M46055
3-Methylene-2-norbornanone
97%
Synonym(s):
3-methylene-bicyclo[2,2,1]heptan-2-one
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About This Item
Empirical Formula (Hill Notation):
C8H10O
CAS Number:
Molecular Weight:
122.16
UNSPSC Code:
12352100
PubChem Substance ID:
EC Number:
227-009-4
MDL number:
Assay:
97%
InChI key
FNOOZJAPZFHNCW-RQJHMYQMSA-N
InChI
1S/C8H10O/c1-5-6-2-3-7(4-6)8(5)9/h6-7H,1-4H2/t6-,7+/m1/s1
SMILES string
C=C1[C@@H]2CC[C@@H](C2)C1=O
assay
97%
refractive index
n20/D 1.493 (lit.)
bp
69-71 °C/11 mmHg (lit.)
density
0.997 g/mL at 25 °C (lit.)
Application
3-Methylene-2-norbornanone can be used as a reactant to prepare:
- 3-(2-(4-methoxyphenyl)-2-oxoethyl)bicyclo[2.2.1]heptan-2-one by reacting with 4-anisaldehyde in the presence of tetrabutylammonium decatungstate (TBADT) photocatalyst.
- 2-Aryl-3-methylene-endo-norbornanols by treating with corresponding aryl lithium reagents.
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Benzoyl radicals from (hetero) aromatic aldehydes. Decatungstate photocatalyzed synthesis of substituted aromatic ketones
Ravelli D, et al.
Organic & Biomolecular Chemistry, 8(18), 4158-4164 (2010)
Structural effects in solvolytic reactions. 32. Effect of increasing electron demand on the rates of solvolysis of 2-aryl-3-methylene-2-norbornyl p-nitrobenzoates. High exo/endo rate and product ratios for tertiary derivatives of the accepted classical 3-methylene-2-norbornyl system
Brown HC and Rao C G
The Journal of Organic Chemistry, 44(20), 3536-3540 (1979)
Masayuki Takaishi et al.
The journal of physiological sciences : JPS, 64(1), 47-57 (2013-10-15)
TRPA1, one of the transient receptor potential channels, has been reported to be involved in nociception and inflammatory pain, suggesting that this molecule could be a promising target for the development of analgesic agents. We screened several monoterpene analogs of
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