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145777

Sigma-Aldrich

3-Methyl-2-cyclopentenone

97%

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About This Item

Linear Formula:
CH3C5H5(=O)
CAS Number:
2758-18-1
Molecular Weight:
96.13
Beilstein:
1280476
EC Number:
220-421-5
MDL number:
MFCD00001403
UNSPSC Code:
12352100
PubChem Substance ID:
24848744
NACRES:
NA.22

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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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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 2 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

145777-10G:
145777-VAR:
145777-BULK:
145777-50G:
145777-25G:
145777-5G:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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B(C6F5)3 catalyzed hydrosilation of enones and silyl enol ethers.
Blackwell JM, et al.
Tetrahedron, 58(41), 8247-8254 (2002)
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)

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