(2-methoxy-2-oxoethyl)triphenylphosphanium bromide

• ChemBase ID: 74873
• Molecular Formular: C21H20BrO2P
• Molecular Mass: 415.260061
• Monoisotopic Mass: 414.03842851
• SMILES: [P+](c1ccccc1)(c1ccccc1)(c1ccccc1)CC(=O)OC.[Br-]
• Canonical SMILES: COC(=O)C[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Br-]
• InChI: InChI=1S/C21H20O2P.BrH/c1-23-21(22)17-24(18-11-5-2-6-12-18,19-13-7-3-8-14-19)20-15-9-4-10-16-20;/h2-16H,17H2,1H3;1H/q+1;/p-1
• InChIKey: VCWBQLMDSMSVRL-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-methoxy-2-oxoethyl)triphenylphosphanium bromide
• IUPAC Traditional name: (2-methoxy-2-oxoethyl)triphenylphosphanium bromide
• Synonyms: Methyl (triphenylphosphonio)acetate bromide; (Methoxycarbonylmethyl)triphenylphosphonium bromide; NSC 136109; (Carbomethoxymethyl)triphenylphosphonium bromide; (Methoxycarbonylmethyl)triphenylphosphonium bromide; (2-Methoxy-2-oxoethyl)triphenylphosphonium bromide; (甲氧基羰基甲基)三苯基溴化鏻; 羧甲氧基甲基三苯溴化磷; 甲氧甲酰基甲基三苯基溴化膦

Database IDs

• CAS Number: 1779-58-4
• EC Number: 217-222-0
• MDL Number: MFCD00011801
• Beilstein Number: 3812975
• PubChem SID: 24855683; 162039791
• PubChem CID: 2733211

CALCULATED PROPERTIES

• Acid pKa: 19.026976
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 4.044112
• LogD (pH = 7.4): 4.044112
• Log P: 4.044112
• Molar Refractivity: 98.1733 cm^3
• Polarizability: 38.78681 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 165-170 °C (dec.)(lit.); 165-170°C°C; ca 163°C dec.

Safety Information

• Storage Warning: Hygroscopic; Irritant/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
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (AT); 95+%; 98%; 98+%
• Grade: purum
• Linear Formula: CH3OCOCH2P(Br)(C6H5)3

DETAILS

Sigma Aldrich - 259063

Packaging
50, 250 g in poly bottle
Application
Reactant for synthesis of:
• GSK-3 inhibitors using theWittig reaction1
• Substituted furanones for antifungal and cytostatic activities2
• Photochromic dithienylethene derivatives3
• Gem-diiodoalkanes containing allylic alcohols4
• Highly substituted cyclopentenes and brazilanes via Au-catalyzed deoxygenative Nazarov cyclization5Reactant for:
• Asymmetric hydrogenation of α,β-unsaturated ester-phosphonates6
• Studies of thermal decomposition of phosphonium alkyl ester salts7

Sigma Aldrich - 64939

Application
Reactant for synthesis of:
• GSK-3 inhibitors using theWittig reaction1
• Substituted furanones for antifungal and cytostatic activities2
• Photochromic dithienylethene derivatives3
• Gem-diiodoalkanes containing allylic alcohols4
• Highly substituted cyclopentenes and brazilanes via Au-catalyzed deoxygenative Nazarov cyclization5Reactant for:
• Asymmetric hydrogenation of α,β-unsaturated ester-phosphonates6
• Studies of thermal decomposition of phosphonium alkyl ester salts7