5-BROMO-2-IODOBENZALDEHYDE

Base Information

• Chemical Name: 5-BROMO-2-IODOBENZALDEHYDE
• CAS No.: 689291-89-2
• Molecular Formula: C7H4 Br I O
• Molecular Weight: 310.917
• Hs Code.: 2913000090
• Mol file: 689291-89-2.mol

Synonyms:5-Bromo-2-iodobenzaldehyde

Chemical Property of 5-BROMO-2-IODOBENZALDEHYDE

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 89-90oC
• Boiling Point: 312.152oC at 760 mmHg
• Flash Point: 142.585oC
• PSA: 17.07000
• Density: 2.231
• LogP: 2.86620
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

99% ^*data from raw suppliers

5-Bromo-2-iodobenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5-Bromo-2-iodobenzaldehyde is a useful synthetic intermediate. It is used to prepare aza-fused polycyclic quinolines via copper-catalyzed cascade intermolecular condensation. It is also used in the synthesis of oxoindenopyrroles via copper-catalyzed tandem cycloaddition and coupling of iodoarylynones with isocyanides.

Technology Process of 5-BROMO-2-IODOBENZALDEHYDE

There total 9 articles about 5-BROMO-2-IODOBENZALDEHYDE 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%

(5-bromo-2-iodo-phenyl)-methanol (199786-58-8) → 5-bromo-2-iodobenzaldehyde (689291-89-2)

Guidance literature:

With dipyridinium dichromate; In dichloromethane; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1021/ol8009623

Reference yield: 96.0%

4-bromo-1-iodobenzoic acid ethyl ester (450412-27-8) → 5-bromo-2-iodobenzaldehyde (689291-89-2)

Guidance literature:

4-bromo-1-iodobenzoic acid ethyl ester; With diisobutylaluminium hydride; In tetrahydrofuran; at 20 ℃; for 0.75h; Inert atmosphere; Cooling with ice;

With pyridinium chlorochromate; In dichloromethane; at 20 ℃;

DOI:10.1039/c2dt32422a

Reference yield:

5-bromo-2-iodo-benzoic acid (21740-00-1) → 5-bromo-2-iodobenzaldehyde (689291-89-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sulfuric acid / Reflux; Inert atmosphere

2.1: diisobutylaluminium hydride / tetrahydrofuran; dichloromethane / 0 - 20 °C / Inert atmosphere

2.2: 0 °C / Inert atmosphere

3.1: dipyridinium dichromate / dichloromethane / 4 h / 20 °C / Inert atmosphere

With dipyridinium dichromate; sulfuric acid; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.tet.2010.11.012

upstream raw materials:

(5-bromo-2-iodo-phenyl)-methanol

5-bromo-2-iodo-benzoic acid methyl ester

5-bromo-2-iodo-benzoic acid

anthranilic acid

Downstream raw materials:

C₄₂H₅₀Si₄

C₃₀H₁₈

C₆₂H₄₂O₈

2,5-diethynylbenzaldehyde

Refernces

• 1、 Caspers, Lucien D.,Spils, Julian,Damrath, Mattis,Lork, Enno,Nachtsheim, Boris J.. "One-Pot Synthesis and Conformational Analysis of Six-Membered Cyclic Iodonium Salts". . p. 9161 - 9178. Retrieved 2020/08/14.
• 2、 -. "ISOQUINOLINE DERIVATIVES AS PERK INHIBITORS". Page/Page column 81-82. . Retrieved 2018/02/17.