(1,3-Dioxolan-2-yl)methyltriphenylphosphonium Bromide - ≥98% , CAS No.52509-14-5

CAS: 52509-14-5 Cat. No.: D120757 Molecular Weight: 429.29 EC Number: 257-977-3

GRADE & PURITY ≥98%

Synonyms

((1,3-Dioxolan-2-yl)methyl)triphenylphosphonium bromide | [(1,3-dioxolan-2-yl)methyl]triphenylphosphanium bromide | 1,3-dioxolan-2-ylmethyl(triphenyl)phosphonium bromide | Phosphonium, (1,3-dioxolan-2-ylmethyl)triphenyl-, bromide | W-105815 | 1,3-dioxolan

Storage

Argon charged,Room temperature

Shipped In

Normal

Overview

Reactant for: ? Preparation of a ratiometric fluorescent probe for specific detection of cysteine over homocysteine and glutathione ? Microwave-assisted synthesis of KN-93 as inhibitor of calmodulin kinase II ? Preparation of fluorinated spirobenzofuran piperidines as s1 receptor ligands ? Synthesis and antitumor agents ? Regio-selective preparation of indole derivatives via rhodium-catalyzed domino hydroformylation/indolization

Specifications

Synonyms

((1, 3-Dioxolan-2-yl)methyl)triphenylphosphonium bromide | [(1, 3-dioxolan-2-yl)methyl]triphenylphosphanium bromide | 1, 3-dioxolan-2-ylmethyl(triphenyl)phosphonium bromide | Phosphonium, (1, 3-dioxolan-2-ylmethyl)triphenyl-, bromide | W-105815 | 1, 3-dioxolan

Specifications & Purity

≥98%

Storage

Argon charged, Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Canonical Smiles: C1COC(O1)C[P+](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4.[Br-]
• IUPAC Name: 1,3-dioxolan-2-ylmethyl(triphenyl)phosphanium;bromide
• InChIKey: FRHRVQQUICVJDG-UHFFFAOYSA-M
• INCHI: 1S/C22H22O2P.BrH/c1-4-10-19(11-5-1)25(18-22-23-16-17-24-22,20-12-6-2-7-13-20)21-14-8-3-9-15-21;/h1-15,22H,16-18H2;1H/q+1;/p-1
• Isomeric SMILES: C1COC(O1)C[P+](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4.[Br-]
• WGK Germany: 3
• Molecular Weight: 429.29
• Reaxy-Rn: 3581786
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3581786&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Phenylphosphines and derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Phenylphosphines and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenylphosphines and derivatives
• Alternative Parents: 1,3-dioxolanes Oxacyclic compounds Acetals Organopnictogen compounds Organophosphorus compounds Organic zwitterions Organic bromide salts Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Triphenylphosphine - Phenylphosphine - Meta-dioxolane - Oxacycle - Organoheterocyclic compound - Acetal - Organic oxygen compound - Organopnictogen compound - Hydrocarbon derivative - Organic bromide salt - Organic salt - Organic zwitterion - Organophosphorus compound - Organooxygen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as phenylphosphines and derivatives. These are compounds containing a phenylphosphine, which consists of phosphine substituent bound to a phenyl group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Sensitivity: Hygroscopic
• Melt Point(°C): 191°C
• Molecular Weight: 429.300 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 428.054 Da
• Monoisotopic Mass: 428.054 Da
• Topological Polar Surface Area: 18.500 Ų
• Heavy Atom Count: 26
• Formal Charge: 0
• Complexity: 343.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3

References

1. Lijun Ma, Shu Yang, Yufan Ma, Yuzhi Chen, Zhenguo Wang, Tony D. James, Xuefei Wang, Zhuo Wang.  (2021)  Benzothiazolium Derivative-Capped Silica Nanocomposites for β-Amyloid Imaging In Vivo.  ANALYTICAL CHEMISTRY,      [PMID:34494815] [10.1021/acs.analchem.1c02289]

2. Xue Lu, Yuanyuan Liu, Yaoyao Wei, Changle Meng, Jie Zhou, Yang Zhang, Nuan Dong, Hua Zhang, Wen Chen, Han Zhang.  (2025)  Black phosphorus quantum dots nanocomposite for fluorescence detection and modulation of β-amyloid protein.  COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS,      [PMID:] [10.1016/j.colsurfa.2025.137011]