4-Acetyl-1-methylcyclohexene

Base Information

• Chemical Name: 4-Acetyl-1-methylcyclohexene
• CAS No.: 6090-09-1
• Deprecated CAS: 70286-20-3,1353039-22-1
• Molecular Formula: C9H14O
• Molecular Weight: 138.21
• Hs Code.: 2914299000
• European Community (EC) Number: 833-278-4
• NSC Number: 632952
• UNII: X7R8GY320M
• DSSTox Substance ID: DTXSID20867915
• Nikkaji Number: J47.859H
• Wikidata: Q67866106
• Metabolomics Workbench ID: 46042
• ChEMBL ID: CHEMBL1990994
• Mol file: 6090-09-1.mol

Synonyms:4-acetyl-1-methylcyclohexene;AMCH cpd

Chemical Property of 4-Acetyl-1-methylcyclohexene

Chemical Property:

• Vapor Pressure: 0.568mmHg at 25°C
• Refractive Index: 1.4710 (589.3 nm 20℃)
• Boiling Point: 189.499 °C at 760 mmHg
• Flash Point: 76.667 °C
• PSA: 17.07000
• Density: 0.928 g/cm³
• LogP: 2.32180
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 138.104465066
• Heavy Atom Count: 10
• Complexity: 168

Purity/Quality:

97% ^*data from raw suppliers

1-(4-methylcyclohex-3-en-1-yl)ethanone 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CCC(CC1)C(=O)C
• Uses: 1-(4-methyl-3-cyclohexen-1-yl)ethanone is an essential oil found in Cedrus atlantica wood and orange peels.

Technology Process of 4-Acetyl-1-methylcyclohexene

There total 54 articles about 4-Acetyl-1-methylcyclohexene 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: 97.0%

methyl vinyl ketone (78-94-4,25038-87-3) + isoprene (78-79-5,9003-31-0) → (+-)-4-acetyl-1-methylcyclohexene (6090-09-1)

Guidance literature:

With C₃₆H₄₇AlClN₂O⁽¹⁺⁾*C₂₄H₁₂BCl₈^(1-); In dichloromethane; at 20 ℃; for 12h; Reagent/catalyst; Schlenk technique;

DOI:10.1039/c6dt04213a

Reference yield: 93.0%

1-(4-methyl-3-cyclohexen-1-yl)ethanol (55511-67-6) → (+-)-4-acetyl-1-methylcyclohexene (6090-09-1)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 0 - 20 ℃; for 2h;

DOI:10.1016/j.phytochem.2017.09.017

Reference yield: 90.7%

(2RS,3SR) 3-diphenylphosphinoyl-2-(4-methylcyclohex-3-enyl)-6-methylhept-5-en-2-ol → (Z)-α-bisabolene (29837-07-8) + (+-)-4-acetyl-1-methylcyclohexene (6090-09-1)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 70 ℃; for 1h;

upstream raw materials:

(4R)-limonene 1,2-epoxide

D-limonene

1-((1R,3S,4S)-4-Hydroxy-4-methyl-3-phenylselanyl-cyclohexyl)-ethanone

cis-(R)-limonene oxide

Downstream raw materials:

(+)-(1'R,6S)-α-Bisabolol

(R,Z)-methyl 3-(4-methyl-3-cyclohexenyl)-2-butenoate

(R,E)-methyl 3-(4-methyl-3-cyclohexenyl)-2-butenoate

Trifluoro-methanesulfonic acid 1-((R)-4-methyl-cyclohex-3-enyl)-vinyl ester