2,4,4-Trimethylcyclohexanone

Base Information

• Chemical Name: 2,4,4-Trimethylcyclohexanone
• CAS No.: 2230-70-8
• Molecular Formula: C9H16 O
• Molecular Weight: 140.225
• Hs Code.: 2914299000
• European Community (EC) Number: 817-564-6
• DSSTox Substance ID: DTXSID60870948
• Nikkaji Number: J421.605I
• Mol file: 2230-70-8.mol

Synonyms:2,4,4-Trimethylcyclohexanone;2,4,4-trimethylcyclohexan-1-one;2230-70-8;Cyclohexanone, 2,4,4-trimethyl-;SCHEMBL2691037;1.1.3-Trimethylcyclohexanon-4;DTXSID60870948;2,4,4-trimethyl-1-cyclohexanone;2,4,4-trimethyl-cyclohexan-1-one;CAA23070;AKOS015907291;AT33108;LS-57366;CS-0265593;EN300-99462;Z1330860174

Chemical Property of 2,4,4-Trimethylcyclohexanone

Chemical Property:

• Vapor Pressure: 0.526mmHg at 25°C
• Melting Point: 32.57°C (estimate)
• Refractive Index: 1.4493
• Boiling Point: 191°Cat760mmHg
• Flash Point: 58.5°C
• PSA: 17.07000
• Density: 0.869g/cm³
• LogP: 2.40170
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 140.120115130
• Heavy Atom Count: 10
• Complexity: 147

Purity/Quality:

99% ^*data from raw suppliers

2,4,4-trimethylcyclohexan-1-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC(CCC1=O)(C)C

Technology Process of 2,4,4-Trimethylcyclohexanone

There total 17 articles about 2,4,4-Trimethylcyclohexanone 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%

4,4,6-trimethylcyclohex-2-en-1-one (13395-73-8) → 2,4,4-trimethyl-cyclohexanone (2230-70-8)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In diethyl ether; at 20 ℃; for 16h;

DOI:10.1021/acs.orglett.9b02601

Reference yield:

4,4-dimethylcyclohexane-1-one (4255-62-3) + methyl iodide (74-88-4) → 2,4,4-trimethyl-cyclohexanone (2230-70-8)

Guidance literature:

4,4-dimethylcyclohexane-1-one; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

methyl iodide; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 2h;

Reference yield:

(1S,5S,6S)-1-Methanesulfinyl-3,3,5-trimethyl-7-oxa-bicyclo[4.1.0]heptane → 2,4,4-trimethyl-cyclohexanone (2230-70-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / BF₃*Et₂O, NaI / acetonitrile / 0.17 h

2: Raney Nickel / ethanol; acetone / 12 h / Heating

With boron trifluoride diethyl etherate; sodium iodide; nickel; In ethanol; acetone; acetonitrile;

DOI:10.1016/S0040-4020(01)80698-0

upstream raw materials:

formic acid

1,5,5-trimethylcyclohexene

2,4,4-trimethyl-2-cyclohexenone

2,4,4-Trimethyl-cyclohexanol

Downstream raw materials:

4,4-dimethyl-6-oxo-heptanoic acid

C₁₇H₂₈N₃O₂P

lavanducyanin 3

(2,4,4-trimethyl-1-cyclohexen-1-yl)methanol