2-Cyclohexen-1-one, 3-(4-methyl-3-pentenyl)-

Base Information

• Chemical Name: 2-Cyclohexen-1-one, 3-(4-methyl-3-pentenyl)-
• CAS No.: 51577-40-3
• Molecular Formula: C12H18O
• Molecular Weight: 178.274
• DSSTox Substance ID: DTXSID90443008
• Mol file: 51577-40-3.mol

Synonyms:51577-40-3;2-Cyclohexen-1-one, 3-(4-methyl-3-pentenyl)-;DTXSID90443008

Chemical Property of 2-Cyclohexen-1-one, 3-(4-methyl-3-pentenyl)-

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 178.135765193
• Heavy Atom Count: 13
• Complexity: 242

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCCC1=CC(=O)CCC1)C

Technology Process of 2-Cyclohexen-1-one, 3-(4-methyl-3-pentenyl)-

There total 3 articles about 2-Cyclohexen-1-one, 3-(4-methyl-3-pentenyl)- 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: 86.0%

1-bromo-4-methylpent-3-ene (2270-59-9) + 3-Ethoxycyclohex-2-en-1-one (5323-87-5) → 3-(4-methylpent-3-enyl)cyclohex-2-enone (51577-40-3)

Guidance literature:

1-bromo-4-methylpent-3-ene; With magnesium; In diethyl ether; at 20 ℃;

3-Ethoxycyclohex-2-en-1-one; In tetrahydrofuran; diethyl ether; at 0 - 20 ℃;

DOI:10.1002/chem.200901577

Reference yield: 70.0%

3-Ethoxycyclohex-2-en-1-one (5323-87-5) + 4-methyl-3-pentenylmagnesium bromide (37586-57-5) → 3-(4-methylpent-3-enyl)cyclohex-2-enone (51577-40-3)

Guidance literature:

In diethyl ether; for 1.3h; Heating;

DOI:10.1021/jo951532e

Reference yield:

1-bromo-4-methylpent-3-ene (2270-59-9) + 3-Ethoxycyclohex-2-en-1-one (5323-87-5) → 3-(tert-butyl)cyclohex-2-en-1-one (17299-35-3) + 3-(4-methylpent-3-enyl)cyclohex-2-enone (51577-40-3)

Guidance literature:

With tert.-butyl lithium; Multistep reaction. Yields of byproduct given; 1) ether, pentane, -23 deg C, 2 h; 2) ether, pentane, -78 deg C, 50 min;

DOI:10.1021/jo9706335

upstream raw materials:

3-Ethoxycyclohex-2-en-1-one

4-methyl-3-pentenylmagnesium bromide

1-bromo-4-methylpent-3-ene

Downstream raw materials:

6-[1-Hydroxy-1-methyl-2-(tetrahydro-pyran-2-yloxy)-ethyl]-3-(4-methyl-pent-3-enyl)-cyclohex-2-enone

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

2-(Diethoxy-phosphoryloxy)-6-methyl-6-(4-methyl-pent-3-enyl)-cyclohex-1-enecarboxylic acid methyl ester

2,6-Dimethyl-6-(4-methyl-pent-3-enyl)-cyclohex-1-enecarboxylic acid methyl ester