2-Methyl-2-[(4-methylphenyl)sulfanyl]propanal

Base Information

• Chemical Name: 2-Methyl-2-[(4-methylphenyl)sulfanyl]propanal
• CAS No.: 110452-12-5
• Molecular Formula: C11H14OS
• Molecular Weight: 194.29300
• DSSTox Substance ID: DTXSID10377674
• Wikidata: Q82166985
• Mol file: 110452-12-5.mol

Synonyms:110452-12-5;2-methyl-2-[(4-methylphenyl)sulfanyl]propanal;Propanal, 2-methyl-2-[(4-methylphenyl)thio]-;2-methyl-2-(4-methylphenyl)sulfanylpropanal;DTXSID10377674;2-Methyl-2-(p-tolylthio)propanal;MFCD00243427;AKOS005080405;CS-0339384;12K-036

Chemical Property of 2-Methyl-2-[(4-methylphenyl)sulfanyl]propanal

Chemical Property:

• Boiling Point: 82 °C(Press: 0.6 Torr)
• PSA: 42.37000
• Density: 1.05±0.1 g/cm3(Predicted)
• LogP: 3.06460
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 194.07653624
• Heavy Atom Count: 13
• Complexity: 169

Purity/Quality:

99% ^*data from raw suppliers

2-Methyl-2-[(4-methylphenyl)sulfanyl]propanal ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Methyl-2-[(4-methylphenyl)sulfanyl]propanal

There total 5 articles about 2-Methyl-2-[(4-methylphenyl)sulfanyl]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: 94.0%

N-<2-(4-methylphenylthio)-2-methylpropylidene>-2-methyl-2-propylamine (110466-23-4) → 2-methyl-2-(4-methylphenylsulfanyl)-propionaldehyde (110452-12-5)

Guidance literature:

With oxalic acid; In water; for 24h; Ambient temperature;

DOI:10.1055/s-1987-27870

Reference yield: 92.0%

2-methyl-1-(trimethylsilyloxy)-1-propene (6651-34-9) + para-thiocresol (106-45-6) → 2-methyl-2-(4-methylphenylsulfanyl)-propionaldehyde (110452-12-5)

Guidance literature:

para-thiocresol; With sulfuryl dichloride; triethylamine; In pentane; at 0 - 20 ℃; for 3h;

2-methyl-1-(trimethylsilyloxy)-1-propene; In tetrahydrofuran; pentane; at -78 ℃; for 3h; Further stages.;

DOI:10.1039/b606882k

Reference yield:

di(p-tolyl) disulfide (103-19-5) → 2-methyl-2-(4-methylphenylsulfanyl)-propionaldehyde (110452-12-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) diisopropylamine, n-butyllithium / 1.) hexane, diethyl ether, -10 deg C, 30 min; 2.) diethyl ether, -78 deg C, 2 h; room temp., 12 h

2: 94 percent / oxalic acid / H₂O / 24 h / Ambient temperature

With n-butyllithium; oxalic acid; diisopropylamine; In water;

DOI:10.1055/s-1987-27870

upstream raw materials:

N-<2-(4-methylphenylthio)-2-methylpropylidene>-2-propylamine

N-<2-(4-methylphenylthio)-2-methylpropylidene>-2-methyl-2-propylamine

2-methyl-1-(trimethylsilyloxy)-1-propene

para-thiocresol

Downstream raw materials:

ethyl 3-hydroxy-4-methyl-4-(4'-methylphenylthio)pentanoate

3-hydroxy-4-methyl-4-(4'-methylphenyl)sulfanyl-pentanamide

3-hydroxy-4-methyl-4-(4'-methylphenylthio)pentanoic acid

Refernces

• 1、 Baldenius, Kai-U.,Kagan, Henri B.. "Synthesis of new optically active sulfoxides with chelating properties". . p. 597 - 610. Retrieved 2007/10/02.