5-Methyl-5-(4-methyl-3-pentenyl)-2-cyclohexene-1-one

Base Information

• Chemical Name: 5-Methyl-5-(4-methyl-3-pentenyl)-2-cyclohexene-1-one
• CAS No.: 851074-46-9
• Molecular Formula: C13H20O
• Molecular Weight: 192.301
• DSSTox Substance ID: DTXSID701209458
• Nikkaji Number: J2.720.424D
• Mol file: 851074-46-9.mol

Synonyms:DTXSID701209458;5-Methyl-5-(4-methyl-3-pentenyl)-2-cyclohexene-1-one;5-Methyl-5-(4-methyl-3-penten-1-yl)-2-cyclohexen-1-one;851074-46-9

Chemical Property of 5-Methyl-5-(4-methyl-3-pentenyl)-2-cyclohexene-1-one

Chemical Property:

• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 192.151415257
• Heavy Atom Count: 14
• Complexity: 269

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=CCCC1(CC=CC(=O)C1)C)C

Technology Process of 5-Methyl-5-(4-methyl-3-pentenyl)-2-cyclohexene-1-one

There total 6 articles about 5-Methyl-5-(4-methyl-3-pentenyl)-2-cyclohexene-1-one 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: 78.0%

(+/-)-3-methyl-3-(4-methyl-3-pentenyl)cyclohexanone (49749-51-1) → 5-methyl-5-(4-methylpent-3-enyl)-2-cyclohexen-1-one (851074-46-9)

Guidance literature:

With 4-methylmorpholine N-oxide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dimethyl sulfoxide; at 45 ℃; for 17h;

DOI:10.1002/ejoc.200800574

Reference yield: 65.0%

C15H24O2 (1159912-22-7) → 5-methyl-5-(4-methylpent-3-enyl)-2-cyclohexen-1-one (851074-46-9)

Guidance literature:

C₁₅H₂₄O₂; With diisobutylaluminium hydride; In dichloromethane; at 20 ℃;

With hydrogenchloride; In dichloromethane; water; acetone; for 0.25h;

DOI:10.1016/j.tetlet.2009.03.040

Reference yield:

3-methylcyclohexen-2-one (1193-18-6) + 4-methyl-3-pentenylmagnesium bromide (37586-57-5) → 5-methyl-5-(4-methylpent-3-enyl)-2-cyclohexen-1-one (851074-46-9)

Guidance literature:

3-methylcyclohexen-2-one; 4-methyl-3-pentenylmagnesium bromide; With copper(l) iodide; In tetrahydrofuran; at -30 ℃;

With IBX*NMO; In dimethyl sulfoxide; at 45 ℃; for 20h;

DOI:10.1021/ol702827x

upstream raw materials:

(+/-)-3-methyl-3-(4-methyl-3-pentenyl)cyclohexanone

3-methylcyclohexen-2-one

4-methyl-3-pentenylmagnesium bromide

1-bromo-4-methylpent-3-ene