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Atomfair (Cyanomethyl)triphenylphosphonium bromide C20H17BrNP CAS 15898-47-2

(Cyanomethyl)triphenylphosphonium bromide (CAS No. 15898-47-2) is a highly versatile phosphonium salt with the molecular formula C20H17BrNP. This crystalline compound is widely utilized in organic synthesis, particularly as a key reagent in Wittig reactions and other phosphorus-mediated transformations. Its unique structure, featuring a cyanomethyl group attached to a triphenylphosphonium core, makes it an excellent precursor for generating stabilized ylides. With a purity of ≥95%, this product is rigorously tested to ensure consistency and reliability for research applications. Suitable for use in anhydrous conditions, it is supplied in amber glass vials to maintain stability. Store in a cool, dry place away from…

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Description

(Cyanomethyl)triphenylphosphonium bromide (CAS No. 15898-47-2) is a highly versatile phosphonium salt with the molecular formula C20H17BrNP. This crystalline compound is widely utilized in organic synthesis, particularly as a key reagent in Wittig reactions and other phosphorus-mediated transformations. Its unique structure, featuring a cyanomethyl group attached to a triphenylphosphonium core, makes it an excellent precursor for generating stabilized ylides. With a purity of ≥95%, this product is rigorously tested to ensure consistency and reliability for research applications. Suitable for use in anhydrous conditions, it is supplied in amber glass vials to maintain stability. Store in a cool, dry place away from moisture and incompatible materials.

Properties

  • CAS Number: 15898-47-2
  • Complexity: 332
  • IUPAC Name: cyanomethyl(triphenyl)phosphonium;bromide
  • InChI: InChI=1S/C20H17NP.BrH/c21-16-17-22(18-10-4-1-5-11-18,19-12-6-2-7-13-19)20-14-8-3-9-15-20;/h1-15H,17H2;1H/q+1;/p-1
  • InChI Key: QBGFELJINDMTMH-UHFFFAOYSA-M
  • Exact Mass: 381.02820
  • Molecular Formula: C20H17BrNP
  • Molecular Weight: 382.2
  • SMILES: C1=CC=C(C=C1)[P+](CC#N)(C2=CC=CC=C2)C3=CC=CC=C3.[Br-]
  • Topological: 23.8
  • Monoisotopic Mass: 381.02820
  • Synonyms: (Cyanomethyl)triphenylphosphonium bromide, 15898-47-2, DTXSID60473317, DTXCID50424131, 666-834-8, Phosphonium, (cyanomethyl)triphenyl-, bromide (1:1), cyanomethyl(triphenyl)phosphanium;bromide, (Cyanomethyl)triphenylphosphoniumbromide, Cyanomethyl triphenylphosphonium bromide, MFCD00031671, C20H17BrNP, SCHEMBL1654831, QBGFELJINDMTMH-UHFFFAOYSA-M, AKOS016010479, triphenyl cyanomethyl phosphonium bromide, SY224150, CS-0030399, W18316

Application

(Cyanomethyl)triphenylphosphonium bromide is primarily employed as a reagent in the synthesis of alkenes via Wittig olefination reactions. It serves as a precursor for stabilized phosphorus ylides, enabling the formation of α,β-unsaturated nitriles. This compound is also used in the preparation of heterocyclic compounds and as a building block in pharmaceutical intermediates. Researchers value its efficiency in carbon-carbon bond-forming reactions under mild conditions.

Safety and Hazards

GHS Hazard Statements

  • H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
  • H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
  • H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

  • P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

  • Skin Irrit. 2 (100%)
  • Eye Irrit. 2 (100%)
  • STOT SE 3 (100%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.

Disclaimer

Intended Use & Restrictions

This product is sold exclusively for laboratory research, analytical testing, or non-commercial purposes.

  • Strictly prohibited: Resale, repackaging, or formulation into commercial products.
  • Not approved for human/animal use, diagnostics, or manufacturing (including pharmaceuticals, agrochemicals, or consumer goods).

Patent & Regulatory Compliance

Certain molecules may be protected by active patents or regulatory restrictions.

  • Buyers must independently verify patent status (e.g., via USPTO/EPO/CNIPA) and comply with local laws.
  • Atomfair LLC does not provide legal assurances regarding patent non-infringement or jurisdictional compliance.

Liability Release

By purchasing, the buyer agrees to:

  • Use this product only as permitted by law.
  • Indemnify Atomfair LLC against all claims arising from misuse, patent infringement, or regulatory violations.

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