Methyl 2-azidobenzoate

Base Information

• Chemical Name: Methyl 2-azidobenzoate
• CAS No.: 16714-23-1
• Molecular Formula: C8H7 N3 O2
• Molecular Weight: 177.162
• Hs Code.: 2929909090
• European Community (EC) Number: 685-715-1
• DSSTox Substance ID: DTXSID60454207
• Nikkaji Number: J336.211F
• Wikidata: Q82275590
• Mol file: 16714-23-1.mol

Synonyms:Methyl 2-azidobenzoate;16714-23-1;Benzoic acid, 2-azido-, methyl ester;methyl o-azidobenzoate;SCHEMBL14010929;DTXSID60454207;MFCD00211379;STL192359;AKOS022060852;BS-11058;EN300-207153;F2157-0523

Chemical Property of Methyl 2-azidobenzoate

Chemical Property:

• Refractive Index: 1.6500 (estimate)
• Boiling Point: 309.07°C (rough estimate)
• Flash Point: -33℃
• PSA: 76.05000
• Density: 1.3393 (rough estimate)
• LogP: 1.86776
• Storage Temp.: ?20°C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 177.053826475
• Heavy Atom Count: 13
• Complexity: 236

Purity/Quality:

99% ^*data from raw suppliers

Methyl 2-azidobenzoate solution ~0.5M in ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 3
• Hazard Codes: F,T
• Statements: 11-38-48/23/24/25
• Safety Statements: 16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=CC=C1N=[N+]=[N-]
• Uses: Review

Technology Process of Methyl 2-azidobenzoate

There total 11 articles about Methyl 2-azidobenzoate 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: 99.0%

2-(methoxycarbonyl)benzenediazonium tetrafluoroborate (342-54-1) → 2-azido-benzoic acid methyl ester (16714-23-1)

Guidance literature:

With hydroxylamine hydrochloride; In water; at 20 ℃; for 24h; Green chemistry;

DOI:10.1039/c6gc02379g

Reference yield: 98.0%

methanol (67-56-1) + 2-azidobenzoic acid (31162-13-7) → 2-azido-benzoic acid methyl ester (16714-23-1)

Guidance literature:

With sulfuric acid; for 16h; Reflux;

DOI:10.1021/acs.orglett.7b00907 DOI:10.1021/acs.orglett.9b04162

Reference yield: 97.0%

2-carbomethoxyaniline (134-20-3) → 2-azido-benzoic acid methyl ester (16714-23-1)

Guidance literature:

2-carbomethoxyaniline; With hydrogenchloride; sodium nitrite; In water; at 0 ℃; for 0.5h;

With sodium azide; In water; at 20 ℃; for 1h;

DOI:10.1039/d1cc02665h

upstream raw materials:

methanol

o-azidobenzoyl chloride

methyl 2-nitrobenzoate

2-carbomethoxyaniline

Downstream raw materials:

C₂₇H₂₄NO₂P

C₂₁H₂₀NO₂P

C₂₃H₂₂NO₂P

C₂₂H₂₂NO₂P