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

• ChemBase ID: 74858
• Molecular Formular: C24H26BrO2P
• Molecular Mass: 457.339801
• Monoisotopic Mass: 456.0853787
• SMILES: [P+](c1ccccc1)(c1ccccc1)(c1ccccc1)CCC1OCCCO1.[Br-]
• Canonical SMILES: C1COC(OC1)CC[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Br-]
• InChI: InChI=1S/C24H26O2P.BrH/c1-4-11-21(12-5-1)27(22-13-6-2-7-14-22,23-15-8-3-9-16-23)20-17-24-25-18-10-19-26-24;/h1-9,11-16,24H,10,17-20H2;1H/q+1;/p-1
• InChIKey: XETDBHNHTOJWPZ-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: [2-(1,3-dioxan-2-yl)ethyl]triphenylphosphanium bromide
• IUPAC Traditional name: [2-(1,3-dioxan-2-yl)ethyl]triphenylphosphanium bromide
• Synonyms: [2-(1,3-Dioxan-2-yl)ethyl]triphenylphosphonium bromide; (2-(1,3-Dioxan-2-yl)ethyl)triphenylphosphonium bromide; [2-(1,3-Dioxan-2-yl)ethyl]triphenylphosphonium bromide; 2-(1,3-Dioxan-2-yl)ethyltriphenylphosphonium bromide; [2-(1,3-二氧环-2-基)乙基]三苯基溴化膦; 2-(1,3-二氧己环-2-基)乙基三苯基溴化膦

Database IDs

• CAS Number: 69891-92-5
• EC Number: 274-189-5
• MDL Number: MFCD00012000
• Beilstein Number: 4117571
• PubChem SID: 24866633; 162039776; 24853138
• PubChem CID: 2724168

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 5.018456
• LogD (pH = 7.4): 5.018456
• Log P: 5.018456
• Molar Refractivity: 111.394 cm^3
• Polarizability: 44.21339 Å^3
• Polar Surface Area: 18.46 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 183-195°C; 193-195 °C(lit.)

Safety Information

• Storage Warning: Irritant/Moisture Sensitive/Store under inert gas; Moisture Sensitive
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26; 26-36
• 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: ≥98.0% (AT); 95+%; 98%; 98+%
• Grade: purum
• Empirical Formula (Hill Notation): C24H26BrO2P

DETAILS

Sigma Aldrich - 219592

Packaging
5, 25 g in glass bottle
Application
Reactant for:
• Wittig olefination1

Sigma Aldrich - 42540

Other Notes
A three carbon homologating agent2,3
Application
Reactant for:
• Wittig olefination1

REFERENCES

• Building block for Wittig synthesis of acetalsof ?-unsaturated aldehydes: Synthesis, 132 (1979).