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24470-78-8 - Isopropyltriphenylphosphonium iodide, 98+% - (2-Propyl)triphenylphosphonium iodide - A12881 - Alfa Aesar

A12881 Isopropyltriphenylphosphonium iodide, 98+%

Numéro CAS
24470-78-8
Synonymes
(2-Propyl)triphenylphosphonium iodide

Dimensions Prix ($) Quantité Disponibilité
10g 32,96
100g 202,40
250g 401,60
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Isopropyltriphenylphosphonium iodide, 98+%

MDL
MFCD00031595
EINECS
246-281-5

Propriétés chimiques

Formule
(CH3)2CHP(C6H5)3I
Poids formulaire
432.29
Point de fusion
195-198°
Sensibilité
Light Sensitive & Hygroscopic
Solubilité
Solubility in methanol, very faint turbidity.

Applications

Useful precursor of isopropylidene unit by Wittig reaction with aldehydes. It is also used in tandem cyclopropanation and Wittig olefination in a synthesis of chrysanthemic acid. Also employed in Wittig and cyclopropanation reactions. It is used as a reactant for total synthesis of heliananes, in the preparation of highly substituted benzene derivatives, synthesis of curcuphenol and elvirol analogs via a retro-aldol reaction as fungicidal agents, 4-substituted methoxylbenzoyl-aryl-thiazoles analogues as potent and orally bioavailable anticancer agents.

Notes

Light sensitive and hygroscopic. Store away from oxidizing agents and light. Keep the container tightly closed and place it in a cool, dry and well ventilated condition.

Références bibliographiques

Richard A. Bartsch, et. al. Synthesis of highly lipophilic crown ether carboxylic acids.J Org Chem.,1983,48(25), 4864-4869.

Hiroshi Yamataka, et al. Mechanistic study of the Wittig reaction of benzophenone with a nonstabilized ylide.J. Org. Chem.,1988,53(16), 3877-3879.

Useful precursor of isopropylidene unit by Wittig reaction with aldehydes: J. Am. Chem. Soc., 103, 2823 (1981), and ketones: J. Org. Chem., 53, 3877 (1988).

The derived phosphorane can also add to activated double bonds to give gem-dimethyl cyclopropanes: Tetrahedron Lett., 3781 (1972). For use of tandem cyclopropanation and Wittig olefination in a synthesis of chrysanthemic acid, see: Tetrahedron Lett., 3911 (1976):

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
3599629
Code tarifaire harmonisé
2931.90
TSCA
No

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Catalyseurs

Analytique et matériel de laboratoire