2,4,4-Trimethylcyclopentanone

Base Information

• Chemical Name: 2,4,4-Trimethylcyclopentanone
• CAS No.: 4694-12-6
• Deprecated CAS: 55130-95-5
• Molecular Formula: C8H14 O
• Molecular Weight: 126.199
• Hs Code.: 2914299000
• European Community (EC) Number: 225-155-3
• UNII: IRJ0Q2WNHK
• DSSTox Substance ID: DTXSID40871094
• Nikkaji Number: J297.894F
• Wikidata: Q27894777
• Metabolomics Workbench ID: 44743
• Mol file: 4694-12-6.mol

Synonyms:2,4,4-Trimethylcyclopentanone;4694-12-6;2,4,4-Trimethylcyclopentan-1-one;Cyclopentanone, 2,4,4-trimethyl-;IRJ0Q2WNHK;UNII-IRJ0Q2WNHK;SCHEMBL108518;1.1.3-Trimethylcyclopentanon-4;DTXSID40871094;CHEBI:172014;2,4,4-trimethyl-cyclopentan-1-one;EINECS 225-155-3;MFCD00019313;2,4,4-Trimethylcyclopentanone, 98%;AS-76751;CS-0214582;FT-0635397;(+/-)-2,4,4-TRIMETHYLCYCLOPENTANONE;EN300-181020;2,4,4-TRIMETHYLCYCLOPENTANONE, (+/-)-;Q27894777

Chemical Property of 2,4,4-Trimethylcyclopentanone

Chemical Property:

• Vapor Pressure: 2.13mmHg at 25°C
• Melting Point: -25.6°C
• Refractive Index: n20/D 1.432(lit.)
• Boiling Point: 162.8°Cat760mmHg
• Flash Point: 45.4°C
• PSA: 17.07000
• Density: 0.878g/cm³
• LogP: 2.01160
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 126.104465066
• Heavy Atom Count: 9
• Complexity: 136

Purity/Quality:

99% ^*data from raw suppliers

2,4,4-Trimethylcyclopentanone 95% ^*data from reagent suppliers

Safty Information:

• Statements: 10
• Safety Statements: 16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC(CC1=O)(C)C

Technology Process of 2,4,4-Trimethylcyclopentanone

There total 37 articles about 2,4,4-Trimethylcyclopentanone 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: 70.0%

isophorone oxide (10276-21-8) → 2,4,4-trimethylcyclopentan-1-one (4694-12-6) + 3,4,5-trimethylphenol (527-54-8) + 2-hydroxy-3,5,5-trimethylcyclohex-2-ene-1-one (4883-60-7)

Guidance literature:

With sulfuric acid; In 1,4-dioxane; 1) 20 deg C, 18 h, 2) 80-84 deg C, 3 h;

Reference yield: 52.0%

(+/-)-1,4,4-trimethyl-2-oxo-cyclopentanecarbaldehyde (10275-88-4) → 2,4,4-trimethylcyclopentan-1-one (4694-12-6) + 2-hydroxymethyl-2,4,4-trimethylcyclopentanone (104461-82-7)

Guidance literature:

With nickel; In tetrahydrofuran; water; at 20 ℃; for 1.5h;

DOI:10.1016/j.tet.2007.02.027

Reference yield:

isophorone oxide → 2,4,4-trimethylcyclopentan-1-one (4694-12-6) + 3,5,5-Trimethyl-1,2-cyclohexanedione (57696-89-6)

Guidance literature:

With boron trifluoride diethyl etherate; In benzene; at 20 ℃; for 0.166667h;

DOI:10.1002/(sici)1099-0690(200005)2000:10<1905::aid-ejoc1905>3.0.co;2-o

upstream raw materials:

isophorone oxide

trifluoroborane diethyl ether

benzene

5,5-dimethlycyclohex-2-en-1-one

Downstream raw materials:

cyclopentane, 1,1,3,4-tetramethyl-, cis-

1,1,3,3-tetramethyl-cyclopentane

1,1,3-trimethyl glutaric acid

2,2-dimethylsuccinic acid

Refernces

• 1、 Reusch,Johnson. "". . p. 1759. Retrieved 1962.
• 2、 Elings, Jacob A.,Lempers, Hans E. B.,Sheldon, Roger A.. "Solid-acid catalysed rearrangement of cyclic α,β-epoxy ketones". . p. 1905 - 1911. Retrieved 2007/10/03.
• 3、 Schultz, Arthur G.,Ravichandran, Ramanathan. "On the Intramolecular Reactivity of Azidoenones". . p. 5008 - 5009. Retrieved 2007/10/02.