3-Methylcyclopentanone

Base Information

• Chemical Name: 3-Methylcyclopentanone
• CAS No.: 1757-42-2
• Molecular Formula: C₆H₁₀O
• Molecular Weight: 98.1448
• Hs Code.: 29142900
• European Community (EC) Number: 217-148-9
• NSC Number: 25212
• UNII: N603804P52
• DSSTox Substance ID: DTXSID201023930
• Nikkaji Number: J121.790I
• Wikidata: Q27284587
• Mol file: 1757-42-2.mol

Synonyms:3-methylcyclopentanone

Chemical Property of 3-Methylcyclopentanone

Chemical Property:

• Appearance/Colour: Colorless to pale yellow liquid.
• Vapor Pressure: 5.8mmHg at 25°C
• Melting Point: -58℃
• Refractive Index: n20/D 1.434(lit.)
• Boiling Point: 145 ºC
• Flash Point: 36 ºC
• PSA: 17.07000
• Density: 0.913
• LogP: 1.37550
• Storage Temp.: Flammables area
• Water Solubility.: soluble
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 98.073164938
• Heavy Atom Count: 7
• Complexity: 86.2

Purity/Quality:

99% ^*data from raw suppliers

3-Methylcyclopentanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R10:
• Hazard Codes: R10:
• Statements: 10
• Safety Statements: 16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Ketones (
• Canonical SMILES: CC1CCC(=O)C1
• Uses: 3-Methylcyclopentanone is a metabolite used for the synthesis of various pharmaceutical derivatives and was found to be a degredation product of Phytosterols.

Technology Process of 3-Methylcyclopentanone

There total 61 articles about 3-Methylcyclopentanone 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: 99.0%

1,5-Hexadien (592-42-7) → 3-methyl-cyclopentanone (1757-42-2,6195-92-2)

Guidance literature:

With Pd(II)(15-crown-5-phen)Cl₂; dinitrogen monoxide; In N,N-dimethyl acetamide; water; at 150 ℃; for 18h; under 2250.23 Torr;

Reference yield: 97.0%

5-Methylfurfural (620-02-0) → 3-methyl-cyclopentanone (1757-42-2,6195-92-2)

Guidance literature:

With hydrogen; In water; at 160 ℃; for 8h; under 30003 Torr; Autoclave;

DOI:10.1039/c5gc02528a

Reference yield: 94.0%

3-Methyl-2-cyclopenten-1-one (2758-18-1) → 3-methyl-cyclopentanone (1757-42-2,6195-92-2)

Guidance literature:

With nickel dichloride; zinc; In 2-methoxy-ethanol; water; at 30 ℃; for 1h; ultrasonic irradiation;

DOI:10.1016/S0040-4039(00)96120-3

upstream raw materials:

hexane-2,5-diol

3-methyladipic acid

(3R)-3-methylcyclohexanone

2-hydroxy-4-methyl-cyclopentanone

Downstream raw materials:

cis-1,3-dimethylcyclopentane

trans-1,3-dimethylcyclopentane

methyl-cyclopentane

1-anilino-3-methyl-cyclopentanecarbonitrile

Refernces

• 1、 Gautun, Hanna S. H.,Carlson, Rolf,Skancke, Per N.. "1,2- versus 1,4-addition to α-donor-cyclopenten-1-ones; a comparison of calculated and experimental data". . p. 1835 - 1840. Retrieved 1999.
• 2、 Fossey-Jouenne, Aurélie,Jongkind, Ewald P. J.,Mayol, Ombeline,Paul, Caroline E.,Vergne-Vaxelaire, Carine,Zaparucha, Anne. "Synthesis of Chiral Amines via a Bi-Enzymatic Cascade Using an Ene-Reductase and Amine Dehydrogenase". . . Retrieved 2021/12/23.
• 3、 -. "Method for preparing cyclopentanone compound by aqueous phase hydrogenation rearrangement of furfural and derivative thereof". Paragraph 0048-0052. . Retrieved 2021/01/20.