Benzaldehyde, 4-[(4-methylphenyl)azo]-

Base Information

• Chemical Name: Benzaldehyde, 4-[(4-methylphenyl)azo]-
• CAS No.: 19036-38-5
• Molecular Formula: C14H12N2O
• Molecular Weight: 224.262
• Mol file: 19036-38-5.mol

Synonyms:

Chemical Property of Benzaldehyde, 4-[(4-methylphenyl)azo]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzaldehyde, 4-[(4-methylphenyl)azo]-

There total 10 articles about Benzaldehyde, 4-[(4-methylphenyl)azo]- 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: 89.0%

4-methyl-4′-(trimethylstannyl)azobenzene (1556876-56-2) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 4-formyl-4‘-methylazobenzene (19036-38-5)

Guidance literature:

4-methyl-4′-(trimethylstannyl)azobenzene; With methyllithium; In tetrahydrofuran; diethyl ether; at -78 ℃; for 0.1h; Schlenk technique; Inert atmosphere;

N,N-dimethyl-formamide; In tetrahydrofuran; diethyl ether; at -78 - 20 ℃; for 72.25h; Schlenk technique; Inert atmosphere;

DOI:10.1002/chem.201500003

Reference yield:

1-methyl-4-nitrobenzene (99-99-0) → 4-formyl-4‘-methylazobenzene (19036-38-5)

Guidance literature:

With iron(II) oxalate; at 210 - 280 ℃;

DOI:10.1039/j39680000119

Reference yield:

p-aminoiodobenzene (540-37-4) → 4-formyl-4‘-methylazobenzene (19036-38-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: Oxone / dichloromethane; water / 4 h / 20 °C

1.2: 16 h / 20 °C

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 0.17 h / 150 °C / Sealed tube; Inert atmosphere; Glovebox; Microwave irradiation

3.1: methyllithium / tetrahydrofuran; diethyl ether / 0.1 h / -78 °C / Schlenk technique; Inert atmosphere

3.2: 72.25 h / -78 - 20 °C / Schlenk technique; Inert atmosphere

With Oxone; tetrakis(triphenylphosphine) palladium⁽⁰⁾; methyllithium; In tetrahydrofuran; diethyl ether; dichloromethane; water; toluene;

DOI:10.1002/chem.201500003

upstream raw materials:

1-methyl-4-nitrobenzene

1,2-bis(4-methylphenyl)diazene oxide

<<(4-nitrophenyl)methyl>sulphonyl>acetic acid

p-toluidine

Refernces

• 1、 Riad, Y.,Asaad, A. Naguib,Nahas, Hind Moustafa El,Madkour, A. Emad El Din. "Mechanism of the Reaction of Sodium Hydroxide and Nitrobenzylsulphones". . p. 157 - 172. Retrieved 2007/10/03.