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About This Item
Linear Formula:
(O=)C8H13CO2C2H5
CAS Number:
Molecular Weight:
196.24
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Assay
97%
form
liquid
refractive index
n20/D 1.483 (lit.)
bp
85-87 °C/0.1 mmHg (lit.)
density
1.04 g/mL at 25 °C (lit.)
SMILES string
CCOC(=O)C1CCCCCCC1=O
InChI
1S/C11H18O3/c1-2-14-11(13)9-7-5-3-4-6-8-10(9)12/h9H,2-8H2,1H3
InChI key
OJCDCHCBNASPBS-UHFFFAOYSA-N
General description
Ethyl 2-oxo-1-cyclooctanecarboxylate (2-carbethoxycyclooctanone) is a β-keto ester. It undergoes Michael addition with 3-buten-2-one (methyl vinyl ketone, MVK) in the presence of potassium bis(1,2-benzenediolato)phenylsilicate to afford the corresponding 1,4-adduct. It can be synthesized from cycloheptanone. Its boiling point, density and refractive index have been determined.
Application
Ethyl 2-oxo-1-cyclooctanecarboxylate (2-carbethoxycyclooctanone) may be used in the synthesis of 2-carbethoxy-2-cyclooctenone.
Storage Class Code
10 - Combustible liquids
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)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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Find documentation for the products that you have recently purchased in the Document Library.
Activated cyclooctenones are effective dienophiles.
Liu HJ, et al.
Canadian Journal of Chemistry, 75(6), 899-912 (1997)
Pentacoordinate Organosilicate-Catalyzed Michael Addition of ?-Keto Esters to 3-Buten-2-one.
Tateiwa J-U and Hosomi A.
European Journal of Organic Chemistry, 2001(8), 1445-1448 (2001)
Yaws CL.
The Yaws Handbook of Physical Properties for Hydrocarbons and Chemicals, 336-336 (2015)
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