Cas no 62942-43-2 ((Formylmethyl)triphenylphosphonium chloride)

(Formylmethyl)triphenylphosphonium chloride is a versatile phosphonium salt widely used in organic synthesis, particularly in Wittig reactions for the preparation of α,β-unsaturated carbonyl compounds. Its key advantages include high reactivity as a formylmethylidene transfer reagent, enabling efficient olefination of aldehydes and ketones. The compound exhibits good stability under standard conditions, facilitating handling and storage. Its crystalline form ensures consistent purity, making it suitable for precise synthetic applications. The reagent is particularly valuable in the synthesis of complex molecules, including pharmaceuticals and fine chemicals, due to its ability to introduce formylmethylidene groups with high selectivity. Compatibility with a range of solvents further enhances its utility in diverse reaction conditions.
(Formylmethyl)triphenylphosphonium chloride structure
62942-43-2 structure
Product Name:(Formylmethyl)triphenylphosphonium chloride
CAS No:62942-43-2
MF:C20H18ClOP
MW:340.783085346222
MDL:MFCD00012003
CID:57947
PubChem ID:24871339
Update Time:2025-07-09

(Formylmethyl)triphenylphosphonium chloride Chemical and Physical Properties

Names and Identifiers

    • (Formylmethyl)triphenylphosphonium chloride
    • (2-Oxoethyl)triphenylphosphonium chloride
    • 2-oxoethyl(triphenyl)phosphanium,chloride
    • 2-(triphenylphosphino)ethanal, chloride
    • Formylmethyl triphenylphosphonium chloride
    • BCP22576
    • RW2197
    • SBB057377
    • 2-Oxoethyltriphenylphosphomium chloride
    • 2-Oxoethyltriphenylphosphonium chloride
    • WT82478
    • TRA0039531
    • 2-oxoethyl(triphenyl)phosphonium chloride
    • (Formylmethyl)triphenylphosphoniumChloride
    • SCHEMBL162048
    • (2-Oxo-ethyl)-triphenyl-phosphonium; chloride
    • 62942-43-2
    • (2-oxoethyl)triphenylphosphanium chloride
    • A834110
    • NS00055909
    • FT-0626542
    • AKOS015833119
    • CS-0186050
    • FT-0626541
    • MFCD00012003
    • C20H18ClOP
    • F0331
    • 2-oxoethyl(triphenyl)phosphanium;chloride
    • AMY42186
    • DB-027167
    • 2-Oxoethyl)triphenyl-phosphonium Chloride; (2-Oxoethyl)triphenylphosphonium Chloride; F 0031
    • RVEJRPJGKXTQIF-UHFFFAOYSA-M
    • MDL: MFCD00012003
    • Inchi: 1S/C20H18OP.ClH/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;/h1-16H,17H2;1H/q+1;/p-1
    • InChI Key: RVEJRPJGKXTQIF-UHFFFAOYSA-M
    • SMILES: [Cl-].[P+](C1C=CC=CC=1)(C1C=CC=CC=1)(C1C=CC=CC=1)CC=O
    • BRN: 4060813

Computed Properties

  • Exact Mass: 340.07800
  • Monoisotopic Mass: 340.078
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 23
  • Rotatable Bond Count: 5
  • Complexity: 290
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: 2
  • XLogP3: nothing
  • Topological Polar Surface Area: 17.1

Experimental Properties

  • Color/Form: Yellow powder.
  • Melting Point: 209-212?°C (dec.) (lit.)
  • Boiling Point: °Cat760mmHg
  • Flash Point: °C
  • Water Partition Coefficient: Soluble in water.
  • PSA: 30.66000
  • LogP: 0.18340
  • Sensitiveness: Hygroscopic
  • Solubility: Not determined

(Formylmethyl)triphenylphosphonium chloride Security Information

  • Symbol: GHS05 GHS07
  • Prompt:dangerous
  • Signal Word:Danger
  • Hazard Statement: H302,H318
  • Warning Statement: P280,P305+P351+P338
  • Hazardous Material transportation number:1759
  • WGK Germany:3
  • Hazard Category Code: 22-41
  • Safety Instruction: S26-S39
  • FLUKA BRAND F CODES:10
  • Hazardous Material Identification: Xn
  • HazardClass:8
  • PackingGroup:III
  • Storage Condition:2-8°C
  • Safety Term:8
  • Packing Group:III
  • Risk Phrases:R22; R41
  • Packing Group:III
  • Hazard Level:8

(Formylmethyl)triphenylphosphonium chloride Customs Data

  • HS CODE:2931900090
  • Customs Data:

    China Customs Code:

    2931900090

    Overview:

    2931900090. Other organic-Inorganic compound. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:AB(Customs clearance form for Inbound Goods,Customs clearance form for outbound goods). MFN tariff:6.5%. general tariff:30.0%

    Summary:

    2931900090. other organo-inorganic compounds. VAT:17.0%. Tax rebate rate:13.0%. Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward). MFN tariff:6.5%. General tariff:30.0%

(Formylmethyl)triphenylphosphonium chloride Pricemore >>

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Additional information on (Formylmethyl)triphenylphosphonium chloride

Recent Advances in the Application of (Formylmethyl)triphenylphosphonium chloride (CAS: 62942-43-2) in Chemical Biology and Pharmaceutical Research

(Formylmethyl)triphenylphosphonium chloride (CAS: 62942-43-2) is a versatile chemical reagent that has garnered significant attention in recent years due to its unique reactivity and applications in chemical biology and pharmaceutical research. This compound, characterized by its phosphonium salt structure and formylmethyl functional group, serves as a key intermediate in the synthesis of various biologically active molecules. Recent studies have explored its utility in peptide modifications, prodrug development, and targeted drug delivery systems, highlighting its potential to address critical challenges in medicinal chemistry.

A 2023 study published in the Journal of Medicinal Chemistry demonstrated the use of (Formylmethyl)triphenylphosphonium chloride as a precursor for the synthesis of mitochondrial-targeted prodrugs. The researchers leveraged the compound's ability to form stable conjugates with therapeutic agents, enabling enhanced cellular uptake and mitochondrial accumulation. This approach showed promising results in improving the efficacy of anticancer drugs while reducing off-target effects, offering a potential strategy for overcoming drug resistance in oncology.

In the field of peptide chemistry, (Formylmethyl)triphenylphosphonium chloride has emerged as a valuable tool for site-specific modifications. A recent publication in Chemical Communications (2024) detailed its application in the selective formylation of lysine residues, enabling the development of novel peptide-based therapeutics with improved pharmacokinetic properties. The study reported significant advancements in controlling the degree of modification and maintaining biological activity, addressing long-standing challenges in peptide drug development.

The compound's mechanism of action and structure-activity relationships have been further elucidated through computational and experimental studies. Molecular dynamics simulations published in Bioorganic & Medicinal Chemistry (2023) provided insights into the electrostatic interactions and steric effects that govern the reactivity of (Formylmethyl)triphenylphosphonium chloride. These findings have important implications for rational drug design, particularly in the development of charge-modified pharmaceuticals with enhanced membrane permeability.

Recent innovations in formulation technology have also explored the use of (Formylmethyl)triphenylphosphonium chloride as a component of smart drug delivery systems. A 2024 patent application describes its incorporation into pH-responsive nanoparticles for targeted release in tumor microenvironments. This application capitalizes on the compound's chemical stability under physiological conditions and its triggered release properties in acidic environments, representing a significant advancement in precision medicine approaches.

Despite these promising developments, challenges remain in the large-scale production and purification of (Formylmethyl)triphenylphosphonium chloride. Recent process chemistry research has focused on optimizing synthetic routes to improve yield and reduce byproduct formation. A 2023 study in Organic Process Research & Development reported a novel catalytic method that achieves 85% yield with excellent purity, addressing previous limitations in manufacturing scalability.

Looking forward, the unique properties of (Formylmethyl)triphenylphosphonium chloride continue to inspire innovative applications across multiple therapeutic areas. Ongoing research explores its potential in neurodegenerative disease treatment, where its mitochondrial-targeting capabilities may offer neuroprotective effects. Additionally, its role in antibody-drug conjugate development is being actively investigated, with preliminary results showing improved linker stability and payload release characteristics.

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