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About This Item
Linear Formula:
CH3C5H5(=O)
CAS Number:
Molecular Weight:
96.13
Beilstein:
1280476
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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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.)
functional group
ketone
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
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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)
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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