12-OH-Egb

Base Information

• Chemical Name: 12-OH-Egb
• CAS No.: 99112-26-2
• Molecular Formula: C₁₅H₂₄O
• Molecular Weight: 220.355
• Hs Code.: 2906199090
• Nikkaji Number: J2.380.055A
• Metabolomics Workbench ID: 168861
• Mol file: 99112-26-2.mol

Synonyms:12-hydroxy-E-gamma-bisabolene;12-OH-EGB

Chemical Property of 12-OH-Egb

Chemical Property:

• Vapor Pressure: 1.02E-05mmHg at 25°C
• Boiling Point: 332.8°Cat760mmHg
• Flash Point: 125.3°C
• PSA: 20.23000
• Density: 0.945g/cm³
• LogP: 4.15190
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 220.182715385
• Heavy Atom Count: 16
• Complexity: 318

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CCC(=C(C)CCC=C(C)CO)CC1
• Isomeric SMILES: CC1=CC/C(=C(\C)/CC/C=C(\C)/CO)/CC1

Technology Process of 12-OH-Egb

There total 7 articles about 12-OH-Egb 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:

4-methyl-3-cyclohexen-1-one (5259-65-4) → 12-hydroxy-(E)-γ-bisabolene (99112-26-2)

Guidance literature:

Multi-step reaction with 9 steps

1: 1.) NaH / 1.) DME, below 20 deg C, 2a) 4 h, below 10 deg C, 2b) 1 h, 60 deg C

2: 82 percent / LAH, ethyl alcohol reagent / diethyl ether / 0.5 h / 0 - 5 °C

3: CH₂Cl₂ / 0.5 h / 0 - 10 °C

4: 1.) sodium / 1.) benzene, 2.) benzene, DMF, 16 h, reflux

5: 84 percent / NaCl / dimethylsulfoxide; H₂O / 8 h / 160 - 165 °C

6: 80 percent / LAH, ethyl alcohol reagent / diethyl ether

7: 78 percent / pyridinium chlorochromate / CH₂Cl₂ / 4 h / 10 °C

8: 1.) NaH / 1.) THF, below 20 deg C, 2a) THF, below 10 deg C, 2b) THF, 60 deg C

9: 82 percent / LAH, ethyl alcohol reagent / diethyl ether

With lithium aluminium tetrahydride; ethanol; sodium; sodium hydride; pyridinium chlorochromate; sodium chloride; In diethyl ether; dichloromethane; water; dimethyl sulfoxide;

Reference yield:

4-methyl-1-<1'-(3''-oxopropyl)ethylidene>-cyclohex-3-ene (53585-11-8) → 12-hydroxy-(E)-γ-bisabolene (99112-26-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH / 1.) THF, below 20 deg C, 2a) THF, below 10 deg C, 2b) THF, 60 deg C

2: 82 percent / LAH, ethyl alcohol reagent / diethyl ether

With lithium aluminium tetrahydride; ethanol; sodium hydride; In diethyl ether;

Reference yield:

4-methyl-1-(2'-hydroxymethyl)ethylidene-3-cyclohexene (110299-93-9) → 12-hydroxy-(E)-γ-bisabolene (99112-26-2)

Guidance literature:

Multi-step reaction with 7 steps

1: CH₂Cl₂ / 0.5 h / 0 - 10 °C

2: 1.) sodium / 1.) benzene, 2.) benzene, DMF, 16 h, reflux

3: 84 percent / NaCl / dimethylsulfoxide; H₂O / 8 h / 160 - 165 °C

4: 80 percent / LAH, ethyl alcohol reagent / diethyl ether

5: 78 percent / pyridinium chlorochromate / CH₂Cl₂ / 4 h / 10 °C

6: 1.) NaH / 1.) THF, below 20 deg C, 2a) THF, below 10 deg C, 2b) THF, 60 deg C

7: 82 percent / LAH, ethyl alcohol reagent / diethyl ether

With lithium aluminium tetrahydride; ethanol; sodium; sodium hydride; pyridinium chlorochromate; sodium chloride; In diethyl ether; dichloromethane; water; dimethyl sulfoxide;

upstream raw materials:

4-methyl-3-cyclohexen-1-one

4-methyl-1-<1'-(3''-oxopropyl)ethylidene>-cyclohex-3-ene

4-methyl-1-(2'-hydroxymethyl)ethylidene-3-cyclohexene

4-methyl-1-<1'-(3''-hydroxypropyl)ethylidene>-cyclohex-3-ene

Refernces