(1,3-dioxolan-2-ylmethyl)triphenylphosphanium bromide

• ChemBase ID: 82207
• Molecular Formular: C22H22BrO2P
• Molecular Mass: 429.286641
• Monoisotopic Mass: 428.05407857
• SMILES: [P+](c1ccccc1)(c1ccccc1)(c1ccccc1)CC1OCCO1.[Br-]
• Canonical SMILES: C1COC(O1)C[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Br-]
• InChI: InChI=1S/C22H22O2P.BrH/c1-4-10-19(11-5-1)25(18-22-23-16-17-24-22,20-12-6-2-7-13-20)21-14-8-3-9-15-21;/h1-15,22H,16-18H2;1H/q+1;/p-1
• InChIKey: FRHRVQQUICVJDG-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: (1,3-dioxolan-2-ylmethyl)triphenylphosphanium bromide
• IUPAC Traditional name: (1,3-dioxolan-2-ylmethyl)triphenylphosphanium bromide
• Synonyms: (1,3-Dioxolan-2-ylmethyl)(triphenyl)phosphonium bromide; (1,3-Dioxolan-2-ylmethyl)triphenylphosphonium bromide; ((1,3-Dioxolan-2-yl)methyl)triphenylphosphonium bromide; (1,3-二氧环戊基-2-甲基)三苯基溴化膦

Database IDs

• CAS Number: 52509-14-5
• EC Number: 257-977-3
• MDL Number: MFCD00011966
• PubChem SID: 24853408; 162069326
• PubChem CID: 2724194

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 4.303584
• LogD (pH = 7.4): 4.303584
• Log P: 4.303584
• Molar Refractivity: 102.3412 cm^3
• Polarizability: 40.520973 Å^3
• Polar Surface Area: 18.46 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 186-189°C; 193-195 °C(lit.); 193-195°C°C

Safety Information

• Storage Warning: Harmful/Irritant/Hygroscopic/Store under Argon; Hygroscopic
• European Hazard Symbols: Irritant (Xi); Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-36/37/38; 36/37/38
• Safety Statements: 26-37; 26-37/39
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H315-H319-H332-H335; H315-H319-H335
• GHS Precautionary statements: P261-P280-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: 95+%; 98%
• Empirical Formula (Hill Notation): C22H24BrO2P

DETAILS

Sigma Aldrich - 223859

Packaging
5 g in glass bottle
Application
Reactant for:
• Preparation of a ratiometric fluorescent probe for specific detection of cysteine over homocysteine and glutathione1
• Microwave-assisted synthesis of KN-93 as inhibitor of calmodulin kinase II2
• Preparation of fluorinated spirobenzofuran piperidines as s1 receptor ligands3
• Synthesis and antitumor agents4
• Regio-selective preparation of indole derivatives via rhodium-catalyzed domino hydroformylation/indolization5