4-AZIDOBENZOIC ACID

Base Information

• Chemical Name: 4-AZIDOBENZOIC ACID
• CAS No.: 6427-66-3
• Molecular Formula: C7H5N3O2
• Molecular Weight: 163.136
• Hs Code.: 29299090
• European Community (EC) Number: 229-198-9
• NSC Number: 80932
• DSSTox Substance ID: DTXSID90214492
• Nikkaji Number: J62.830A
• Wikidata: Q72444507
• ChEMBL ID: CHEMBL115041
• Mol file: 6427-66-3.mol

Synonyms:Benzoicacid, p-azido- (6CI,7CI,8CI);4-Azidobenzoic acid;4-Carboxyphenyl azide;NSC80932;p-Azidobenzoic acid;

Chemical Property of 4-AZIDOBENZOIC ACID

Chemical Property:

• Melting Point: 180 °C(Solv: water (7732-18-5))
• Boiling Point: 73-75°C0.35mm Hg(lit.)
• Flash Point: 195°F
• PSA: 87.05000
• Density: 1.352g/mLat 25°C(lit.)
• LogP: 1.77936
• Storage Temp.: 2-8°C
• Solubility.: soluble in Methanol
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 163.038176411
• Heavy Atom Count: 12
• Complexity: 215

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Azidobenzoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xn
• Hazard Codes: F,Xn
• Statements: 5-36/37/38-48/20/21/22-38-11
• Safety Statements: 15-26-36/37/39-16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)O)N=[N+]=[N-]
• Uses: 4-AZIDOBENZOIC ACID is a benzoic acid derivative used in photolysis reactions and biomaterial studies. 4-Azidobenzoic acid is an aromatic azide used in copper(I)-catalyzed azide-alkyne cycloaddition reactions.

Technology Process of 4-AZIDOBENZOIC ACID

There total 21 articles about 4-AZIDOBENZOIC 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: 95.0%

4-carboxybenzenediazonium trifluoromethanesulfonate → 4-azidobenzoic acid (6427-66-3)

Guidance literature:

With sodium azide; In water; at 20 ℃;

DOI:10.1002/ejoc.201800887

Reference yield: 92.0%

4-carboxyphenylboronic acid (14047-29-1) → 4-azidobenzoic acid (6427-66-3)

Guidance literature:

With sodium azide; copper diacetate; In methanol; at 55 ℃; for 3h;

DOI:10.1055/s-0029-1218683

Reference yield: 84.1%

sodium azide + 4-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1) → 4-azidobenzoic acid (6427-66-3)

Guidance literature:

4-amino-benzoic acid; With hydrogenchloride; sodium nitrite; In water; at 0 ℃; for 0.333333h;

sodium azide; In water; ethyl acetate; at 20 ℃; for 1h;

upstream raw materials:

(E)-3-(4-azidophenyl)acrylic acid

4-amino-benzoic acid

methyl 2,3-O-isopropylidene-5-O-(p-nitrobenzoyl)-β-D-ribofuranoside

ammonia

Downstream raw materials:

2-methyl-6-benzoxazole carboxylic acid

4-Azido-benzoic acid (1S,5R,6R)-6-hydroxy-1-[(S)-hydroxy-((S)-2,2,4-trimethyl-[1,3]dioxolan-4-yl)-methyl]-8,10-dioxo-2-oxa-7,9-diaza-bicyclo[4.2.2]dec-5-yl ester

N-[2-(2,4-dichlorophenyl)ethyl]-4-azidophenylcarboxamide

C₁₄₆H₂₀₈N₆O₆₄

Refernces

• 1、 Lau et al.. "". . p. 2581. Retrieved 1977.
• 2、 Proietti, Giampiero,Prathap, Kaniraj Jeya,Ye, Xinchen,Olsson, Richard T.,Dinér, Peter. "Nickel Boride Catalyzed Reductions of Nitro Compounds and Azides: Nanocellulose-Supported Catalysts in Tandem Reactions". supporting information. p. 133 - 146. Retrieved 2021/11/04.
• 3、 Watanabe, Kenji,Terao, Nodoka,Niwa, Takashi,Hosoya, Takamitsu. "Direct 3-Acylation of Indolizines by Carboxylic Acids for the Practical Synthesis of Red Light-Releasable Caged Carboxylic Acids". . p. 11822 - 11834. Retrieved 2021/07/31.