2,2-DIMETHYLCYCLOPENTANONE Chemical Properties

Boiling point:

143-145 °C (lit.)

Density 

0.894 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.433(lit.)

Flash point:

91 °F

storage temp. 

Sealed in dry,Room Temperature

form 

Solid

color 

White to light yellow

CAS DataBase Reference

4541-32-6

Safety Information

Risk Statements 

10

Safety Statements 

16-29-33

RIDADR 

UN 1224 3/PG 3

WGK Germany 

3

HazardClass 

3.2

PackingGroup 

III

HS Code 

29142900

MSDS

• Language:English Provider:SigmaAldrich

2,2-DIMETHYLCYCLOPENTANONE Usage And Synthesis

Chemical Properties

Clear colorless to yellow liquid

Uses

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

Synthesis Reference(s)

The Journal of Organic Chemistry, 53, p. 1894, 1988 DOI: 10.1021/jo00244a011

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.

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