515981
1,3-Cycloheptanedione
97%
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About This Item
Linear Formula:
C7H10(=O)2
CAS Number:
Molecular Weight:
126.15
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
97%
InChI
1S/C7H10O2/c8-6-3-1-2-4-7(9)5-6/h1-5H2
SMILES string
O=C1CCCCC(=O)C1
InChI key
DBOVMTXPZWVYAQ-UHFFFAOYSA-N
assay
97%
refractive index
n20/D 1.483 (lit.)
bp
254 °C (lit.)
density
1.1 g/mL at 25 °C (lit.)
functional group
ketone
Quality Level
Related Categories
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves
Regulatory Information
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Evan A Sims et al.
Tetrahedron letters, 52(16), 1871-1873 (2011-06-29)
We report the large-scale synthesis of 1,3-cyclooctanedione in five steps with 29% yield. This molecule is a synthetic precurser to difluorinated cyclooctyne, which participates in a bioorthogonal copper-free click reaction with azides. The final step demonstrates the first successful application
Michael additions of 1, 3-cycloalkanediones to dimethyl acety-lenedicarboxylate.
Hrnciar P, et al.
Chemical Papers, 43(1), 87-95 (1989)
Allen Y Hong et al.
Tetrahedron, 67(52), 10234-10248 (2012-02-22)
General catalytic asymmetric routes toward cyclopentanoid and cycloheptanoid core structures embedded in numerous natural products have been developed. The central stereoselective transformation in our divergent strategies is the enantioselective decarboxylative alkylation of seven-membered β-ketoesters to form α-quaternary vinylogous esters. Recognition
Michael addition of 1, 3-cyclopentanedione, 1, 3-cyclohexanedione and 1, 3-cycloheptanedione to 1-(X-phenyl)-2-nitroethylenes.
Hrnciar P and Culak I.
Collection of Czechoslovak Chemical Communications, 49(6), 1421-1431 (1984)
Methylation of 1, 3-cyclopentanedione, 1, 3-cyclohexanedione, and 1, 3-cycloheptanedione with iodomethane in aprotic solvents in the absence and in the presence of 18-crown-6.
Sraga J and Hrnciar P.
Chemical Papers, 35(1), 119-126 (1981)
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