triphenyl[3-(trimethylsilyl)prop-2-yn-1-yl]phosphanium bromide

• ChemBase ID: 132096
• Molecular Formular: C24H26BrPSi
• Molecular Mass: 453.426501
• Monoisotopic Mass: 452.07247599
• SMILES: C[Si](C)(C)C#CC[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Br-]
• Canonical SMILES: C[Si](C#CC[P+](c1ccccc1)(c1ccccc1)c1ccccc1)(C)C.[Br-]
• InChI: InChI=1S/C24H26PSi.BrH/c1-26(2,3)21-13-20-25(22-14-7-4-8-15-22,23-16-9-5-10-17-23)24-18-11-6-12-19-24;/h4-12,14-19H,20H2,1-3H3;1H/q+1;/p-1
• InChIKey: PBSHVEOONSKWJF-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: triphenyl[3-(trimethylsilyl)prop-2-yn-1-yl]phosphanium bromide
• IUPAC Traditional name: triphenyl[3-(trimethylsilyl)prop-2-yn-1-yl]phosphanium bromide
• Synonyms: (3-Trimethylsilyl-2-propynyl)triphenylphosphonium bromide; (3-三甲基硅基-2-丙炔基)三苯基溴化磷

Database IDs

• CAS Number: 42134-49-6
• MDL Number: MFCD00012029
• Beilstein Number: 3581358
• PubChem SID: 162226373; 24858048
• PubChem CID: 2723674

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 7.3335
• LogD (pH = 7.4): 7.3335
• Log P: 7.3335
• Molar Refractivity: 109.8657 cm^3
• Polarizability: 45.45768 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 166-167 °C (dec.)(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• 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
• Storage Temperature: 2-8°C

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C24H26BrPSi

DETAILS

Sigma Aldrich - T5906

Application
Reactant for:
• Horner-Wadsworth-Emmons olefination1
• Aromatic ring umpolung2
• Stereoselective Wittig reaction3
• Bromoetherification reactions4
• Olefination of Garner′s aldehyde5
• Regioselective Wittig reaction6

Sigma Aldrich - 299588

Packaging
5 g in glass bottle
Application
Reactant for:
• Horner-Wadsworth-Emmons olefination1
• Aromatic ring umpolung2
• Stereoselective Wittig reaction3
• Bromoetherification reactions4
• Olefination of Garner′s aldehyde5
• Regioselective Wittig reaction6