8-(Benzenesulfonyl)-8-(prop-2-en-1-yl)-1,4-dioxaspiro[4.5]dec-6-ene

Base Information

• Chemical Name: 8-(Benzenesulfonyl)-8-(prop-2-en-1-yl)-1,4-dioxaspiro[4.5]dec-6-ene
• CAS No.: 81841-92-1
• Molecular Formula: C17H20O4S
• Molecular Weight: 320.409
• DSSTox Substance ID: DTXSID70528509
• Mol file: 81841-92-1.mol

Synonyms:81841-92-1;DTXSID70528509;8-(Benzenesulfonyl)-8-(prop-2-en-1-yl)-1,4-dioxaspiro[4.5]dec-6-ene;8-allyl-8-(phenylsulfonyl)-1,4-dioxaspiro[4.5]dec-6-ene

Chemical Property of 8-(Benzenesulfonyl)-8-(prop-2-en-1-yl)-1,4-dioxaspiro[4.5]dec-6-ene

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 320.10823029
• Heavy Atom Count: 22
• Complexity: 534

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCC1(CCC2(C=C1)OCCO2)S(=O)(=O)C3=CC=CC=C3

Technology Process of 8-(Benzenesulfonyl)-8-(prop-2-en-1-yl)-1,4-dioxaspiro[4.5]dec-6-ene

There total 2 articles about 8-(Benzenesulfonyl)-8-(prop-2-en-1-yl)-1,4-dioxaspiro[4.5]dec-6-ene 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: 77.0%

4,4-(ethylenedioxy)-1-(phenylsulfonyl)cyclohexene (81841-89-6) + allyl bromide (106-95-6) → 6,6-(ethylenedioxy)-3-allyl-3-(phenylsulfonyl)cyclohexene (81841-92-1)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)86766-0

Reference yield:

PVS (5535-48-8) → 6,6-(ethylenedioxy)-3-allyl-3-(phenylsulfonyl)cyclohexene (81841-92-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 2.) p-toluenesulfonic acid / 1.) benzene, reflux, 28 h, 2.) benzene, reflux, 23 h

2: 1.) NaH / 1.) DMF, 2.) 3.5 h

With sodium hydride; toluene-4-sulfonic acid;

DOI:10.1021/jo00173a040

Reference yield: 95.0%

6,6-(ethylenedioxy)-3-allyl-3-(phenylsulfonyl)cyclohexene (81841-92-1) → 4-allyl-4-(phenylsulfonyl)-2-cyclohexenone (81842-31-1)

Guidance literature:

With pyridinium p-toluenesulfonate; In acetone; for 3h; Heating;

DOI:10.1021/jo00173a040

upstream raw materials:

4,4-(ethylenedioxy)-1-(phenylsulfonyl)cyclohexene

allyl bromide

PVS

Downstream raw materials:

4-allyl-4-(phenylsulfonyl)-2-cyclohexenone