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

Name: (Formylmethylene)triphenylphosphorane, 97%, may cont. up to ca 3% water
SKU: A11709.09
Price: 92.50 EUR

CAS: 2136-75-6 | C20H17OP | 304.329 g/mol

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Catalog number A11709.09

also known as A11709-09

Price (EUR)

92,50

Each

Quantity:

10 g

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Price (EUR)

92,50

Each

Chemical Identifiers

CAS2136-75-6

IUPAC Name2-(triphenyl-λ⁵-phosphanylidene)acetaldehyde

Molecular FormulaC20H17OP

InChI KeyCQCAYWAIRTVXIY-UHFFFAOYSA-N

SMILESO=CC=P(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1

Specifications

Specification Sheet

Identification (FTIR)Conforms

Appearance (Color)Cream to pink or orange to brown

Water Content (Karl Fischer Titration)≤4.0%

Assay (Non-aqueous acid-base Titration)≥96.0 to ≤104.0% (dry wt. basis)

FormPowder

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

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

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.

Solubility
Soluble in Chloroform, Methanol.

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

RUO – Research Use Only

General References:

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).