3-(2,4,6-Trimethylphenyl)prop-2-enal

Base Information

• Chemical Name: 3-(2,4,6-Trimethylphenyl)prop-2-enal
• CAS No.: 131534-70-8
• Molecular Formula: C12H14O
• Molecular Weight: 174.243
• DSSTox Substance ID: DTXSID10376743
• Mol file: 131534-70-8.mol

Synonyms:3-(2,4,6-trimethylphenyl)prop-2-enal;DTXSID10376743;FT-0772644

Chemical Property of 3-(2,4,6-Trimethylphenyl)prop-2-enal

Chemical Property:

• Vapor Pressure: 0.00214mmHg at 25°C
• Refractive Index: 1.556
• Boiling Point: 289.9 °C at 760 mmHg
• Flash Point: 112.2 °C
• PSA: 17.07000
• Density: 0.986 g/cm³
• LogP: 2.82390
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 174.104465066
• Heavy Atom Count: 13
• Complexity: 183

Purity/Quality:

99% ^*data from raw suppliers

(2E)-3-(2,4,6-trimethylphenyl)prop-2-enal ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1)C)C=CC=O)C

Technology Process of 3-(2,4,6-Trimethylphenyl)prop-2-enal

There total 7 articles about 3-(2,4,6-Trimethylphenyl)prop-2-enal 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: 74.0%

1-(2,4,6-trimethylphenyl)prop-2-en-1-ol (1051488-22-2) → mesytaldehyde (487-68-3) + E-3-(2,4,6-trimethylphenyl)propenal (131534-70-8)

Guidance literature:

With periodic acid; pyridinium chlorochromate; In acetonitrile; at 0 - 20 ℃; for 2h; stereoselective reaction;

DOI:10.1016/j.tetlet.2016.07.076

Reference yield: 66.0%

(2E)-3-(2,4,6-trimethylphenyl)-2-propen-1-ol (287929-73-1) → E-3-(2,4,6-trimethylphenyl)propenal (131534-70-8)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; at 20 ℃; for 3.5h;

DOI:10.1021/jacs.5b01899

Reference yield: 64.0%

2-vinyl-1,3-dioxolane (3984-22-3) + 2,4,6-trimethylphenyl bromide (576-83-0) → E-3-(2,4,6-trimethylphenyl)propenal (131534-70-8) + 3-(2,4,6-trimethyl-phenyl)-propionic acid 2-hydroxy-ethyl ester

Guidance literature:

2-vinyl-1,3-dioxolane; 2,4,6-trimethylphenyl bromide; With potassium carbonate; Pd-Tedicyp catalyst; In N,N-dimethyl-formamide; at 110 ℃; for 20h;

With hydrogenchloride; In N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2004.09.061

upstream raw materials:

2-vinyl-1,3-dioxolane

2,4,6-trimethylphenyl bromide

(E)-ethyl 3-mesitylacrylate

(2E)-3-(2,4,6-trimethylphenyl)-2-propen-1-ol

Downstream raw materials:

(E)-2-(buta-1,3-dien-1-yl)-1,3,5-trimethylbenzene

Refernces

• 1、 Gan, Xiaotang,Fu, Zuqi,Liu,Yan, Yani,Chen, Chao,Zhou, Yongbo,Dong, Jianyu. "Phosphorous acid promoted isomerization of propargyl alcohols to α,β-unsaturated carbonyl compounds". . . Retrieved 2019/07/12.
• 2、 Reichl, Kyle D.,Dunn, Nicole L.,Fastuca, Nicholas J.,Radosevich, Alexander T.. "Biphilic organophosphorus catalysis: Regioselective reductive transposition of allylic bromides via PIII/PV redox cycling". . p. 5292 - 5295. Retrieved 2015/05/13.