cis-4-(1,5-Dimethyl-4-hexen-1-yl)-1-methyl-2-cyclohexen-1-ol

Base Information

• Chemical Name: cis-4-(1,5-Dimethyl-4-hexen-1-yl)-1-methyl-2-cyclohexen-1-ol
• CAS No.: 58334-55-7
• Molecular Formula: C₁₅H₂₆O
• Molecular Weight: 222.371
• Mol file: 58334-55-7.mol

Synonyms:cis-4-(1,5-Dimethyl-4-hexen-1-yl)-1-methyl-2-cyclohexen-1-ol;58334-55-7

Chemical Property of cis-4-(1,5-Dimethyl-4-hexen-1-yl)-1-methyl-2-cyclohexen-1-ol

Chemical Property:

• Boiling Point: 304.1±21.0 °C(Predicted)
• PKA: 14.75±0.40(Predicted)
• Density: 0.914±0.06 g/cm3(Predicted)
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 222.198365449
• Heavy Atom Count: 16
• Complexity: 273

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(CCC=C(C)C)C1CCC(C=C1)(C)O
• Isomeric SMILES: CC(CCC=C(C)C)[C@H]1CC[C@@](C=C1)(C)O

Technology Process of cis-4-(1,5-Dimethyl-4-hexen-1-yl)-1-methyl-2-cyclohexen-1-ol

There total 33 articles about cis-4-(1,5-Dimethyl-4-hexen-1-yl)-1-methyl-2-cyclohexen-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: 63.0%

4-(6-methyl-5-hepten-2-yl)-2-cyclohexen-1-one (1723-80-4) + methyllithium (917-54-4) → cis-4-(6-methyl-5-hepten-2-yl)-1-methyl-2-cyclohexen-1-ol (1723-81-5,58334-55-7,72346-44-2,72346-45-3,72346-46-4,72346-47-5,81873-85-0,87680-38-4,87680-39-5,109216-30-0,109216-31-1) + zingiberenol (1723-81-5,58334-55-7,72346-44-2,72346-45-3,72346-46-4,72346-47-5,81873-85-0,87680-38-4,87680-39-5,109216-30-0,109216-31-1)

Guidance literature:

With lithium bromide; In diethyl ether; -75 deg C -> RT, RT, 8 h;

Reference yield: 63.0%

4-(6-methyl-5-hepten-2-yl)-2-cyclohexen-1-one (1723-80-4) + methyllithium (917-54-4) → cis-4-(6-methyl-5-hepten-2-yl)-1-methyl-2-cyclohexen-1-ol (1723-81-5,58334-55-7,72346-44-2,72346-45-3,72346-46-4,72346-47-5,81873-85-0,87680-38-4,87680-39-5,109216-30-0,109216-31-1) + zingiberenol (1723-81-5,58334-55-7,72346-44-2,72346-45-3,72346-46-4,72346-47-5,81873-85-0,87680-38-4,87680-39-5,109216-30-0,109216-31-1)

Guidance literature:

With lithium bromide; In diethyl ether; -75 deg C -> RT, RT, 8 h;

Reference yield: 26.0%

4-(6-methyl-5-hepten-2-yl)-2-cyclohexen-1-one (1723-80-4) + methyllithium (917-54-4) → (1R,4R)-1-methyl-4-(6-methylhept-5-en-2-yl)cyclohex-2-enol (1723-81-5,58334-55-7,72346-44-2,72346-45-3,72346-46-4,72346-47-5,81873-85-0,87680-38-4,87680-39-5,109216-30-0,109216-31-1) + (1S,4R)-4-(1,5-Dimethyl-hex-4-enyl)-1-methyl-cyclohex-2-enol (1723-81-5,58334-55-7,72346-44-2,72346-45-3,72346-46-4,72346-47-5,81873-85-0,87680-38-4,87680-39-5,109216-30-0,109216-31-1)

Guidance literature:

In diethyl ether; for 11h; Ambient temperature;

DOI:10.1021/jo00173a040

upstream raw materials:

methyl magnesium iodide

4-(6-methyl-5-hepten-2-yl)-2-cyclohexen-1-one

2-bromo-6-methylhept-5-ene

6.10-Dimethyl-2-oxo-undec-9-en-5-carbonsaeure-aethylester

Downstream raw materials:

4-[3-(3,3-dimethyloxiran-2-yl)-1-methylpropyl]-1-methylcyclohex-2-en-1-ol

racemic zingiberene

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