3,3-Dimethyl-2-[(phenylsulfanyl)methyl]cyclohex-1-ene-1-carbaldehyde

Base Information

• Chemical Name: 3,3-Dimethyl-2-[(phenylsulfanyl)methyl]cyclohex-1-ene-1-carbaldehyde
• CAS No.: 81053-99-8
• Molecular Formula: C16H20OS
• Molecular Weight: 260.4
• DSSTox Substance ID: DTXSID00508450
• Wikidata: Q82365375
• Mol file: 81053-99-8.mol

Synonyms:81053-99-8;DTXSID00508450;3,3-Dimethyl-2-[(phenylsulfanyl)methyl]cyclohex-1-ene-1-carbaldehyde;3,3-dimethyl-2-(phenylsulfanyl-methyl)-cyclohexene-1-carbaldehyde;3,3-dimethyl-2-[(phenylsulfanyl)methyl]-1-cyclohexene-1-carbaldehyde

Chemical Property of 3,3-Dimethyl-2-[(phenylsulfanyl)methyl]cyclohex-1-ene-1-carbaldehyde

Chemical Property:

• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 260.12348643
• Heavy Atom Count: 18
• Complexity: 324

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCCC(=C1CSC2=CC=CC=C2)C=O)C

Technology Process of 3,3-Dimethyl-2-[(phenylsulfanyl)methyl]cyclohex-1-ene-1-carbaldehyde

There total 2 articles about 3,3-Dimethyl-2-[(phenylsulfanyl)methyl]cyclohex-1-ene-1-carbaldehyde 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:

6-(butylsulfanyl-methylene)-2,2-dimethyl-cyclohexanone (67218-06-8) + (phenylthio)methyllithium (13307-75-0) → 3,3-Dimethyl-2-phenylsulfanylmethyl-cyclohex-1-enecarbaldehyde (81053-99-8)

Guidance literature:

With water; Multistep reaction;

DOI:10.1016/S0040-4039(01)82086-4

Reference yield:

2,2-dimethyl-cyclohexanone (1193-47-1) → 3,3-Dimethyl-2-phenylsulfanylmethyl-cyclohex-1-enecarbaldehyde (81053-99-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) NaH

2: 2) H+/H₂O, HgCl₂

With water; hydrogen cation; sodium hydride; mercury dichloride;

DOI:10.1021/jo00185a047

Reference yield: 90.0%

3,3-Dimethyl-2-phenylsulfanylmethyl-cyclohex-1-enecarbaldehyde (81053-99-8) → 2-Benzenesulfinylmethyl-3,3-dimethyl-cyclohex-1-enecarbaldehyde (81054-00-4)

Guidance literature:

With sodium periodate;

DOI:10.1021/jo00185a047

upstream raw materials:

6-(butylsulfanyl-methylene)-2,2-dimethyl-cyclohexanone

(phenylthio)methyllithium

2,2-dimethyl-cyclohexanone

Downstream raw materials:

(3,3-Dimethyl-2-phenylsulfanylmethyl-cyclohex-1-enyl)-methanol

2-Benzenesulfinylmethyl-3,3-dimethyl-cyclohex-1-enecarbaldehyde

7,7-dimethyl-1-(phenylthio)-4,5,6,7-tetrahydroisobenzofuran

1-Hydroxymethyl-3,3-dimethyl-2-methylen-cyclohexen-⁽⁶⁾