2,2,5,5-Tetramethylcyclopentanone

Base Information

• Chemical Name: 2,2,5,5-Tetramethylcyclopentanone
• CAS No.: 4541-35-9
• Molecular Formula: C9H16O
• Molecular Weight: 140.225
• Hs Code.: 2914299000
• European Community (EC) Number: 861-079-2
• DSSTox Substance ID: DTXSID30196506
• Nikkaji Number: J110.533G
• Wikidata: Q63392231
• Mol file: 4541-35-9.mol

Synonyms:2,2,5,5-Tetramethylcyclopentanone;4541-35-9;2,2,5,5-tetramethylcyclopentan-1-one;2,2,5,5,-Tetramethylcyclopentanone;Cyclopentanone, 2,2,5,5-tetramethyl-;2,2,5,5-Tetramethyl-cyclopentanone;SCHEMBL2692984;DTXSID30196506;2,2,5,5-tetramethycyclopentanone;2,2,5,5-Tetramethyl cyclopentanone;1.1.3.3-Tetramethylcyclopentanon-2;AKOS006271807;2,2,5,5-tetramethyl-cyclopentan-1-one;FT-0635352;E73027;EN300-310568;Q63392231

Chemical Property of 2,2,5,5-Tetramethylcyclopentanone

Chemical Property:

• Vapor Pressure: 1.35mmHg at 25°C
• Boiling Point: 172.1°Cat760mmHg
• Flash Point: 51°C
• PSA: 17.07000
• Density: 0.865g/cm³
• LogP: 2.40170
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 140.120115130
• Heavy Atom Count: 10
• Complexity: 148

Purity/Quality:

99% ^*data from raw suppliers

2,2,5,5-Tetramethylcyclopentanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCC(C1=O)(C)C)C

Technology Process of 2,2,5,5-Tetramethylcyclopentanone

There total 2 articles about 2,2,5,5-Tetramethylcyclopentanone 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: 31.0%

3,5-dimethyl-4-<(2,2,5,5-tetramethylcyclopentylidene)amino>aniline (143142-54-5) → 2,2,5,5-tetramethylcyclopentanone (4541-35-9) + 2,6-dimethyl-1,4-benzoquinone (527-61-7) + 2,2,5,5-Tetramethylcyclopentanone imine (64273-88-7)

Guidance literature:

With sodium dichromate; sulfuric acid; for 48h;

Reference yield:

2-Methylcyclopentanone (1120-72-5) + methyl iodide (74-88-4) → 2,2-dimethylcyclopentanone (4541-32-6) + 2,5-dimethylcyclopentanone (4041-09-2) + 2,2,5-trimethylcyclopentanone (4573-09-5) + 2,2,5,5-tetramethylcyclopentanone (4541-35-9)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1055/s-1998-1668

Reference yield: 41.0%

2,2,5,5-tetramethylcyclopentanone (4541-35-9) + benzylacrylate (2495-35-4,25036-21-9) → C19H26O3

Guidance literature:

With iron(III) chloride; In acetonitrile; at 60 ℃; for 36h; Inert atmosphere; Irradiation;

DOI:10.1021/acscatal.1c02285

upstream raw materials:

3,5-dimethyl-4-<(2,2,5,5-tetramethylcyclopentylidene)amino>aniline

2-Methylcyclopentanone

methyl iodide

Downstream raw materials:

2,2,5-trimethyl-4-hexenal

2,2,5,5-tetramethyl-1-(phenylselenomethyl)cyclopentanol

2,2,5,5-tetramethylcyclopentanone (triphenylphosphoranylidene)hydrazone

2,2,5,5-tetramethylcyclopent-1-yl p-toluenesulfonate

Refernces

• 1、 Knorr, Rudolf,Hintermeyer-Hilpert, Monika,Mehlstaeubl, Johann,Hoang, Thi Phung,Neuner, Brigitte,Boehrer, Petra. "(E/Z) Equilibria, 16. Lone Electron Pair Donor Quality of the Imino Function: Synthesis and Reactivity of Sterically Strongly Congested Iminocyclopentanes". . p. 211 - 216. Retrieved 2007/10/02.