2,6-Dimethyl-8-(4-methylbenzene-1-sulfonyl)octa-2,6-dien-1-ol

Base Information

• Chemical Name: 2,6-Dimethyl-8-(4-methylbenzene-1-sulfonyl)octa-2,6-dien-1-ol
• CAS No.: 70238-35-6
• Molecular Formula: C17H24O3S
• Molecular Weight: 308.442
• DSSTox Substance ID: DTXSID00706313
• Mol file: 70238-35-6.mol

Synonyms:70238-35-6;DTXSID00706313;2,6-Dimethyl-8-(4-methylbenzene-1-sulfonyl)octa-2,6-dien-1-ol

Chemical Property of 2,6-Dimethyl-8-(4-methylbenzene-1-sulfonyl)octa-2,6-dien-1-ol

Chemical Property:

• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 308.14461580
• Heavy Atom Count: 21
• Complexity: 461

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: CC1=CC=C(C=C1)S(=O)(=O)CC=C(C)CCC=C(C)CO

Technology Process of 2,6-Dimethyl-8-(4-methylbenzene-1-sulfonyl)octa-2,6-dien-1-ol

There total 18 articles about 2,6-Dimethyl-8-(4-methylbenzene-1-sulfonyl)octa-2,6-dien-1-ol 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: 87.0%

ethyl (2E,6E)-2,6-dimethyl-8-(4-methylbenzenesulfonyl)-2,6-octadienoate → (2E,6E)-3,7-dimethyl-1-(4-methylbenzenesulfonyl)-2,6-octadien-8-ol (70238-35-6)

Guidance literature:

With lithium aluminium tetrahydride; aluminium trichloride; In diethyl ether; at 0 ℃; for 5h;

DOI:10.1021/jo00043a014

Reference yield:

3,7-dimethyl-1-(p-toluenesulfonyl)-2(E),6-octadiene (53254-60-7) → (2E,6E)-3,7-dimethyl-1-(4-methylbenzenesulfonyl)-2,6-octadien-8-ol (70238-35-6)

Guidance literature:

Multi-step reaction with 5 steps

1: Ca(OCl)2, dry ice / CH₂Cl₂; H₂O / 10 °C

2: ethanol; H₂O / Ambient temperature

3: 40 percent peracetic acid, Na₂CO₃ / CH₂Cl₂ / 0.5 h

4: ethyl acetate / 0.5 h / 40 - 50 °C

5: Zn dust / acetic acid; H₂O / Ambient temperature

With peracetic acid; calcium hypochlorite; Methamphetamin; sodium carbonate; zinc; In ethanol; dichloromethane; water; acetic acid; ethyl acetate;

DOI:10.1246/cl.1986.2035

Reference yield:

1-((Z)-6-Benzenesulfinyl-3,7-dimethyl-octa-2,7-diene-1-sulfonyl)-4-methyl-benzene (94853-06-2) → (2E,6Z)-2,6-Dimethyl-8-(toluene-4-sulfonyl)-octa-2,6-dien-1-ol (70238-35-6,70645-66-8,70238-36-7)

Guidance literature:

With phosphorous acid trimethyl ester; In methanol; at 20 ℃; for 48h; Yield given;

DOI:10.1016/S0040-4020(01)91499-1

upstream raw materials:

1-((Z)-6-Benzenesulfinyl-3,7-dimethyl-octa-2,7-diene-1-sulfonyl)-4-methyl-benzene

1-((Z)-3,7-Dimethyl-6-phenylsulfanyl-octa-2,7-diene-1-sulfonyl)-4-methyl-benzene

neryl p-tolyl sulfone

(Z)-2,6-Dimethyl-3-phenylsulfanyl-8-(toluene-4-sulfonyl)-oct-6-en-2-ol

Downstream raw materials:

(2E,6Z)-2,6-Dimethyl-8-(toluene-4-sulfonyl)-octa-2,6-dienal

1-((2E,6E)-8-Bromo-3,7-dimethyl-octa-2,6-diene-1-sulfonyl)-4-methyl-benzene

(2E,6E)-2,6-Dimethyl-8-(toluene-4-sulfonyl)-octa-2,6-dienal

{(2R,3R)-2-Methyl-3-[(E)-3-methyl-5-(toluene-4-sulfonyl)-pent-3-enyl]-oxiranyl}-methanol