| Identification | More | [Name]
(3-CARBOXYPROPYL)TRIPHENYLPHOSPHONIUM BROMIDE | [CAS]
17857-14-6 | [Synonyms]
(3-CARBOXYPROPYL)TRIPHENYLPHOSPHONIUM BROMIDE
3-Carboxypropyltriphenylphosphonium bromide 98+% | [EINECS(EC#)]
629-007-2 | [Molecular Formula]
C22H22BrO2P | [MDL Number]
MFCD00274196 | [Molecular Weight]
429.29 | [MOL File]
17857-14-6.mol |
| Chemical Properties | Back Directory | [Appearance]
White powder and granules | [Melting point ]
244-247 °C(lit.)
| [storage temp. ]
Inert atmosphere,Room Temperature | [form ]
Crystalline Powder, Crystals, or Flakes | [color ]
White | [Water Solubility ]
Soluble in water. soluble in ethanol. | [Sensitive ]
Hygroscopic | [BRN ]
4173599 | [InChI]
InChI=1S/C22H21O2P.BrH/c23-22(24)17-10-18-25(19-11-4-1-5-12-19,20-13-6-2-7-14-20)21-15-8-3-9-16-21;/h1-9,11-16H,10,17-18H2;1H | [InChIKey]
NKVJKVMGJABKHV-UHFFFAOYSA-N | [SMILES]
[P+](CCCC(=O)O)(C1=CC=CC=C1)(C1C=CC=CC=1)C1=CC=CC=C1.[Br-] | [CAS DataBase Reference]
17857-14-6(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [Hazard Note ]
Irritant/Hygroscopic | [HS Code ]
29319090 |
| Hazard Information | Back Directory | [Chemical Properties]
White powder and granules | [Uses]
(3-Carboxypropyl)triphenylphosphonium bromide is used as antimalarial agents, antimycobacterial agents,antifungal agents, inhibitors of protein tyrosine phosphatase.
| [Uses]
suzuki reaction | [reaction suitability]
reaction type: C-C Bond Formation | [Synthesis]
General procedure: 4-Bromobutyric acid (1 eq.) and triphenylphosphine (1 eq.) were dissolved in 300 mL of toluene under argon protection and heated to reflux for 48 hours. Upon completion of the reaction, the mixture was cooled to room temperature and subsequently concentrated under reduced pressure to remove the solvent. The target product (3-propylcarboxy)triphenylphosphonium bromide was obtained by crystallization and purification of the residue from a suitable solvent. | [References]
[1] Bioorganic and Medicinal Chemistry, 2011, vol. 19, # 1, p. 567 - 579
[2] Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 21, p. 5088 - 5102
[3] Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, 2002, vol. 57, # 3, p. 335 - 337
[4] Tetrahedron Letters, 2016, vol. 57, # 10, p. 1083 - 1086
[5] Journal of the American Chemical Society, 2018, vol. 140, # 17, p. 5805 - 5813 |
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