2-Cyclohexen-1-one, 4-(1-methylethenyl)-, (R)-

Base Information

• Chemical Name: 2-Cyclohexen-1-one, 4-(1-methylethenyl)-, (R)-
• CAS No.: 89002-23-3
• Molecular Formula: C9H12O
• Molecular Weight: 136.194
• Mol file: 89002-23-3.mol

Synonyms:

Chemical Property of 2-Cyclohexen-1-one, 4-(1-methylethenyl)-, (R)-

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Cyclohexen-1-one, 4-(1-methylethenyl)-, (R)-

There total 9 articles about 2-Cyclohexen-1-one, 4-(1-methylethenyl)-, (R)- 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: 79.0%

(1R,4R)-4-isopropenyl-2-cyclohexen-1-ol (89002-21-1) → (R)-(+)-4-(2-propenyl)-2-cyclohexen-1-one (89002-23-3)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1246/cl.1983.1533

Reference yield:

(S)-cyclohex-2-en-1-ol (6426-26-2) → (R)-(+)-4-(2-propenyl)-2-cyclohexen-1-one (89002-23-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 74 percent / t-BuOOH / VO(acac)2 / benzene / 5 h / Heating

2: Et₃N / CH₂Cl₂ / 4 h / temperature: -30 deg C to r.t.

3: 68 percent / NaI / acetone / 5 h / Heating

4: 48 percent / 1,5-diazabicyclo<5.4.0.>undec-5-ene / tetrahydrofuran / 5 h / Heating

5: diethyl ether / 2 h / -78 - -40 °C / further organocuprates; variation of solvents, temperatures and time

6: 79 percent / pyridinium chlorochromate / CH₂Cl₂ / 2 h / Ambient temperature

With tert.-butylhydroperoxide; triethylamine; pyridinium chlorochromate; sodium iodide; 1,5-Diazabicyclo[5.4.0]undec-5-ene; bis(acetylacetonate)oxovanadium; In tetrahydrofuran; diethyl ether; dichloromethane; acetone; benzene;

DOI:10.1246/cl.1983.1533

Reference yield:

tert-Butyl-((R)-6-isopropenyl-1-oxa-spiro[2.5]oct-4-en-2-yloxy)-dimethyl-silane (499106-04-6) → (R)-(+)-4-(2-propenyl)-2-cyclohexen-1-one (89002-23-3)

Guidance literature:

With sodium periodate; hydrogen fluoride; In water; acetonitrile; at 25 ℃; Yield given;

DOI:10.1021/jo00284a011

upstream raw materials:

tert-Butyl-((R)-6-isopropenyl-1-oxa-spiro[2.5]oct-4-en-2-yloxy)-dimethyl-silane

(1R,4R)-4-isopropenyl-2-cyclohexen-1-ol

(1S,2S,6R)-7-oxabicyclo[4.1.0]heptan-2-ol

(S)-cyclohex-2-en-1-ol

Downstream raw materials:

(R)-1-[1,3]Dithian-2-yl-4-isopropenyl-cyclohex-2-enol

(S)-(+)-4-isopropenyl-3-methyl-2-cyclohexen-1-one

(R)-4-(2-Methyl-oxiranyl)-cyclohex-2-enone

(4R)-1-(1,3-dithianyl)-4-(2-(2-hydroxypropanyl))-2-cyclohexen-1-ol