341800
1,4,4a,8a-Tetrahydro-endo-1,4-methanonaphthalene-5,8-dione
98%
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5 G
$128.25
$128.25
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About This Item
Empirical Formula (Hill Notation):
C11H10O2
CAS Number:
Molecular Weight:
174.20
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
assay
98%
form
solid
mp
77-79 °C (lit.)
SMILES string
O=C1C=CC(=O)[C@H]2[C@@H]3C[C@@H](C=C3)[C@@H]12
InChI
1S/C11H10O2/c12-8-3-4-9(13)11-7-2-1-6(5-7)10(8)11/h1-4,6-7,10-11H,5H2/t6-,7+,10+,11-
InChI key
FQLRTGXTYFCECH-FIPCFZRWSA-N
Related Categories
General description
1,4,4a,8a-Tetrahydro-endo-1,4-methanonaphthalene-5,8-dione can be prepared by Diels-Alder reaction of cyclopentadiene and 1,4-benzoquinone.[1]
Application
1,4,4a,8a-Tetrahydro-endo-1,4-methanonaphthalene-5,8-dione may be used in the synthesis of pentacyclo[5.4.0.02,6.03,10.05,9]undecane-8,11-dione (the ′cage′ compound) via the intramolecular [2+2]-photocycloaddition reaction.[1]
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Photochemical synthesis of a ?cage? compound in a microreactor: Rigorous comparison with a batch photoreactor.
Aillet T, et al.
Chemical Engineering and Processing, 64, 38-47 (2013)
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