2-(4-Methylphenyl)propanal

Base Information

• Chemical Name: 2-(4-Methylphenyl)propanal
• CAS No.: 99-72-9
• Deprecated CAS: 33596-66-6
• Molecular Formula: C₁₀H₁₂O
• Molecular Weight: 148.205
• European Community (EC) Number: 202-782-0
• UNII: QCM2X1V31N
• DSSTox Substance ID: DTXSID6052665
• Nikkaji Number: J35.361B
• Wikidata: Q27287193
• Metabolomics Workbench ID: 46026
• Mol file: 99-72-9.mol

Synonyms:2-(p-tolyl)propionic aldehyde;4-methylhydratropaldehyde;p-methylhydratropaldehyde;para-methylhydratropaldehyde

Chemical Property of 2-(4-Methylphenyl)propanal

Chemical Property:

• Vapor Pressure: 0.0851mmHg at 25°C
• Refractive Index: 1.5003 (estimate)
• Boiling Point: 226.8 ºCat 760 mmHg
• Flash Point: 101 ºC
• Density: 0.967 g/cm³
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 148.088815002
• Heavy Atom Count: 11
• Complexity: 123

Purity/Quality:

97% ^*data from raw suppliers

2-P-TOLYL-PROPIONALDEHYDE 95.00% ^*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)C=O
• Uses: 2-(4-Methylphenyl)propanal is used as a reactant in the asymmetric synthesis of α-branched homoallylic aldehydes.

Technology Process of 2-(4-Methylphenyl)propanal

There total 53 articles about 2-(4-Methylphenyl)propanal 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: 93.4%

1-ethenyl-4-methylbenzene (622-97-9,24936-41-2) + carbon monoxide (201230-82-2) → 2-(4-methylphenyl)propanal (33596-66-6,122091-53-6,122091-55-8,99-72-9) + 3-(4-methylphenyl)propionaldehyde (5406-12-2)

Guidance literature:

With hydrogen; In tetrahydrofuran; at 45 ℃; for 14h; under 51716.2 Torr; regioselective reaction; Autoclave; Inert atmosphere; Green chemistry;

DOI:10.1039/c6ra03859j

Reference yield: 80.0%

4-tolyl iodide (624-31-7) + allyl alcohol (107-18-6) → 2-(4-methylphenyl)propanal (33596-66-6,122091-53-6,122091-55-8,99-72-9) + 3-(4-methylphenyl)propionaldehyde (5406-12-2)

Guidance literature:

With N-benzyl-N,N,N-triethylammonium chloride; palladium diacetate; sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 40 ℃; for 24h;

DOI:10.1016/j.tet.2011.12.060

Reference yield: 75.0%

4-tolyl iodide (624-31-7) + allyl alcohol (107-18-6) → 2-(4-methylphenyl)propanal (33596-66-6,122091-53-6,122091-55-8,99-72-9) + 3-(4-methylphenyl)propionaldehyde (5406-12-2) + 3-(4-methylphenyl)acrylaldehyde (1504-75-2)

Guidance literature:

With dichloro(1,5-cyclooctadiene)palladium(II); sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 85 ℃; for 5h; Reagent/catalyst; Inert atmosphere;

DOI:10.1016/j.tet.2017.03.034

upstream raw materials:

1-methyl-4-isopropyl-1,3-cyclohexadiene

ethyl β-methyl-β-(p-methylphenyl)glycidate

2-(4-methylphenyl)-1,2-propanediol

limonene.

Downstream raw materials:

para-cymen-9-ol

2-p-tolyl-propionaldehyde

2-p-tolyl-propionaldehyde-semicarbazone

α,4-Dimethylbenzenebutanol