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Sigma-Aldrich

3-Methyl-2-cyclopentenone

97%

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Linear Formula:
CH3C5H5(=O)
CAS Number:
Molecular Weight:
96.13
Beilstein:
1280476
EC Number:
MDL number:
PubChem Substance ID:

Quality Level

Assay

97%

form

liquid

refractive index

n20/D 1.488 (lit.)

bp

74 °C/15 mmHg (lit.)

mp

3-5 °C (lit.)

density

0.980 g/mL at 20 °C
0.971 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CC1=CC(=O)CC1

InChI

1S/C6H8O/c1-5-2-3-6(7)4-5/h4H,2-3H2,1H3

InChI key

CHCCBPDEADMNCI-UHFFFAOYSA-N

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D97754393037167215
Diethyl malonate ReagentPlus®, 99%

Sigma-Aldrich

D97754

Diethyl malonate

3-Bromotoluene 98%

Sigma-Aldrich

167215

3-Bromotoluene

form

liquid

form

liquid

form

liquid

form

liquid

refractive index

n20/D 1.488 (lit.)

refractive index

n20/D 1.413 (lit.)

refractive index

n20/D 1.492 (lit.)

refractive index

n20/D 1.552 (lit.)

bp

74 °C/15 mmHg (lit.)

bp

199 °C (lit.)

bp

60-63 °C/0.3 mmHg (lit.)

bp

183.7 °C (lit.)

mp

3-5 °C (lit.)

mp

−51-−50 °C (lit.)

mp

-

mp

−40 °C (lit.)

density

0.980 g/mL at 20 °C, 0.971 g/mL at 25 °C (lit.)

density

1.055 g/mL at 25 °C (lit.)

density

1.062 g/mL at 25 °C (lit.)

density

1.41 g/mL at 25 °C (lit.)

General description

3-Methyl-2-cyclopentenone undergoes reduction in presence of triethylammonium formate and palladium catalyst to form saturated ketone. It undergoes B(C6F5)3 catalyzed hydrosilation to yield complex reaction mixtures of 1,2 addition products and oligomers.

Application

3-Methyl-2-cyclopentenone was used in the synthesis of 2-hydroxy-3-methyl-2-cyclopentenone.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

149.0 °F - closed cup

Flash Point(C)

65 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Customers Also Viewed

Slide 1 of 4

1 of 4

Palladium-catalyzed reductions of. alpha.,. beta.-unsaturated carbonyl compounds, conjugated dienes, and acetylenes with trialkylammonium formates.
Cortese NA and Heck NA.
The Journal of Organic Chemistry, 43(20), 3985-3987 (1978)
A new synthesis of cyclopentenones: dihydrojasmone.
Hendrickson JB and Palumbo PS.
The Journal of Organic Chemistry, 50(12), 2110-2112 (1985)
B(C6F5)3 catalyzed hydrosilation of enones and silyl enol ethers.
Blackwell JM, et al.
Tetrahedron, 58(41), 8247-8254 (2002)

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