(3-methylbutyl)triphenylphosphanium bromide

• ChemBase ID: 147366
• Molecular Formular: C23H26BrP
• Molecular Mass: 413.330301
• Monoisotopic Mass: 412.09554946
• SMILES: CC(C)CC[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Br-]
• Canonical SMILES: CC(CC[P+](c1ccccc1)(c1ccccc1)c1ccccc1)C.[Br-]
• InChI: InChI=1S/C23H26P.BrH/c1-20(2)18-19-24(21-12-6-3-7-13-21,22-14-8-4-9-15-22)23-16-10-5-11-17-23;/h3-17,20H,18-19H2,1-2H3;1H/q+1;/p-1
• InChIKey: GZLGTVRDLCJQTO-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: (3-methylbutyl)triphenylphosphanium bromide
• IUPAC Traditional name: (3-methylbutyl)triphenylphosphanium bromide
• Synonyms: (3-Methylbutyl)triphenylphosphonium bromide; Isoamyltriphenylphosphonium bromide; Isoamyltriphenylphosphonium bromide; Isopentyltriphenylphosphonium bromide; 三苯基溴化膦异戊酯; 异戊基三苯基溴化磷鎓

Database IDs

• CAS Number: 28322-40-9
• EC Number: 248-966-4
• MDL Number: MFCD00031594
• Beilstein Number: 3804221
• PubChem SID: 24861526; 162241554
• PubChem CID: 2759379

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 6.238709
• LogD (pH = 7.4): 6.238709
• Log P: 6.238709
• Molar Refractivity: 105.6434 cm^3
• Polarizability: 41.82187 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 157-159 °C(lit.); ca 155°C

Safety Information

• Storage Warning: Hygroscopic
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37; 26-37/39
• 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%
• Linear Formula: (CH3)2CHCH2CH2P(C6H5)3Br

DETAILS

Sigma Aldrich - 347779

Packaging
5, 25 g in glass bottle
Application
Reactant for:
• Preparation of 9,11-secosterol analogs as antitumor agents1
• Synthesis of antiepileptic, ceramide I, and its triacetyl derivatives via olefin cross metathesis2
• Preparation of meso-epoxides via substitution of alkyl bromides with triphenylphosphine followed by Wittig olefination and epoxidation3