3-Methylcyclopentane-1,2-dione

Base Information

• Chemical Name: 3-Methylcyclopentane-1,2-dione
• CAS No.: 765-70-8
• Deprecated CAS: 79299-96-0
• Molecular Formula: C6H8O2
• Molecular Weight: 112.128
• Hs Code.: 29142900
• European Community (EC) Number: 212-154-8
• DSSTox Substance ID: DTXSID3047716
• Nikkaji Number: J193.136I
• Metabolomics Workbench ID: 44940
• ChEMBL ID: CHEMBL371371
• Mol file: 765-70-8.mol

Synonyms:3-methyl-1,2-cyclopentanedione

Chemical Property of 3-Methylcyclopentane-1,2-dione

Chemical Property:

• Appearance/Colour: white to off-white powder
• Vapor Pressure: 0.978mmHg at 25°C
• Melting Point: 104-108 °C(lit.)
• Refractive Index: 1.463
• Boiling Point: 178.666 °C at 760 mmHg
• Flash Point: 59.327 °C
• PSA: 34.14000
• Density: 1.103 g/cm³
• LogP: 0.55450
• Storage Temp.: Store below +30°C.
• Solubility.: soluble in Methanol
• Water Solubility.: soluble
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 112.052429494
• Heavy Atom Count: 8
• Complexity: 138

Purity/Quality:

99% ^*data from raw suppliers

3-Methylcyclopentane-1,2-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-43
• Safety Statements: 22-24/25-36/37-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Aliphatic Ketones, Other
• Canonical SMILES: CC1CCC(=O)C1=O
• Description: Methylcyclopentenolone has a sweet flavor somewhat similar to licorice.

Technology Process of 3-Methylcyclopentane-1,2-dione

There total 16 articles about 3-Methylcyclopentane-1,2-dione 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: 84.0%

2,3-epoxy-3-methylcyclopentanone (17024-44-1) → 3-methyl-1,2-cyclopentanedione (765-70-8)

Guidance literature:

With 1,3,5-Tri-tert-butylbenzene; zeolite beta according Wadlinger; In benzene; for 3h; Heating;

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

Reference yield: 81.0%

1-hydroxyl-2,5-hexanedione (65313-46-4) → 3-methyl-1,2-cyclopentanedione (765-70-8)

Guidance literature:

With sodium hydrogencarbonate; In water; at 80 ℃; for 12h; Reagent/catalyst; Temperature;

Reference yield:

Dimethyl glutarate (1119-40-0) + oxalic acid diethyl ester (95-92-1) → 3-methyl-1,2-cyclopentanedione (765-70-8)

Guidance literature:

With sodium methylate; In N-methyl-acetamide;

upstream raw materials:

1,2-epoxy-1-methylcyclopentane

2-Methylcyclopentanone

hexa-1,5-diene-3,4-diol

D-xylose

Downstream raw materials:

2-methoxy-3-methylcyclopent-2-en-1-one

3-methyl-cyclopentane-1,2-dione-bis-phenylhydrazone

2-methyl-5-oxocyclopent-1-en-1-yl acetate

levulinic acid

Refernces

• 1、 -. "Method for preparing methyl cyclopentenolone from 1-hydroxyl-2,5-hexanedione". Paragraph 0018-0025. . Retrieved 2018/07/06.
• 2、 -. "Imidazo[1,2-a]pyridine-ylmethyl-derivatives and their use as flavoring agents". . . Retrieved 2015/03/03.