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371475

Sigma-Aldrich

2,2-Dimethylcyclopentanone

96%

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50 G
CA$3,210.00

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50 G
CA$3,210.00

About This Item

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

CA$3,210.00

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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

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Carboxen® Adsorbent

matrix active group

carbon

matrix active group

carbon

matrix active group

carbon

matrix active group

carbon

form

powder

form

powder

form

powder

form

powder

technique(s)

LPLC: suitable

technique(s)

LPLC: suitable

technique(s)

LPLC: suitable

technique(s)

LPLC: suitable

matrix

Carboxen® 1000

matrix

Carboxen® 564

matrix

Carboxen® 1000

matrix

Carboxen 1006

particle size

40-60 mesh

particle size

20-45 mesh

particle size

60-80 mesh

particle size

2 μm

separation technique

reversed phase

separation technique

reversed phase

separation technique

reversed phase

separation technique

reversed phase

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.[1] Regioselective synthesis of 2,2-dimethylcyclopentanone, via its enolate precursor regioselectively obtained using the 2-pyrrolidone magnesium salt, has been reported.[2]

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).[3] 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[4]
  • novel spiropentanopyrrolizidine oxime alkaloids, namely 2′,3′,5′,6′,7′,7a′-hexahydro-2,2-dimethylspirocyclopentane-1[5]
  • δ,δ-dimethyl-δ-valerolactone, via Baeyer-Villiger oxidation[6]

Pictograms

Flame
GHS02

Signal Word

Warning

Hazard Statements

H226

Hazard Classifications

Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

91.4 °F - closed cup

Flash Point(C)

33 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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    Certificates of Analysis (COA)

    Lot/Batch Number
    BCCG4223
    BCCB2000
    BCBS1171V
    BCBP3738V
    BCBN1262V

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    Applications of Solid Phase Microextraction.
    Pawliszyn J.
    Science, 64-65 (1999)
    Frank Sporkert et al.
    Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 772(1), 45-51 (2002-05-23)
    A new and in part automated headspace solid-phase microextraction method for quantitative determination of the highly toxic rodenticide fluoroacetic acid (FAA) in serum and other biological samples has been developed. FAA and deuterated acetic acid (internal standard) were extracted from
    Filippo Maggi et al.
    Chemistry & biodiversity, 8(1), 95-114 (2011-01-25)
    Headspace solid-phase microextraction (HS-SPME) coupled with GC/FID and GC/MS was applied for the first time in the analysis of the volatile fraction of an Ephedra species. Notably, six Italian populations (Marche, Abruzzo, and Sardinia) of Ephedra nebrodensis subsp. nebrodensis, covering
    B D Page et al.
    Journal of chromatography. A, 873(1), 79-94 (2000-04-11)
    The headspace solid-phase microextraction (HS-SPME) efficiencies from vegetable oil of the recently available Carboxen-poly(dimethylsiloxane) (PDMS) and divinylbenzene-Carboxen-PDMS fibres were found to be much greater than those of the PDMS fibre for a number of volatile contaminants. Using these Carboxen-based fibres
    Dawn M Chapman et al.
    Journal of agricultural and food chemistry, 52(17), 5431-5435 (2004-08-19)
    A rapid and automated solid phase microextraction (SPME) stable isotope dilution gas chromatography/mass spectrometry (GC-MS) method for 2-methoxy-3-isobutylpyrazine (MIBP) quantification in red wine was developed. Wines with 30% (w/v) NaCl and 2-methoxy-(2)H(3)-3-isobutylpyrazine internal standard were sampled with a 2 cm
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