3-Methyl-3-[(phenylmethyl)thio]butanal

Base Information

• Chemical Name: 3-Methyl-3-[(phenylmethyl)thio]butanal
• CAS No.: 100256-30-2
• Molecular Formula: C₁₂H₁₆OS
• Molecular Weight: 208.324
• DSSTox Substance ID: DTXSID901282618
• Mol file: 100256-30-2.mol

Synonyms:100256-30-2;DTXSID901282618;3-Methyl-3-[(phenylmethyl)thio]butanal

Chemical Property of 3-Methyl-3-[(phenylmethyl)thio]butanal

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 208.09218630
• Heavy Atom Count: 14
• Complexity: 171

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 3-Methyl-3-[(phenylmethyl)thio]butanal

There total 1 articles about 3-Methyl-3-[(phenylmethyl)thio]butanal 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: 60.0%

3,3-dimethyl acrylaldehyde (107-86-8) + phenylmethanethiol (100-53-8) → β-benzylsulfanyl-isovaleraldehyde (100256-30-2)

Guidance literature:

With piperidine; for 6.5h; Heating;

DOI:10.1021/jo015658p

Reference yield: 72.0%

β-benzylsulfanyl-isovaleraldehyde (100256-30-2) → 3-methyl-3-thiobenzylbutan-1-ol (74252-98-5)

Guidance literature:

With sodium tetrahydroborate; In methanol; diethyl ether; at 0 ℃; for 4h;

DOI:10.1021/jo015658p

Reference yield:

β-benzylsulfanyl-isovaleraldehyde (100256-30-2) → 3-benzylthio-3-methyl-1-butyl p-toluenesulfonate (74253-01-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 72 percent / NaBH₄ / diethyl ether; methanol / 4 h / 0 °C

2.1: BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

2.2: 95 percent / tetrahydrofuran; hexane / 0.5 h / 20 °C

With sodium tetrahydroborate; n-butyllithium; In tetrahydrofuran; methanol; diethyl ether; hexane;

DOI:10.1021/jo015658p

upstream raw materials:

3,3-dimethyl acrylaldehyde

phenylmethanethiol

Downstream raw materials:

2-amino-4-benzylsulfanyl-4-methyl-valeronitrile

4-benzylsulfanyl-4-methyl-pentan-2-one

3-methyl-3-thiobenzylbutan-1-ol

3-benzylthio-3-methyl-1-butyl p-toluenesulfonate