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268127

Diethylphosphonoacetic acid

Name: Diethylphosphonoacetic acid
Brand: ALDRICH

95%

Synonym(s):

(Diethoxyphosphinyl)acetic acid, Diethyl carboxymethylphosphonate, NSC 272281

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About This Item

Linear Formula:

(C₂H₅O)₂P(O)CH₂CO₂H

CAS Number:

3095-95-2

Molecular Weight:

196.14

NACRES:

NA.22

PubChem Substance ID:

24856264

UNSPSC Code:

12352108

MDL number:

MFCD00192032

Assay:

95%

Form:

liquid

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Properties

Quality Level

100

assay

95%

form

liquid

reaction suitability

reaction type: C-C Bond Formation

refractive index

n20/D 1.445 (lit.)

bp

150 °C/0.05 mmHg (lit.)

density

1.220 g/mL at 25 °C (lit.)

functional group

carboxylic acid, phosphonate

SMILES string

CCOP(=O)(CC(O)=O)OCC

InChI

1S/C6H13O5P/c1-3-10-12(9,11-4-2)5-6(7)8/h3-5H2,1-2H3,(H,7,8)

InChI key

DVQMPWOLBFKUMM-UHFFFAOYSA-N

Description

Application

Used to make phosphonoester intermediates for intramolecular HEW reactions.

Acts as a nucleophile for nucleophilic addition reactions for synthesis of allene epoxides

Reactant for:

Stereoselectivity studies of the Staudinger reaction
Enantioselective formation of diols via epoxidation and hydration reactions
Horner-Wadsworth-Emmons reactions
Remote chelation controlled Ireland-Claisen rearrangement
Ugi-Dieckmann reactions for synthesis of tetramic acid derivatives

pictograms

GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

10 - Combustible liquids

wgk

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Journal of the American Chemical Society, 113, 3850-3850 (1991)

Tetrahedron Asymmetry, 1, 137-137 (1990)

Global Trade Item Number

SKU	GTIN
268127-25ML	04061837886515
268127-5ML	04061826134634