371475

2,2-Dimethylcyclopentanone

96%

• Linear Formula: (CH₃)₂C₅H₆(=O)
• CAS Number: 4541-32-6
• Molecular Weight: 112.17
• MDL number: MFCD00049164
• UNSPSC Code: 12352100
• PubChem Substance ID: 24863111
• NACRES: NA.22

Properties

• Quality Level: 200
• assay: 96%
• refractive index: n20/D 1.433 (lit.)
• bp: 143-145 °C (lit.)
• density: 0.894 g/mL at 25 °C (lit.)
• functional group: ketone
• SMILES string: CC1(C)CCCC1=O
• InChI: 1S/C7H12O/c1-7(2)5-3-4-6(7)8/h3-5H2,1-2H3
• InChI key: FTGZMZBYOHMEPS-UHFFFAOYSA-N

Description

General description

2,2-Dimethylcyclopentanone is a ketone. Synthesis of various C-2 substituted vitamin D derivatives with a 2,2-dimethylcyclopentanone unit in side chains has been reported. Regioselective synthesis of 2,2-dimethylcyclopentanone, via its enolate precursor regioselectively obtained using the 2-pyrrolidone magnesium salt, has been reported.

Application

2,2-Dimethylcyclopentanone enolate may be used as starting reagent in the enantioselective synthesis of chiral phosphines belonging to the P-aryl-2-phosphabicyclo[3.3.0]octane family (PBO). It may be used in the synthesis of:

• 2,6,6-trimethyl-2-azaspiro[4.4]nonane-1,3-dione, a spirosuccinimide moiety of asperparaline A
• novel spiropentanopyrrolizidine oxime alkaloids, namely 2′,3′,5′,6′,7′,7a′-hexahydro-2,2-dimethylspirocyclopentane-1
• δ,δ-dimethyl-δ-valerolactone, via Baeyer-Villiger oxidation

Safety Information

• pictograms: GHS02
• signalword: Warning
• hcodes: H226
• Hazard Classifications: Flam. Liq. 3
• Storage Class: 3 - Flammable liquids
• wgk_germany: WGK 3
• flash_point_f: 91.4 °F - closed cup
• flash_point_c: 33 °C - closed cup
• ppe: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter