(2-hydroxyethyl)triphenylphosphanium bromide

• ChemBase ID: 74869
• Molecular Formular: C20H20BrOP
• Molecular Mass: 387.249961
• Monoisotopic Mass: 386.04351389
• SMILES: [P+](c1ccccc1)(c1ccccc1)(c1ccccc1)CCO.[Br-]
• Canonical SMILES: OCC[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Br-]
• InChI: InChI=1S/C20H20OP.BrH/c21-16-17-22(18-10-4-1-5-11-18,19-12-6-2-7-13-19)20-14-8-3-9-15-20;/h1-15,21H,16-17H2;1H/q+1;/p-1
• InChIKey: QZJOQNHOOVSESC-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-hydroxyethyl)triphenylphosphanium bromide
• IUPAC Traditional name: (2-hydroxyethyl)triphenylphosphanium bromide
• Synonyms: (2-Hydroxyethyl)triphenylphosphonium bromide; (2-Hydroxyethyl)triphenylphosphonium bromide; 溴化(2-羟乙基)三苯基磷; (2-羟乙基)三苯基溴化膦

Database IDs

• CAS Number: 7237-34-5
• MDL Number: MFCD00011901
• Beilstein Number: 3922741
• PubChem SID: 24858331; 162039787
• PubChem CID: 2733550

CALCULATED PROPERTIES

• Acid pKa: 15.425863
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 3.7817814
• LogD (pH = 7.4): 3.7817814
• Log P: 3.7817814
• Molar Refractivity: 93.6675 cm^3
• Polarizability: 36.838673 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 217-219 °C(lit.); 218-220°C

Safety Information

• Storage Warning: Hygroscopic
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%; 98+%
• Linear Formula: HOCH2CH2P(C6H5)3Br

DETAILS

Sigma Aldrich - 304131

Packaging
25 g in glass bottle
Application
Reactant involved in olefination of activated imines1Modifier of PET nanocomposite fibers with functionalized multiwalled carbon nanotubes2

REFERENCES

• Can be used in the Wittig reaction without prior protection of the hydroxyl group, using excess n-BuLi, giving modest yields of allylic alcohols: Synthesis, 29 (1971).