2,4-Dimethylcyclopentanone

Base Information

• Chemical Name: 2,4-Dimethylcyclopentanone
• CAS No.: 1121-33-1
• Molecular Formula: C₇H₁₂O
• Molecular Weight: 112.172
• UNII: 283VFU1TGR
• DSSTox Substance ID: DTXSID90920662
• Nikkaji Number: J110.422E
• Mol file: 1121-33-1.mol

Synonyms:2,4-Dimethylcyclopentanone;2,4-dimethylcyclopentan-1-one;1121-33-1;Cyclopentanone, 2,4-dimethyl-;283VFU1TGR;2,4-DIMETHYLCYCLOPENTANONE (2,5,5-D3);UNII-283VFU1TGR;2,4-dimethyl-cyclopentanone;1.3-Dimethylcyclopentanon-4;SCHEMBL1608535;DTXSID90920662;dl-2,4-Dimethylcyclopentanone,c&t;AKOS006282589;FT-0696626

Chemical Property of 2,4-Dimethylcyclopentanone

Chemical Property:

• Vapor Pressure: 3.12mmHg at 25°C
• Boiling Point: 154.8°Cat760mmHg
• Flash Point: 41.7°C
• PSA: 17.07000
• Density: 0.895g/cm³
• LogP: 1.62150
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 112.088815002
• Heavy Atom Count: 8
• Complexity: 107

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,4-Dimethylcyclopentanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Solvents -> Ketones (
• Canonical SMILES: CC1CC(C(=O)C1)C

Technology Process of 2,4-Dimethylcyclopentanone

There total 17 articles about 2,4-Dimethylcyclopentanone 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:

5-methylcyclohex-2-en-1-one (7214-50-8) → (2R,4R)-2,4-Dimethyl-cyclopentanone (1121-33-1,6672-40-8,51548-09-5,51548-10-8,128946-90-7,128946-91-8,132202-05-2,132202-06-3) + 3-Methylcyclohexanone (591-24-2,625-96-7)

Guidance literature:

With (trimethylstannyl)lithium; trimethylsilyl trifluoromethanesulfonate; water; Yield given. Multistep reaction. Yields of byproduct given; 2.) -78 deg C, 180 min;

DOI:10.1039/c39890000153

Reference yield:

2-Methylcyclopentanone (1120-72-5) + methyl iodide (74-88-4) → 2,2-dimethylcyclopentanone (4541-32-6) + 2,5-dimethylcyclopentanone (4041-09-2) + 2,4-dimethylcyclopentanone (1121-33-1,6672-40-8)

Guidance literature:

With (2-pyrr)2Mg electrogenerated base; In N,N,N,N,N,N-hexamethylphosphoric triamide; 1,2-dimethoxyethane; at -50 ℃; for 1.5h; Product distribution; other temperatures, time, recyclization;

DOI:10.1080/00397919808005077

Reference yield:

5-methylcyclopent-2-en-1-one (14963-40-7) → (2R,4R)-2,4-Dimethyl-cyclopentanone (1121-33-1,6672-40-8,51548-09-5,51548-10-8,128946-90-7,128946-91-8,132202-05-2,132202-06-3) + (2R,4S)-2,4-Dimethyl-cyclopentanone (1121-33-1,6672-40-8,51548-09-5,51548-10-8,128946-90-7,128946-91-8,132202-05-2,132202-06-3)

Guidance literature:

In tetrahydrofuran; at -78 ℃; for 0.5h; Yield given. Yields of byproduct given;

DOI:10.1016/S0040-4039(00)80116-1

upstream raw materials:

1-hydroxy-2,4-dimethyl-cyclopentanecarboxylic acid

3,5-dimethyl-2-cyclopenten-1-one

5-methylcyclohex-2-en-1-one

lithium trimethylstannyl

Downstream raw materials:

1-ethynyl-2,4-dimethyl-cyclopentanol

2,4-Dimethyl-1-phenylcyclopentane

2,4-Dimethyl-1-p-tolylcyclopentane

3,5-dimethyl-2-(1-phenylsulfonyl-2-pyrrolyl)cyclopentanone ethylene acetal