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Ethyl 2-(triphenylphosphoranylidene)propionate

Ethyl 2-(triphenylphosphoranylidene)propionate

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Catalog Number

ACM5717373

Product Name

Structure

CAS

5717-37-3

Product Overview
Usage

Synonyms

(Carbethoxyethylidene)triphenylphosphorane; (1-Ethoxycarbonylethylidene)triphenylphosphorane

IUPAC Name

ethyl 2-(triphenyl-lambda5-phosphanylidene)propanoate

Molecular Weight

362.41

Molecular Formula

C23H23O2P

Canonical SMILES

CCOC(=O)C(=P(C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3)C;

InChI

KZENFXVDPUMQOE-UHFFFAOYSA-N

InChI Key

InChI=1S/C23H23O2P/c1-3-25-23(24)19(2)26(20-13-7-4-8-14-20,21-15-9-5-10-16-21)22-17-11-6-12-18-22/h4-18H,3H2,1-2H3

Melting Point

193-195 °C(lit.)

Purity

98%

Appearance

Solid

Storage

0-6°C

Complexity

454

Covalently-Bonded Unit Count

EC Number

227-215-4

Exact Mass

362.144g/mol

H-Bond Acceptor

Heavy Atom Count

Isomeric SMILES

CCOC(=O)C(=P(C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3)C

Monoisotopic Mass

362.144g/mol

NSC Number

76468

Rotatable Bond Count

Topological Polar Surface Area

26.3A^2

Application

Ethyl 2-(triphenylphosphoranylidene)propionate is a versatile yellow crystalline powder that serves as a crucial raw material and intermediate in various fields, including organic synthesis, pharmaceuticals, and agrochemicals. This compound acts as a Horner-Wadsworth-Emmons reagent, playing a key role in olefination processes. Furthermore, it is instrumental in the synthesis of more complex compounds, such as the (29S,37S)-isomer of malevamide E, known for its potent ion-channel inhibition properties.

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CAS
Size
Purity
Price
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5717-37-3
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98%
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