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79525

Triethyl phosphonoacetate

Name: Triethyl phosphonoacetate
Brand: SIAL

purum, ≥97.0% (GC)

Synonym(s):

(Diethoxyphosphinyl)acetic acid ethyl ester, Diethyl ethoxycarbonylmethylphosphonate, NSC 13898, NSC 16128, Triethyl carboxymethylphosphonate

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About This Item

Linear Formula:

(C₂H₅O)₂P(O)CH₂CO₂C₂H₅

CAS Number:

867-13-0

Molecular Weight:

224.19

UNSPSC Code:

12352108

NACRES:

NA.22

PubChem Substance ID:

329768474

EC Number:

212-757-6

Beilstein/REAXYS Number:

1343714

MDL number:

MFCD00009177

Assay:

≥97.0% (GC)

Form:

liquid

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Properties

grade

purum

Quality Level

100

assay

≥97.0% (GC)

form

liquid

reaction suitability

reaction type: C-C Bond Formation

refractive index

n20/D 1.431 (lit.), n20/D 1.432

bp

142-145 °C/9 mmHg (lit.)

density

1.13 g/mL at 25 °C (lit.)

functional group

ester, phosphonate

SMILES string

CCOC(=O)CP(=O)(OCC)OCC

InChI

1S/C8H17O5P/c1-4-11-8(9)7-14(10,12-5-2)13-6-3/h4-7H2,1-3H3

InChI key

GGUBFICZYGKNTD-UHFFFAOYSA-N

Description

Application

Reactant involved in:

Horner-Wadsworth-Emmons reactions
Intramolecular Heck-type cyclization and isomerizations
Tsuji-Trost type reactions
Intramolecular aryne-ene reactions
Synthesis of aldehydes

Other Notes

A Horner-Wittig reagent, review; Improved procedure for the C₂ homologation of esters to α,β-unsaturated esters; Synthesis of α-(hydroxymethyl)acrylate

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pictograms

GHS07

signalword

Warning

hcodes

H319

pcodes

P264 - P280 - P305 + P351 + P338 - P337 + P313

Hazard Classifications

Eye Irrit. 2

Storage Class

10 - Combustible liquids

wgk

WGK 2

flash_point_f

221.0 °F - closed cup

flash_point_c

105 °C - closed cup

ppe

Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number

BCCM9099

BCCC2854

BCBS3111V

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J. Boutagy et al.

Chemical Reviews, 74, 87-87 (1974)

T. Minami et al.

Synthesis, 333-333 (1991)

J.M. Takacs et al.

Tetrahedron Letters, 27, 1257-1257 (1986)

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Global Trade Item Number

SKU	GTIN
79525-500ML	04061837889783
79525-100ML	04061832954127