1-Azido-4-iodobenzene

Base Information

• Chemical Name: 1-Azido-4-iodobenzene
• CAS No.: 53694-87-4
• Molecular Formula: C6H4 I N3
• Molecular Weight: 245.022
• Hs Code.: 2929909090
• European Community (EC) Number: 663-490-0
• DSSTox Substance ID: DTXSID20201951
• Nikkaji Number: J808.106I
• ChEMBL ID: CHEMBL3236179
• Mol file: 53694-87-4.mol

Synonyms:1-azido-4-iodobenzene;1-iodo-4-azidobenzene

Chemical Property of 1-Azido-4-iodobenzene

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 49.75000
• Density: g/cm³
• LogP: 2.68576
• Storage Temp.: ?20°C
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 244.94499
• Heavy Atom Count: 10
• Complexity: 145

Purity/Quality:

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

1-Azido-4-iodobenzene solution 0.5 M in tert-butyl methyl ether, ≥95% (HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 1939309
• Hazard Codes: F,T
• Statements: 11-38-48/23/24/25
• Safety Statements: 16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1N=[N+]=[N-])I

Technology Process of 1-Azido-4-iodobenzene

There total 7 articles about 1-Azido-4-iodobenzene 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%

p-aminoiodobenzene (540-37-4) → 1-azido-4-iodo-benzene (53694-87-4)

Guidance literature:

p-aminoiodobenzene; With trifluoroacetic acid; sodium nitrite; at 0 ℃; for 0.5h;

With sodium azide; In water; at 0 ℃; for 1h;

Reference yield: 81.0%

4-((di(tert-butyl)(4-(dimethylamino)phenyl)phosphanylidene)triazen-1-yl)-1-iodobenzene → 1-azido-4-iodo-benzene (53694-87-4)

Guidance literature:

With sulfur; In tetrahydrofuran; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1021/acs.orglett.8b01692

Reference yield: 70.0%

para-diiodobenzene (624-38-4,1032416-46-8) → 1-azido-4-iodo-benzene (53694-87-4)

Guidance literature:

With copper(I) oxide; sodium azide; tetraethylammonium L-prolinate; In ethanol; ethylene glycol; at 95 ℃; for 1.5h;

DOI:10.1016/j.tetlet.2014.10.045

upstream raw materials:

p-aminoiodobenzene

ammonia

4-iodophenylboronic acid

para-diiodobenzene

Downstream raw materials:

1-[4-(iodo)phenyl]-4-acetyl-5-methyl-1,2,3-triazole

7-{3-[1-(4-iodophenyl)-1H-[1,2,3]triazol-4-yl]phenylcarbamoyl}heptanoic acid methyl ester

[3-(azidomethyl)phenyl](4-methoxyphenyl)iodonium tosylate

4-azidophenyl(4-methoxyphenyl)iodonium chloride

Refernces

• 1、 Hosoya, Takamitsu,Sakata, Yuki,Yoshida, Suguru. "Synthesis of Azidoanilines by the Buchwald-Hartwig Amination". . p. 15674 - 15688. Retrieved 2021/11/16.
• 2、 Almasri, Joseph,D'Souza, Amber,Dukhande, Vikas V.,Farrales, Pamela,Gnanmony, Manu,Gupta, Vivek,Juang, Daniel,Kabir, Abbas,Kanabar, Dipti,Muth, Aaron,Shukla, Snehal,Torrents, Nicolas. "Optimizing the aryl-triazole of cjoc42 for enhanced gankyrin binding and anti-cancer activity". supporting information. . Retrieved 2020/07/10.