(chloromethyl)triphenylphosphanium chloride

• ChemBase ID: 112446
• Molecular Formular: C19H17Cl2P
• Molecular Mass: 347.218041
• Monoisotopic Mass: 346.04449253
• SMILES: [Cl-].ClC[P+](c1ccccc1)(c1ccccc1)c1ccccc1
• Canonical SMILES: ClC[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Cl-]
• InChI: InChI=1S/C19H17ClP.ClH/c20-16-21(17-10-4-1-5-11-17,18-12-6-2-7-13-18)19-14-8-3-9-15-19;/h1-15H,16H2;1H/q+1;/p-1
• InChIKey: SXYFAZGVNNYGJQ-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: (chloromethyl)triphenylphosphanium chloride
• IUPAC Traditional name: (chloromethyl)triphenylphosphanium chloride
• Synonyms: NSC 93980; (Chloromethyl)triphenylphosphonium chloride; TRIPHENYL(CHLOROMETHYL) PHOSPHONIUM CHLORIDE; (Chloromethyl)triphenylphosphonium chloride; (氯甲基)三苯基氯化磷

Database IDs

• CAS Number: 5293-84-5
• EC Number: 226-139-9
• MDL Number: MFCD00011867
• Beilstein Number: 3599784
• PubChem SID: 24863486; 24855258; 162097413
• PubChem CID: 197823

CALCULATED PROPERTIES

• Acid pKa: 19.861822
• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 5.0414157
• LogD (pH = 7.4): 5.0414157
• Log P: 5.0414157
• Molar Refractivity: 91.6592 cm^3
• Polarizability: 36.174877 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 262-264 °C(lit.)

Safety Information

• RTECS: TA1882000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37/39
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥97.0% (AT); 97%
• Grade: purum
• Linear Formula: ClCH2P(Cl)(C6H5)3

DETAILS

MP Biomedicals - 05223999

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 377015

Packaging
25 g in glass bottle
Application
Used for corrosion inhibition of iron1Reactant involved in:
• Acting as a potential electrophile2
• Elimination reactions for the synthesis of linear alkynes3
• Intramolecular nucleophilic vinylic substitution4
• Homologation of aldehydes5
• Endo-selective alkynol cycloisomerization6

Sigma Aldrich - 25305

Other Notes
Wittig reagent; synthesis of terminal alkynes from aldehydes by Wittig reaction and dehydrohalogenation7,8,9
Application
Used for corrosion inhibition of iron1Reactant involved in:
• Acting as a potential electrophile2
• Elimination reactions for the synthesis of linear alkynes3
• Intramolecular nucleophilic vinylic substitution4
• Homologation of aldehydes5
• Endo-selective alkynol cycloisomerization6