4-Azido-3-iodobenzoic acid

Base Information

• Chemical Name: 4-Azido-3-iodobenzoic acid
• CAS No.: 140430-71-3
• Molecular Formula: C7H4IN3O2
• Molecular Weight: 289.032
• DSSTox Substance ID: DTXSID90569676
• Wikidata: Q82456878
• Mol file: 140430-71-3.mol

Synonyms:4-azido-3-iodobenzoic acid;140430-71-3;4-azido-3-iodo-benzoic acid;DTXSID90569676;KOAKCFDGKVJDOI-UHFFFAOYSA-N

Chemical Property of 4-Azido-3-iodobenzoic acid

Chemical Property:

• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 288.93482
• Heavy Atom Count: 13
• Complexity: 252

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C(=O)O)I)N=[N+]=[N-]

Technology Process of 4-Azido-3-iodobenzoic acid

There total 6 articles about 4-Azido-3-iodobenzoic acid 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: 100.0%

ethyl 4-azido-3-iodobenzoate → 4-azido-3-iodobenzoic acid (140430-71-3)

Guidance literature:

ethyl 4-azido-3-iodobenzoate; With lithium hydroxide; In tetrahydrofuran; methanol; water; at 20 ℃; for 16h;

With hydrogenchloride; In water; pH=3;

DOI:10.1007/s10571-020-00867-6

Reference yield: 97.0%

methyl 4-azido-3-iodobenzoate (176652-03-2) → 4-azido-3-iodobenzoic acid (140430-71-3)

Guidance literature:

With lithium hydroxide; In methanol; water; at 6 ℃; for 18h;

DOI:10.1002/(SICI)1099-1344(199603)38:3<227::AID-JLCR837>3.0.CO;2-1

Reference yield:

4-amino-3-iodobenzoic acid methyl ester (19718-49-1) → 4-azido-3-iodobenzoic acid (140430-71-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.)conc. HCl, NaNO₂, H₂O, 2.) NaN₃ / 1.) MeOAc, 0 deg C, 45 min, 2.) MeOAc, 0 deg C 15 min

2: 97 percent / LiOH*H₂O / methanol; H₂O / 18 h / 6 °C

With hydrogenchloride; lithium hydroxide; sodium azide; water; sodium nitrite; In methanol; water;

DOI:10.1002/(SICI)1099-1344(199603)38:3<227::AID-JLCR837>3.0.CO;2-1

upstream raw materials:

methyl 4-azido-3-iodobenzoate

4-amino-3-iodobenzoic acid methyl ester

4-methoxycarbonyl aniline

p-aminoethylbenzoate

Downstream raw materials:

4-azido-3-iodobenzyl alcohol

C₇H₃ClIN₃O

benzamide

C₅₇H₈₁IN₄O₁₃