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247162

Sigma-Aldrich

Ethyl propionylacetate

97%

Synonym(s):

Ethyl 3-oxovalerate

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About This Item

Linear Formula:
CH3CH2COCH2COOC2H5
CAS Number:
4949-44-4
Molecular Weight:
144.17
Beilstein:
970270
EC Number:
225-593-5
MDL number:
MFCD00009317
UNSPSC Code:
12352100
PubChem Substance ID:
24854855
NACRES:
NA.22

Assay

97%

form

liquid

refractive index

n20/D 1.422 (lit.)

bp

83-84 °C/12 mmHg (lit.)

density

1.012 g/mL at 25 °C (lit.)

SMILES string

CCOC(=O)CC(=O)CC

InChI

1S/C7H12O3/c1-3-6(8)5-7(9)10-4-2/h3-5H2,1-2H3

InChI key

UDRCONFHWYGWFI-UHFFFAOYSA-N

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General description

Ethyl propionylacetate reacts with tropolone p-toluenesulfonate in the presence of sodium ethoxide to give 3-propionyl-2H-cyclohepta[b]furan-2-one.

Application

Ethyl propionylacetate has been used in the synthesis of 1-ethyl- and 1-n-propyl-1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetic acid bearing one or two substituents on the benzene ring.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

172.4 °F - closed cup

Flash Point(C)

78 °C - closed cup

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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Iwama N, et al.
Tetrahedron Letters, 45(50), 9211-9213 (2004)
R R Martel et al.
Journal of medicinal chemistry, 19(3), 391-395 (1976-03-01)
A series of 37 1-ethyl- and 1-n-propyl-1, 3, 4, 9-tetrahydropyrano[3, 4-b]indole-1-acetic acids bearing one, or two, substituents on the benzene ring has been synthesized via the acid-catalyzed condensation of a substituted tryptophol with ethyl propionylacetate or ethyl butyrylacetate. Antiinflammatory and

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