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62942-43-2 - (Formylmethyl)triphenylphosphonium chloride, 98+% - 2-Oxoethyltriphenylphosphomium chloride - A15733 - Alfa Aesar

A15733 (Formylmethyl)triphenylphosphonium chloride, 98+%

CAS Number
62942-43-2
Synonyms
2-Oxoethyltriphenylphosphomium chloride

Size Price ($) Quantity Availability
10g 27.19
50g 101.66
100g 184.37
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(Formylmethyl)triphenylphosphonium chloride, 98+%

MDL
MFCD00012003
EINECS
263-767-2

Chemical Properties

Formula
OHCCH2P(C6H5)3Cl
Formula Weight
340.79
Melting point
ca 210° dec.
Sensitivity
Hygroscopic
Solubility
Soluble in water.

Applications

(Formylmethyl)triphenylphosphonium Chloride is a useful Wittig reagent. Used as a reactant for Hydroazidation reactions in preparation of a-azido alcohols, Preparation of prodrug (2-hydroxyamino-vinyl)-triphenyl-phosphonium (HVTP) inhibitor of peroxidase activity and apoptosis and Intramolecular [4 + 3] cycloaddition reactions.

Notes

Hygroscopic. Store in cool dry place in tightly closed container. Store away from oxidizing agent and water/moisture.

Literature References

Klaus Banert; Christian Berndt; Samia Firdous; Manfred Hagedorn; Young-Hyuk Joo; Tobias Rüffer; Heinrich Lang. Extremely simple but long overlooked: generation of α-azido alcohols by hydroazidation of aldehydes. Angewandte Chemie. International edition in English. 2010, 49 (52), 10206-10209.

Detcho A Stoyanovsky; Irina I Vlasova; Natalia A Belikova; Alexandr Kapralov; Vladimir Tyurin; Joel S Greenberger; Valerian E Kagan. Activation of NO donors in mitochondria: peroxidase metabolism of (2-hydroxyamino-vinyl)-triphenyl-phosphonium by cytochrome c releases NO and protects cells against apoptosis. FEBS Letters. 2008, 582 (5), 725-728.

Undergoes the Wittig reaction with aldehydes to give acrylic aldehydes either in the presence of base or by prior conversion to the phosphorane. For references see (Formyl­methyl­ene)­triphenyl­phosphorane, A11709.

GHS Hazard and Precautionary Statements

Hazard Statements: H318-H302

Causes serious eye damage. Harmful if swallowed.

Precautionary Statements: P280-P264-P270-P305+P351+P338-P310-P301+P312-P330-P501a

Wear protective gloves/protective clothing/eye protection/face protection. Wash thoroughly after handling. Do not eat, drink or smoke when using this product. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER or doctor/physician. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. Rinse mouth. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
4060813
Harmonized Tariff Code
2931.90
TSCA
No

Recommended

  • A11904

    Bromoform, 97%, stab. with ethanol
  • A13348

    Phosphorus(V) oxide, 98%
  • A15851

    Cyclohexylamine, 98+%
  • A16347

    (Ethoxycarbonylmethyl)triphenylphosphonium bromide, 98+%
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    Dibromochloromethane, 98%

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