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2136-75-6 - (Formylmethylene)triphenylphosphorane, 97%, may cont. up to ca 3% water - (Triphenylphosphoranylidene)acetaldehyde - A11709 - Alfa Aesar

A11709 (Formylmethylene)triphenylphosphorane, 97%, may cont. up to ca 3% water

CAS-Nummer
2136-75-6
Synonyme
(Triphenylphosphoranylidene)acetaldehyde

Größe Preis ($) Menge Verfügbarkeit
10g 55,62
25g 131,84
100g 426,38
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(Formylmethylene)triphenylphosphorane, 97%, may cont. up to ca 3% water

MDL
MFCD00006994
EINECS
218-375-6

Chemische Eigenschaften

Formel
(C6H5)3P=CHCHO
Molmasse
304.33
Schmelzpunkt
183-188°
Sensitivität
Air Sensitive
Löslichkeit
Soluble in Chloroform, Methanol.

Anwendungen

(Formylmethylene)triphenylphosphorane is used as Wittig reagent. It is also used as Pharmaceutical Intermediates. It is employed as raw material in organic Synthesis, Agrochemicals.

Bemerkungen

Air Sensitive. Store at -20°C. Incompatible with strong oxidizing agents.

Literaturverweise

Kenji Kumazawa; Yoshiyuki Wada and Hideki Masuda. Characterization of Epoxydecenal Isomers as Potent Odorants in Black Tea (Dimbula) Infusion.J. Agric. Food Chem. 2006, 54 (13), 4795-4801.

Zh. A. Krasnaya; S. A. Burova; V. S. Bogdanov; Yu. V. Smirnova. Synthesis of δ-hetaryl-α,α-dicarbonylalkadienes and a study of their isomerization.Chemistry of Heterocyclic Compounds. 1997, 33 410-422.

Stable ylide, which undergoes Wittig olefination with aldehydes, but not usually with ketones, to give enals: J. Chem. Soc., 1266 (1961); Angew. Chem. Int. Ed., 14, 486 (1975); Tetrahedron Lett., 3071 (1977). See Appendix 1. Reaction with aldehydes generally gives the thermodynamically more stable (E)-enal. Thus glyoxal gives trans,trans-muconic dialdehyde [(E),(E)-2,4-hexadienal]: Chem. Ber., 107, 710 (1974). The following sequence leads to (Z)-enals: Chem. Ber., 115, 161 (1982):

Wittig reaction followed by reduction with DIBAL-H has been used as a route to allylic alcohols. See, e.g.: J. Org. Chem., 47, 1373 (1982).

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
523797
Harmonized Tariff Code
2931.90
TSCA
No

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