoporosis". supporting information. . Retrieved 2020/11/04.
• 2、 Dar'in, Dmitry V.,Krasavin, Mikhail,Shevalev, Robert M.,Zhmurov, Petr A.. "Taking diazo transfer to water: α-diazo carbonyl compounds from in situ generated mesyl azide". . p. 372 - 373. Retrieved 2020/06/19.