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Key Documents

597597

Sigma-Aldrich

Diethyl 2-butenylphosphonate, predominantly trans

95%

Synonym(s):

Diethyl trans-crotyl phosphonate

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About This Item

Linear Formula:
H3CCH=CHCH2PO(OCH2CH3)2
CAS Number:
Molecular Weight:
192.19
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22

assay

95%

reaction suitability

reaction type: C-C Bond Formation

refractive index

n20/D 1.4400 (lit.)

density

1.014 g/mL at 25 °C (lit.)

functional group

phosphonate

SMILES string

[H]\C(C)=C(\[H])CP(=O)(OCC)OCC

InChI

1S/C8H17O3P/c1-4-7-8-12(9,10-5-2)11-6-3/h4,7H,5-6,8H2,1-3H3/b7-4+

InChI key

KGWLPYVMUWAOJC-QPJJXVBHSA-N

Application

Olefinic partner for Pauson-Khand reaction with alkyne cobalt complex

Reactant for:
  • Synthesis of di-Et 1-substituted vinylphosphonates via decarboxylative condensation
  • Sequential lithiation and silylation
  • Palladium catalyzed allylic acetoxylation
  • Preparation of building blocks of retinoid chemistry

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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