[2-(dimethylamino)ethyl]triphenylphosphanium bromide

• ChemBase ID: 137244
• Molecular Formular: C22H25BrNP
• Molecular Mass: 414.318361
• Monoisotopic Mass: 413.09079844
• SMILES: CN(C)CC[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Br-]
• Canonical SMILES: CN(CC[P+](c1ccccc1)(c1ccccc1)c1ccccc1)C.[Br-]
• InChI: InChI=1S/C22H25NP.BrH/c1-23(2)18-19-24(20-12-6-3-7-13-20,21-14-8-4-9-15-21)22-16-10-5-11-17-22;/h3-17H,18-19H2,1-2H3;1H/q+1;/p-1
• InChIKey: YIIHEMGEQQWSMA-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: [2-(dimethylamino)ethyl]triphenylphosphanium bromide
• IUPAC Traditional name: [2-(dimethylamino)ethyl]triphenylphosphanium bromide
• Synonyms: (2-Dimethylaminoethyl)triphenylphosphonium bromide; (2-二甲基氨基乙基)三苯基溴化膦

Database IDs

• CAS Number: 21331-80-6
• EC Number: 244-335-2
• MDL Number: MFCD00011794
• Beilstein Number: 4072092
• PubChem SID: 162231509
• PubChem CID: 2724136

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.6893529
• LogD (pH = 7.4): 3.4531407
• Log P: 4.490528
• Molar Refractivity: 105.3943 cm^3
• Polarizability: 41.48788 Å^3
• Polar Surface Area: 3.24 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 195-200 °C (dec.)(lit.); ca 200°C dec.

Safety Information

• Storage Warning: 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

Product Information

• Purity: 97%; 98%
• Linear Formula: (CH3)2NCH2CH2P+(C6H5)3Br-

REFERENCES

• Wittig reactions with aldehydes or ketones lead to allylic amines. See Appendix 1. Conditions giving predominantly either the (E)- or (Z)-isomer has been reported: Helv. Chim. Acta, 61, 1708 (1978); J. Chem. Soc., Perkin 1, 2033 (1985).