2,2,4-Trimethylcyclopentanone

Base Information

• Chemical Name: 2,2,4-Trimethylcyclopentanone
• CAS No.: 28056-54-4
• Deprecated CAS: 80055-02-3
• Molecular Formula: C8H14 O
• Molecular Weight: 126.199
• Hs Code.: 2914299000
• European Community (EC) Number: 248-802-1
• DSSTox Substance ID: DTXSID60871359
• Nikkaji Number: J250.639D
• Mol file: 28056-54-4.mol

Synonyms:2,2,4-Trimethylcyclopentanone;28056-54-4;2,2,4-Trimethylcyclopentan-1-one;Cyclopentanone, 2,2,4-trimethyl-;EINECS 248-802-1;2,2,4-TRIMETHYLCYCLOPENTANONE (5,5-D2);SCHEMBL2904914;2,2,4-Trimethyl cyclopentanone;2,2,4-trimethyl-cyclopentanone;DTXSID60871359;MFCD00019312;AKOS025295048;CS-0450402;FT-0638750;T1719;T72217

Chemical Property of 2,2,4-Trimethylcyclopentanone

Chemical Property:

• Melting Point: -40.6°C
• Refractive Index: 1.4290 to 1.4310
• Boiling Point: 158°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:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC(=O)C(C1)(C)C

Technology Process of 2,2,4-Trimethylcyclopentanone

There total 22 articles about 2,2,4-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: 95.0%

3,5,5-trimethylcyclopenten-2-one (24156-95-4) → 2,2,4-trimethylcyclopentan-1-one (28056-54-4)

Guidance literature:

With 10% palladium on carbon; hydrogen; In ethanol;

DOI:10.1002/hlca.200900231

Reference yield:

1-Hydroxy-2.2.4-trimethyl-cyclopentan-carbonsaeure-(1) (99183-18-3) → 2,2,4-trimethylcyclopentan-1-one (28056-54-4)

Guidance literature:

With lead(IV) acetate; In benzene;

DOI:10.1021/ja00712a033

Reference yield:

3,5,5-Trimethylcyclohex-2-en-1-one (78-59-1) → 2,2,4-trimethylcyclopentan-1-one (28056-54-4)

Guidance literature:

Multi-step reaction with 4 steps

2: aq. HCl

3: NaOH

4: Pb(OAc)4 / benzene

With lead(IV) acetate; hydrogenchloride; sodium hydroxide; In benzene;

DOI:10.1021/ja00712a033

upstream raw materials:

3,5,5-trimethylcyclopenten-2-one

3-methyl-cyclopentanone

diethyl ether

sodium tert-pentoxide

Downstream raw materials:

3,3,5-Trimethyl-2-phenylacetyl-cyclopentanon

Refernces

• 1、 Sato, Tadashi,Watanabe, Masami,Watanabe, Toshiyuki,Onoda, Yasuo,Murayama, Eigoro. "Trisubstituted Stannyllithium as a Double Electron Equivalent. Reaction with α,β-Enones". . p. 1894 - 1899. Retrieved 2007/10/02.