Key Documents

View All Documentation

420670

Ethyl 3-oxo-4-(triphenylphosphoranylidene)butyrate

Name: Ethyl 3-oxo-4-(triphenylphosphoranylidene)butyrate
Brand: ALDRICH

97%

Synonym(s):

3-Oxo-4-(triphenylphosphoranylidene)butanoic acid ethyl ester, 4-(Triphenylphosphoranylidene)acetoacetic acid ethyl ester, [3-(Ethoxycarbonyl)-2-oxopropylidene]triphenylphosphorane

Select a Size

Change View

About This Item

Linear Formula:

(C₆H₅)₃P=CHCOCH₂CO₂C₂H₅

CAS Number:

13148-05-5

Molecular Weight:

390.41

NACRES:

NA.22

PubChem Substance ID:

24866344

UNSPSC Code:

12352108

MDL number:

MFCD00192162

Assay:

97%

Technical Service

Need help? Our team of experienced scientists is here for you.

Let Us Assist

Properties

assay

97%

reaction suitability

reaction type: C-C Bond Formation

functional group

ester, ketone, phosphine

SMILES string

CCOC(=O)CC(=O)C=P(c1ccccc1)(c2ccccc2)c3ccccc3

InChI

1S/C24H23O3P/c1-2-27-24(26)18-20(25)19-28(21-12-6-3-7-13-21,22-14-8-4-9-15-22)23-16-10-5-11-17-23/h3-17,19H,2,18H2,1H3

InChI key

QYXSFVCJCUXGJH-UHFFFAOYSA-N

Description

Application

Can be coupled with glyoxals in a one-step route to 4-hydroxycyclopentanones. Also used to prepare 2H-pyran-2-ones from oxazolones.

Reactant for stereoselective synthesis of:

Polysubstituted cyclopentanones via double Michael addition reactions
Hydroindanes via asymmetric quadruple aminocatalytic three-component domino condensation and spirocyclization
Oxocyclohexenecarboxylates by cyclocondensation

Reactant for preparation of:

γ-(Dioxobutylidene)butenolides
Chain conjugated 2H-pyran-5-carboxylates
2-Substituted pyridoacridines with antitumor activity by means of thermolysis

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Synthesis, 453-453 (1992)

Tetrahedron Letters, 34, 4837-4837 (1993)

Global Trade Item Number

SKU	GTIN
420670-5G	04061833314197