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4009-98-7 - (Methoxymethyl)triphenylphosphonium chloride, 98+% - A14380 - Alfa Aesar

A14380 (Methoxymethyl)triphenylphosphonium chloride, 98+%

CAS Number
4009-98-7
Synonyms

Size Price ($) Quantity Availability
25g 49.50
100g 125.66
500g 418.29
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(Methoxymethyl)triphenylphosphonium chloride, 98+%

MDL
MFCD00011800
EINECS
223-664-5

Chemical Properties

Formula
CH3OCH2P(C6H5)3Cl
Formula Weight
342.81
Melting point
ca 190° dec.
Sensitivity
Hygroscopic
Solubility
Soluble in methanol and chloroform. It decomposes in water.

Applications

(Methoxymethyl)triphenylphosphonium chloride is used as a phase transfer catalyst and in the synthesis of taxol-A fragment. It is widely used in the synthesis of pharmaceutical product cephalotaxine, which is used as an antiviral and antitumor agent.

Notes

Hygroscopic . Incompatible with strong oxidizing agents.

Literature References

Wittig reaction (see Appendix 1) of the derived phosphorane with aldehydes and ketones gives enol ethers, readily hydrolyzed to homologous aldehydes. For an example (adamantanone to adamantanecarboxaldehyde), see: Chem. Ber., 95, 2514 (1962). For use of the reaction in the synthesis of hydroisoquinoline AMPA antagonists, see: J. Med. Chem., 39, 2219 (1996). Reaction with chiral 2,3-epoxyaldehydes provides an enantioselective synthesis of (E)-4-hydroxyalkenes: J. Chem. Soc., Chem. Commun., 232 (1993).

/n

Lee, K.; Poudel, Y. B.; Glinkerman, C. M.; Boger, D. L. Total synthesis of dihydrolysergic acid and dihydrolysergol: development of a divergent synthetic strategy applicable to rapid assembly of D-ring analogs. Tetrahedron 2015, 71 (35), 5897-5905.

Yu, Q.; Ma, S. An Enantioselective Synthesis of (R)-5,6-Octadecadienoic Acid. Eur. J. Org. Chem. 2015, 2015 (7), 1596-1601.

GHS Hazard and Precautionary Statements

Hazard Statements: H302-H315-H319-H335

Harmful if swallowed. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P261-P280-P305+P351+P338-P304+P340-P362-P301+P312-P312-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. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. 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.

Other References

Beilstein
924215
Harmonized Tariff Code
2931.90
TSCA
No

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