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394424

Sigma-Aldrich

(Allyloxycarbonylmethyl)triphenylphosphonium iodide

97%

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About This Item

Linear Formula:
(C6H5)3P(CH2CO2CH2CH=CH2)I
CAS Number:
206557-04-2
Molecular Weight:
488.30
MDL number:
MFCD00191712
UNSPSC Code:
12352108
PubChem Substance ID:
24864594

assay

97%

reaction suitability

reaction type: C-C Bond Formation

mp

138 °C (dec.) (lit.)

SMILES string

[I-].C=CCOC(=O)C[P+](c1ccccc1)(c2ccccc2)c3ccccc3

InChI

1S/C23H22O2P.HI/c1-2-18-25-23(24)19-26(20-12-6-3-7-13-20,21-14-8-4-9-15-21)22-16-10-5-11-17-22;/h2-17H,1,18-19H2;1H/q+1;/p-1

InChI key

PJGRTFGJXKYEIH-UHFFFAOYSA-M

Application

For the preparation of α,β-unsaturated esters from aldehydes and ketones. The allyl group can be conveniently removed by standard rhodium or palladium chemistry.[1]

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
17625KZ

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H Vyplel et al.
Journal of medicinal chemistry, 34(9), 2759-2767 (1991-09-01)
The synthesis of a series of novel analogues of lipid A, the lipophilic terminal of lipopolysaccharides (LPS), and lipid X, the reducing monosaccharide unit in lipid A, is reported. In these compounds, the native 1-O-phosphate group has been replaced by

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