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1080-32-6 - Diethyl benzylphosphonate, 99% - Benzylphosphonic acid diethyl ester - Diethyl alpha-toluenephosphonate - A10645 - Alfa Aesar

A10645 Diethyl benzylphosphonate, 99%

CAS-Nummer
1080-32-6
Synonyme
Benzylphosphonic acid diethyl ester
Diethyl alpha-toluenephosphonate

Größe Preis ($) Menge Verfügbarkeit
50g 68,60
250g 271,98
1000g 868,80
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Diethyl benzylphosphonate, 99%

MDL
MFCD00009078
EINECS
214-097-4

Chemische Eigenschaften

Formel
C11H17O3P
Molmasse
228.23
Siedepunkt
106-108°/1mm
Flammpunkt
>110°(230°F)
Dichte
1.094
Brechungsindex
1.4975
Löslichkeit
Insoluble in water.

Anwendungen

Diethyl benzylphosphonate is used as a reactant for synthesis of 3,5-dihydroxy-4-isopropylstilbene for treatment of skin disorders and natural cytotoxic marine products of polyketide origin via intramolecular Diels-Alder reactions. It is also used as reactant for cyclization of aryl ethers, amines and amides & for investigating the effects of functional groups on the performance of clue organic LEDs.

Bemerkungen

Stable under recommended storage conditions. Incompatible with oxidizing agents.

Literaturverweise

Stefan Lis; Zbigniew Piskuła; Zbigniew Hnatejko. Spectroscopic studies of lanthanides complexes with diethyl benzylphosphonate and diethylphosphonoacetic acid. Journal of Alloys and Compounds. 2008, 451, (1-2),388-394

 

Tekla Bottin-Strzalko; Jacqueline Seyden-Penne; Marie-Jose Pouet; Marie Paule Simonnin. Structural studies of carbanionic species formed from phosphonates: anions of diethyl benzyl- and cyanomethylphosphonates. J. Org. Chem. 1978, 43, (22),4346-4351

Horner-Wadsworth-Emmons reaction (see Appendix 1) with aromatic aldehydes gives stilbenes, almost exclusively trans: J. Org. Chem., 30, 680 (1965); J. Am. Chem. Soc., 83, 1733 (1961); 96, 1459 (1974). NaH + 15-crown-5 in THF promotes reaction with aldehydes and ketones at room temperature in excellent yields: Synthesis, 117 (1981). Phase-transfer reaction with cinnamaldehydes, using tetra-n-butylammonium iodide and NaOH gives diarylbutadienes: Synthesis, 187 (1976).

See also 15-Crown-5, A12265.

GHS Gefahren- und Sicherheitshinweise

Gefahrenhinweise (EU): H315-H319-H335

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Sicherheitshinweise: P261-P280-P305+P351+P338-P304+P340-P362-P312-P321-P405-P403+P233-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Take off contaminated clothing and wash before reuse. Call a POISON CENTER or doctor/physician if you feel unwell. Specific treatment (see label). Store locked up. Store in a well-ventilated place. Keep container tightly closed. Dispose of contents/container in accordance with local/regional/national/international regulations.

Weitere Referenzen

Beilstein
2580931
Harmonized Tariff Code
2931.90
TSCA
Yes
RTECS
SZ6600000

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