(Methoxymethyl)triphenylphosphonium chloride - ≥97%(HPLC) , CAS No.4009-98-7

CAS: 4009-98-7 Cat. No.: M109428 Molecular Weight: 342.8 Beilstein Registry Number: 3599844 EC Number: 223-664-5

GRADE & PURITY ≥97%(HPLC)

Synonyms

(methoxy methyl)triphenyl phosphonium chloride | C20H20ClOP | SJFNDMHZXCUXSA-UHFFFAOYSA-M | Triphenyl(methoxymethyl)phosphonium chloride | FT-0651742 | (methoxymethyl) (triphenyl)phosphonium chloride | (methoxymethyl) triphenyl phosphonium chloride | (Met

Storage

Argon charged,Room temperature

Shipped In

Normal

Overview

(Methoxymethyl)triphenylphosphonium chloride is a Wittig reagent that reacts with aldehydes and ketones to give substituted alkenes. This Wittig reaction finds application as the key step in the synthesis of:

· Antimalarial drug, (+)-artemisinin.

· Substituted quinolines.

· Akuammiline alkaloid picrinine.

· 7H-pyrrolo[2,3-d]pyrimidine derivatives for signal transducers and activators of transcription 6 (STAT6) inhibitors

Specifications

Synonyms

(methoxy methyl)triphenyl phosphonium chloride | C20H20ClOP | SJFNDMHZXCUXSA-UHFFFAOYSA-M | Triphenyl(methoxymethyl)phosphonium chloride | FT-0651742 | (methoxymethyl) (triphenyl)phosphonium chloride | (methoxymethyl) triphenyl phosphonium chloride | (Met

Specifications & Purity

≥97%(HPLC)

Storage

Argon charged, Room temperature

Shipped In

Normal

Purity

≥97%(HPLC)

Names and Identifiers

• Canonical Smiles: COC[P+](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3.[Cl-]
• IUPAC Name: methoxymethyl(triphenyl)phosphanium;chloride
• InChIKey: SJFNDMHZXCUXSA-UHFFFAOYSA-M
• INCHI: 1S/C20H20OP.ClH/c1-21-17-22(18-11-5-2-6-12-18,19-13-7-3-8-14-19)20-15-9-4-10-16-20;/h2-16H,17H2,1H3;1H/q+1;/p-1
• Isomeric SMILES: COC[P+](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3.[Cl-]
• WGK Germany: 3
• Molecular Weight: 342.8
• Beilstein: 3599844
• Reaxy-Rn: 3599844
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3599844&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: Organopnictogen compounds Organophosphorus compounds Organooxygen compounds Organic chloride salts Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Triphenylphosphine - Phenylphosphine - Organic oxygen compound - Organopnictogen compound - Hydrocarbon derivative - Organic chloride salt - Organic salt - Organophosphorus compound - Organooxygen compound - Aromatic homomonocyclic 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

• Solubility: Soluble in methanol and chloroform. It decomposes in water
• Sensitivity: Moisture sensitive
• Melt Point(°C): 195-197°C
• Molecular Weight: 342.800 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 342.094 Da
• Monoisotopic Mass: 342.094 Da
• Topological Polar Surface Area: 9.200 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 266.000
• 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. Dan Huang, Chi Cao, Haiming Cheng, Dayang Wang, Wensheng Yang, Renguo Xie.  (2024)  Zero-dimensional organic-inorganic hybrid cuprous halide of (C20H20OP)CuCl2 with high anti-water stability.  Materials Today Chemistry,      [PMID:] [10.1016/j.mtchem.2024.102010]

2. Gaokuo Du, Huanrong Li, Zixuan Li, Xinchi Ye, Yige Wang.  (2024)  Luminescence Boosting after adding Quaternary ammonium/Phosphine Cations to Europium (III) Laponite Clay.  APPLIED CLAY SCIENCE,      [PMID:] [10.1016/j.clay.2024.107584]