274879
1,4-Cyclohexanedione monoethylene acetal
97%
Synonym(s):
1,4-Dioxaspiro[4.5]decan-8-one
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About This Item
Empirical Formula (Hill Notation):
C8H12O3
CAS Number:
Molecular Weight:
156.18
Beilstein:
117631
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
97%
form
solid
mp
70-73 °C (lit.)
SMILES string
O=C1CCC2(CC1)OCCO2
InChI
1S/C8H12O3/c9-7-1-3-8(4-2-7)10-5-6-11-8/h1-6H2
InChI key
VKRKCBWIVLSRBJ-UHFFFAOYSA-N
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Application
Used in a study of microwave-assisted reductive amination.
Via a novel aromatization process, this bicyclic frame can be converted into a series of 5-alkoxytryptamine derivatives including serotonin, melatonin and bufotenin
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Gilbert Revial et al.
The Journal of organic chemistry, 67(7), 2252-2256 (2002-04-02)
Imine 7 of 1,4-cyclohexanedione mono-ethylene ketal 6 was reacted with maleic anhydride, affording the cyclized adduct 8. Methyl esterification of 8, accompanied by transacetalization, led to the dihydrooxindole derivative 10. Aromatization of 10 was then accomplished with POCl(3), leading directly
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