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A13096 (Cyanomethyl)triphenylphosphonium chloride, 98+%

CAS Number
4336-70-3
Synonyms

Stock No. Size Price ($) Quantity Availability
A13096-14 25g 62.50
A13096-22 100g 189.00
A13096-36 500g 913.00
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(Cyanomethyl)triphenylphosphonium chloride, 98+%

MDL
MFCD00031672
EINECS
224-383-0

Chemical Properties

Formula
NCCH2P(C6H5)3Cl
Formula Weight
337.79
Melting point
ca 270° dec.
Storage & Sensitivity
Hygroscopic. Ambient temperatures.

Literature References

Forms a moderately stable crystalline ylide which reacts with aldehydes to give ɑß-unsaturated nitriles, predominantly as their (Z)-isomers: Chem. Ber., 94, 578 (1961); J. Chem. Soc., 1266 (1961); Appendix 1.

/n

Further deprotonation of the phosphorane with sodium bis(trimethylsilyl)amide followed by C-alkylation generates a homologated phosphorane: Angew. Chem. Int. Ed., 26, 79 (1987).

/n

Reaction of the ylide with carboxylic acids in the presence of EDCI (1-(3-Dimethyl­aminopropyl)-3-ethyl­carbodiimide hydrochloride, A10807) and DMAP, followed by ozonolysis of the resulting acylphosphoranes, provides a novel route to the homologous ɑ-keto esters: J. Org. Chem., 59, 4364 (1994):

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GHS Hazard and Precautionary Statements

Hazard Statements: H315-H319-H335

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

Precautionary Statements: P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362-P501c

Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN: Wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Call a POISON CENTER or doctor/physician if you feel unwell. If skin irritation occurs: Get medical advice/attention. If eye irritation persists: Take off contaminated clothing and wash before reuse. Dispose of contents/ container to an approved waste disposal plant

Other References

Beilstein
6222047
Harmonized Tariff Code
2931.39
TSCA
No
RTECS
TA2075000

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