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
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
Recommended Products
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.)
SMILES string
C=C1[C@@H]2CC[C@@H](C2)C1=O
InChI
1S/C8H10O/c1-5-6-2-3-7(4-6)8(5)9/h6-7H,1-4H2/t6-,7+/m1/s1
InChI key
FNOOZJAPZFHNCW-RQJHMYQMSA-N
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.[1]
- 2-Aryl-3-methylene-endo-norbornanols by treating with corresponding aryl lithium reagents.[2]
Signal Word
Warning
Hazard Statements
Hazard Classifications
Flam. Liq. 3
Storage Class Code
3 - Flammable liquids
WGK
WGK 3
Flash Point(F)
131.0 °F - closed cup
Flash Point(C)
55 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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
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)
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