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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

Numéro CAS
2136-75-6
Synonymes
(Triphenylphosphoranylidene)acetaldehyde

Dimensions Prix ($) Quantité Disponibilité
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

Propriétés chimiques

Formule
(C6H5)3P=CHCHO
Poids formulaire
304.33
Point de fusion
183-188°
Sensibilité
Air Sensitive
Solubilité
Soluble in Chloroform, Methanol.

Applications

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

Notes

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

Références bibliographiques

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).

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H315-H319-H335

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

Mentions de prudence: 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.

Autres références

Beilstein
523797
Code tarifaire harmonisé
2931.90
TSCA
No

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