[2-(1,3-dioxolan-2-yl)ethyl]triphenylphosphanium bromide

• ChemBase ID: 122866
• Molecular Formular: C23H24BrO2P
• Molecular Mass: 443.313221
• Monoisotopic Mass: 442.06972864
• SMILES: [P+](CCC1OCCO1)(c1ccccc1)(c1ccccc1)c1ccccc1.[Br-]
• Canonical SMILES: C1COC(O1)CC[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Br-]
• InChI: InChI=1S/C23H24O2P.BrH/c1-4-10-20(11-5-1)26(21-12-6-2-7-13-21,22-14-8-3-9-15-22)19-16-23-24-17-18-25-23;/h1-15,23H,16-19H2;1H/q+1;/p-1
• InChIKey: ZCJKBPSRKLHANV-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: [2-(1,3-dioxolan-2-yl)ethyl]triphenylphosphanium bromide
• IUPAC Traditional name: [2-(1,3-dioxolan-2-yl)ethyl]triphenylphosphanium bromide
• Synonyms: 2-(1,3-Dioxolan-2-yl)ethyltriphenylphosphonium bromide; (2-(1,3-dioxolan-2-yl)ethyl)triphenylphosphonium bromide; 2-(1,3-二氧戊环-2-基)乙基三苯基溴化鏻

Database IDs

• CAS Number: 86608-70-0
• EC Number: 404-940-6
• MDL Number: MFCD00075119
• Beilstein Number: 5209374
• PubChem SID: 24866636; 24860519; 162217219
• PubChem CID: 2733834

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 4.958496
• LogD (pH = 7.4): 4.958496
• Log P: 4.958496
• Molar Refractivity: 106.5286 cm^3
• Polarizability: 42.36745 Å^3
• Polar Surface Area: 18.46 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 144-146 °C(lit.)

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 2
• Risk Statements: 22-33-41-52/53
• Safety Statements: 22-26-39-61
• GHS Pictograms: GHS05; GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H318-H373-H412
• GHS Precautionary statements: P273-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥97.0% (AT); 95+%; 97%
• Grade: purum
• Salt Data: Br-
• Empirical Formula (Hill Notation): C23H24BrO2P

DETAILS

Sigma Aldrich - 338117

Packaging
5 g in glass bottle
Application
Reactant for:
• Wittig olefination1
• Preparationof ligands for histamine receptor binding with H3/H4 subtype selectivity2
• Preparation of dual inhibitors of phosphodiesterase-4 and serotonin reuptake3

Sigma Aldrich - 42547

Other Notes
Reagent for the three-carbon homologation of aldehydes or ketones4,5
Application
Reactant for:
• Wittig olefination1
• Preparationof ligands for histamine receptor binding with H3/H4 subtype selectivity2
• Preparation of dual inhibitors of phosphodiesterase-4 and serotonin reuptake3