Acetaldehyde, (3-methylphenoxy)- (9CI)

Base Information

• Chemical Name: Acetaldehyde, (3-methylphenoxy)- (9CI)
• CAS No.: 176851-48-2
• Molecular Formula: C9H10 O2
• Molecular Weight: 150.177
• Mol file: 176851-48-2.mol

Synonyms:Acetaldehyde,(3-methylphenoxy)- (9CI)

Chemical Property of Acetaldehyde, (3-methylphenoxy)- (9CI)

Chemical Property:

• PSA: 26.30000
• LogP: 1.57270

Purity/Quality:

(3-METHYLPHENOXY)ACETALDEHYDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Acetaldehyde, (3-methylphenoxy)- (9CI)

There total 8 articles about Acetaldehyde, (3-methylphenoxy)- (9CI) 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: 6.0%

2-hydroxyethyl m-tolyl ether (13605-19-1) → 2-(3-methylphenoxy)acetaldehyde (176851-48-2)

Guidance literature:

2-hydroxyethyl m-tolyl ether; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 0.5h; Inert atmosphere;

With triethylamine; In dichloromethane; Inert atmosphere;

DOI:10.1021/ja511014w

Reference yield:

1-allyloxy-3-methylbenzene (1758-10-7) → 2-(3-methylphenoxy)acetaldehyde (176851-48-2)

Guidance literature:

With dimethylsulfide; ozone; Yield given. Multistep reaction; 1.) CH₂Cl₂, MeOH, -40 deg C, 2.) -40 deg C to room temp.;

DOI:10.1007/BF00807397

Reference yield:

3-methyl-phenol (108-39-4) → 2-(3-methylphenoxy)acetaldehyde (176851-48-2)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / acetone / 20 °C

2: osmium(VIII) oxide; sodium periodate; 2,6-dimethylpyridine / 1,4-dioxane; water / 3 h / 20 °C

With 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; potassium carbonate; In 1,4-dioxane; water; acetone;

DOI:10.1021/ol3030023

upstream raw materials:

3-methylphenoxyacetaldehyde diethyl acetal

3-m-Tolyloxy-propane-1,2-diol

1-allyloxy-3-methylbenzene

3-methyl-phenol

Downstream raw materials:

3-methylphenoxyacetaldehyde cyanohydrin

(2S)-1-(isopropylamino)-3-(3-methylphenoxy)propan-2-ol

(S)-1-nitro-3-(m-tolyloxy)propan-2-ol

Acetic acid (S)-1-cyano-2-m-tolyloxy-ethyl ester

Refernces

• 1、 White, James D.,Shaw, Subrata. "A new catalyst for the asymmetric Henry reaction: Synthesis of β-nitroethanols in high enantiomeric excess". . p. 6270 - 6273. Retrieved 2013/02/23.
• 2、 Ohta, Hiromichi,Miyamae, Yoshitaka,Tsuchihashi, Gen-ichi. "Formation of Optically Active Aryloxyacetaldehyde Cyanohydrin Acetates with the Aid of a Microorganism". . p. 215 - 222. Retrieved 2007/10/02.