2-Pentanone, 4-methyl-4-[(phenylmethyl)thio]-

Base Information

• Chemical Name: 2-Pentanone, 4-methyl-4-[(phenylmethyl)thio]-
• CAS No.: 19361-06-9
• Molecular Formula: C13H18OS
• Molecular Weight: 222.351
• DSSTox Substance ID: DTXSID10457622
• Wikidata: Q82280534
• Mol file: 19361-06-9.mol

Synonyms:2-Pentanone, 4-methyl-4-[(phenylmethyl)thio]-;19361-06-9;DTXSID10457622

Chemical Property of 2-Pentanone, 4-methyl-4-[(phenylmethyl)thio]-

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 222.10783637
• Heavy Atom Count: 15
• Complexity: 205

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)CC(C)(C)SCC1=CC=CC=C1

Technology Process of 2-Pentanone, 4-methyl-4-[(phenylmethyl)thio]-

There total 10 articles about 2-Pentanone, 4-methyl-4-[(phenylmethyl)thio]- 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: 98.0%

4-methyl-pent-3-en-2-one (141-79-7) + phenylmethanethiol (100-53-8) → 4-benzylsulfanyl-4-methyl-pentan-2-one (19361-06-9)

Guidance literature:

With bis(trifluoromethanesulfonyl)amide; In dichloromethane; at 20 ℃; for 0.166667h;

DOI:10.1021/ol034596h

Reference yield: 93.0%

2-[bis(benzylthio)methylene]-3-oxo-N-o-tolylbutanamide (875778-80-6) + 4-methyl-pent-3-en-2-one (141-79-7) → 4-benzylsulfanyl-4-methyl-pentan-2-one (19361-06-9)

Guidance literature:

With sodium hydroxide; In ethanol; at 20 ℃; for 0.916667h;

DOI:10.1055/s-2005-923602

Reference yield:

3-oxo-N-o-tolylbutanamide (93-68-5) → 4-benzylsulfanyl-4-methyl-pentan-2-one (19361-06-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / K₂CO₃ / 20 °C

2: 93 percent / NaOH / ethanol / 0.92 h / 20 °C

With sodium hydroxide; potassium carbonate; In ethanol; 2: thia-Michael addition;

DOI:10.1055/s-2005-923602

upstream raw materials:

β-benzylsulfanyl-isovaleraldehyde

4-methyl-pent-3-en-2-one

phenylmethanethiol

ethyl 2-acetyl-3-methylbut-2-enoate

Downstream raw materials:

4-methyl-4-benzylsulphonylpentan-2-one

4-benzylsulfanyl-4-methyl-pentan-2-ol

4-methyl-4-benzylsulphinylpentan-2-one

exo-5-benzylsulphinylbicyclo<2.2.1>hept-2-ene