benzyltriphenylphosphanium chloride

• ChemBase ID: 80774
• Molecular Formular: C25H22ClP
• Molecular Mass: 388.868941
• Monoisotopic Mass: 388.11476501
• SMILES: [P+](c1ccccc1)(c1ccccc1)(c1ccccc1)Cc1ccccc1.[Cl-]
• Canonical SMILES: c1ccc(cc1)C[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Cl-]
• InChI: InChI=1S/C25H22P.ClH/c1-5-13-22(14-6-1)21-26(23-15-7-2-8-16-23,24-17-9-3-10-18-24)25-19-11-4-12-20-25;/h1-20H,21H2;1H/q+1;/p-1
• InChIKey: USFRYJRPHFMVBZ-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyltriphenylphosphanium chloride
• IUPAC Traditional name: benzyltriphenylphosphanium chloride
• Synonyms: BTPPC; NSC 116712; Triphenyl(phenylmethyl)phosphonium chloride; Benzyltriphenylphosphonium chloride; benzyl(triphenyl)phosphonium chloride; BENZYLTRIPHENYLPHOSPHONIUM CHLORIDE; 苄基三苯基氯化膦; 苄基三苯基氯化鏻

Database IDs

• CAS Number: 1100-88-5
• EC Number: 214-154-3
• MDL Number: MFCD00011913
• Beilstein Number: 3599868
• PubChem SID: 24891707; 162067894
• PubChem CID: 70671

CALCULATED PROPERTIES

• Acid pKa: 17.877207
• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 6.352264
• LogD (pH = 7.4): 6.352264
• Log P: 6.352264
• Molar Refractivity: 111.8338 cm^3
• Polarizability: 44.074738 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: ≥300 °C(lit.); ca 330°C dec.
• Flash Point: >300°C(572°F); 300 °C; 572 °F

Safety Information

• Storage Warning: Hygroscopic
• RTECS: TA2416500
• European Hazard Symbols: Toxic (T)
• UN Number: 2811; UN3464
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 2; II
• Risk Statements: 25; 25-36/37/38
• Safety Statements: 26-36/37/39-45; 26-36/37-45
• TSCA Listed: 是
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H300; H300-H315-H319-H335
• GHS Precautionary statements: P264-P301 + P310; P280H-P305+P351+P338-P309-P310
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 2

Product Information

• Purity: ≥99.0% (AT); 99%
• Grade: purum
• Linear Formula: C6H5CH2P(Cl)(C6H5)3

DETAILS

MP Biomedicals - 05206657

MP Biomedicals Rare Chemical collection

Sigma Aldrich - B32807

Packaging
25, 100 g in poly bottle
Application
Crosslinking agent for tube-like natural halloysite / fluorelastomer nanocomposites1Reactant for synthesis of:
• Platinum chloro tetrazole complexes via azidation2
• Trans-stilbenes and cinnamates via Wittig olefination3
• Achiral N-hydroxyformamide inhibitors of ADAM-TS4 and ADAM-TS5 for osteoarthritis treatment4
• Pentiptycenes for use as light-driven molecular brakes5Reactant for formation of archipelago structures for formation of petroleum asphaltenes6

Sigma Aldrich - 14005

Application
Crosslinking agent for tube-like natural halloysite / fluorelastomer nanocomposites1Reactant for synthesis of:
• Platinum chloro tetrazole complexes via azidation2
• Trans-stilbenes and cinnamates via Wittig olefination3
• Achiral N-hydroxyformamide inhibitors of ADAM-TS4 and ADAM-TS5 for osteoarthritis treatment4
• Pentiptycenes for use as light-driven molecular brakes5Reactant for formation of archipelago structures for formation of petroleum asphaltenes6

REFERENCES

• Wittig olefination with carbonyl compounds can be carried out under basic, 2-phase conditions; the phosphonium salt acts as its own phase-transfer catalyst: Synthesis, 295 (1973). See also Appendix 1.
• Benzylidene triphenylphosphoranes (formed with n-BuLi) are coupled by reaction with sulfur to give stilbenes, with elimination of triphenylphosphine sulfide: Chem. Ber., 103, 2995 (1970).