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14114-05-7 - Cyclopropyltriphenylphosphonium bromide, 98% - B25102 - Alfa Aesar

B25102 Cyclopropyltriphenylphosphonium bromide, 98%

CAS Number
14114-05-7
Synonyms

Size Price ($) Quantity Availability
5g 47.80
25g 177.00
100g 585.00
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Cyclopropyltriphenylphosphonium bromide, 98%

MDL
MFCD00011872
EINECS
237-970-1

Chemical Properties

Formula
C21H20BrP
Formula Weight
383.27
Melting point
183-186°
Sensitivity
Hygroscopic
Solubility
Soluble in water.

Applications

It is used for electrolytic polarization of Zn, has potential antitumor activity, reactant for synthesis of cycloporpylidenemethylarylethynynes, keto halides for sequential azidation and intramolecular Schmidt reactions, a reactant for hydroalkynylation.

Notes

Hygroscopic. Store under inert gas. Store away from oxidizing agents, water/ moisture.

Literature References

U Sanyal; R S Chatterjee; S K Das; S K Chakraborti. Alkylphosphonium salts as a new class of antitumor agents. Neoplasma. 1984, 31 (2), 149-155.

Thomas O Painter; Paul D Thornton; Mario Orestano; Conrad Santini; Michael G Organ; Jeffrey Aubé. In situ generation and intramolecular Schmidt reaction of keto azides in a microwave-assisted flow format. Chemistry: A European Journal. 2011, 17 (35), 9595-9598.

Wittig salt (see Appendix 1) for the conversion of carbonyl compounds to cyclopropylidene derivatives. For use in the synthesis of the isoquinoline alkaloid (-)-mesembrine, see: J. Org. Chem., 60, 6785 (1995). Greatly improved yields in this type of reaction have been obtained with NaH in THF, in the presence of the phase-transfer catalyst TDA-1 (Tris(3,6-dioxaheptyl)­amine, L13544): Tetrahedron Lett., 29, 2531 (1988).

GHS Hazard and Precautionary Statements

Hazard Statements: H315-H319-H335

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

Precautionary Statements: 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.

Other References

Beilstein
6413483
Harmonized Tariff Code
2931.90
TSCA
No

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