145777
3-Methyl-2-cyclopentenone
97%
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About This Item
Linear Formula:
CH3C5H5(=O)
CAS Number:
Molecular Weight:
96.13
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
220-421-5
Beilstein/REAXYS Number:
1280476
MDL number:
Product Name
3-Methyl-2-cyclopentenone, 97%
mp
3-5 °C (lit.)
InChI key
CHCCBPDEADMNCI-UHFFFAOYSA-N
InChI
1S/C6H8O/c1-5-2-3-6(7)4-5/h4H,2-3H2,1H3
SMILES string
CC1=CC(=O)CC1
assay
97%
form
liquid
refractive index
n20/D 1.488 (lit.)
bp
74 °C/15 mmHg (lit.)
density
0.980 g/mL at 20 °C
0.971 g/mL at 25 °C (lit.)
functional group
ketone
storage temp.
2-8°C
Quality Level
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Application
3-Methyl-2-cyclopentenone was used in the synthesis of 2-hydroxy-3-methyl-2-cyclopentenone.
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.
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
149.0 °F - closed cup
flash_point_c
65 °C - closed cup
ppe
Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
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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)
B(C6F5)3 catalyzed hydrosilation of enones and silyl enol ethers.
Blackwell JM, et al.
Tetrahedron, 58(41), 8247-8254 (2002)
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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