2-[Bis(methylsulfanyl)methylidene]-4-methyl-1-phenylpent-4-en-1-one

Base Information

• Chemical Name: 2-[Bis(methylsulfanyl)methylidene]-4-methyl-1-phenylpent-4-en-1-one
• CAS No.: 116145-44-9
• Molecular Formula: C₁₅H₁₈OS₂
• Molecular Weight: 278.439
• DSSTox Substance ID: DTXSID80553584
• Mol file: 116145-44-9.mol

Synonyms:116145-44-9;2-[Bis(methylsulfanyl)methylidene]-4-methyl-1-phenylpent-4-en-1-one;DTXSID80553584

Chemical Property of 2-[Bis(methylsulfanyl)methylidene]-4-methyl-1-phenylpent-4-en-1-one

Chemical Property:

• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 278.07990754
• Heavy Atom Count: 18
• Complexity: 332

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-[Bis(methylsulfanyl)methylidene]-4-methyl-1-phenylpent-4-en-1-one

There total 1 articles about 2-[Bis(methylsulfanyl)methylidene]-4-methyl-1-phenylpent-4-en-1-one 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:

methyl 3-oxo-3-phenylpropanedithioate (20365-21-3) + 3-Chloro-2-methylpropene (563-47-3) → 2-(Bis-methylsulfanyl-methylene)-4-methyl-1-phenyl-pent-4-en-1-one (116145-44-9)

Guidance literature:

With 1.) base; Yield given. Multistep reaction;

DOI:10.1016/S0040-4020(01)87716-4

Reference yield:

2-(Bis-methylsulfanyl-methylene)-4-methyl-1-phenyl-pent-4-en-1-one (116145-44-9) → (E)-3-benzylidene-5,5-dimethyl-γ-butyrolactone (101458-39-3)

Guidance literature:

Multi-step reaction with 3 steps

1: NaBH₄ / ethanol / 0.75 h / Heating

2: BF₃*Et₂O / Heating

3: 75 percent / phosphoric acid, formic acid / 4 h / 90 °C

With sodium tetrahydroborate; formic acid; phosphoric acid; boron trifluoride diethyl etherate; In ethanol;

DOI:10.1016/S0040-4020(01)87716-4

Reference yield:

2-(Bis-methylsulfanyl-methylene)-4-methyl-1-phenyl-pent-4-en-1-one (116145-44-9) → methyl 2-isobutenylcinnamate (116145-61-0)

Guidance literature:

Multi-step reaction with 2 steps

1: NaBH₄ / ethanol / 0.75 h / Heating

2: BF₃*Et₂O / Heating

With sodium tetrahydroborate; boron trifluoride diethyl etherate; In ethanol;

DOI:10.1016/S0040-4020(01)87716-4

upstream raw materials:

methyl 3-oxo-3-phenylpropanedithioate

3-Chloro-2-methylpropene

Downstream raw materials:

2-(Bis-methylsulfanyl-methylene)-4-methyl-1-phenyl-pent-4-en-1-ol

(E)-3-benzylidene-5,5-dimethyl-γ-butyrolactone

methyl 2-isobutenylcinnamate