BENZENEACETALDEHYDE

Base Information

• Chemical Name: BENZENEACETALDEHYDE
• CAS No.: 144164-15-8
• Molecular Formula: C₁₀H₁₂O
• Molecular Weight: 148.205
• Mol file: 144164-15-8.mol

Synonyms:(3,5-Dimethylphenyl)acetaldehyde

Chemical Property of BENZENEACETALDEHYDE

Chemical Property:

• PSA: 52.90000
• LogP: 3.92870

Purity/Quality:

99% ^*data from raw suppliers

2-(3,5-Dimethylphenyl)acetaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-(3,5-Dimethylphenyl)acetaldehyde can be prepared to use as antifungal agents.

Technology Process of BENZENEACETALDEHYDE

There total 3 articles about BENZENEACETALDEHYDE 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: 73.0%

vinylene carbonate (872-36-6) + 3,5-dimethylphenyl boronic acid (172975-69-8) → 2-(3,5-dimethylphenyl)acetaldehyde (144164-15-8)

Guidance literature:

3,5-dimethylphenyl boronic acid; With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; tetrahydroxydiboron; 1,3-bis(bis(4-methoxyphenyl)phosphino)propane; Hexamethylbenzene; In 1,2-dichloro-ethane; at 25 ℃; for 0.0166667h; Schlenk technique; Inert atmosphere;

vinylene carbonate; In water; at 90 ℃; for 1h; Sealed tube;

DOI:10.1002/anie.201906148

Reference yield:

1-(2-methoxyvinyl)-3,5-dimethylbenzene → 2-(3,5-dimethylphenyl)acetaldehyde (144164-15-8)

Guidance literature:

With toluene-4-sulfonic acid; In water; acetonitrile; at 0 - 20 ℃; for 14h;

DOI:10.1002/ejoc.201700277

Reference yield:

3,5-dimethylbenzaldehyde (5779-95-3) → 2-(3,5-dimethylphenyl)acetaldehyde (144164-15-8)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 2 h / 0 - 20 °C

2: toluene-4-sulfonic acid / water; acetonitrile / 14 h / 0 - 20 °C

With toluene-4-sulfonic acid; In tetrahydrofuran; water; acetonitrile; 1: |Wittig Olefination;

DOI:10.1002/ejoc.201700277

upstream raw materials:

3,5-dimethylbenzaldehyde

vinylene carbonate

3,5-dimethylphenyl boronic acid

Downstream raw materials:

C₁₅H₁₈O₂

Refernces

• 1、 Ezawa, Masatoshi,Togo, Hideo. "One-Pot Preparation of C1-Homologated Aliphatic Nitriles from Aldehydes through a Wittig Reaction under Metal-Cyanide-Free Conditions". . p. 2379 - 2384. Retrieved 2017/05/01.