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| | (4-Carboxybutyl)triphenylphosphonium bromide Basic information |
| | (4-Carboxybutyl)triphenylphosphonium bromide Chemical Properties |
| Melting point | 204-207 °C(lit.) | | Boiling point | 324.7-327.4℃ at 101.93-102.15kPa | | bulk density | 360-400kg/m3 | | density | 1.371 at 20℃ | | vapor pressure | 0Pa at 25℃ | | Fp | 195°(383°F) | | storage temp. | Store below +30°C. | | solubility | DMSO, Methanol, Water | | form | solid | | color | White to Off-White | | Water Solubility | Soluble in ethanol, methanol and soluble water. Insoluble in toluene and hexane. | | Sensitive | Hygroscopic | | BRN | 3586477 | | InChI | 1S/C23H23O2P.BrH/c24-23(25)18-10-11-19-26(20-12-4-1-5-13-20,21-14-6-2-7-15-21)22-16-8-3-9-17-22;/h1-9,12-17H,10-11,18-19H2;1H | | InChIKey | KQJPHSBFOSLICV-UHFFFAOYSA-N | | SMILES | [Br-].OC(=O)CCCC[P+](c1ccccc1)(c2ccccc2)c3ccccc3 | | LogP | 0.146 | | CAS DataBase Reference | 17814-85-6(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36 | | RIDADR | 3278 | | WGK Germany | 3 | | HS Code | 29310095 | | Storage Class | 6.1D - Non-combustible acute toxic Cat.3
toxic hazardous materials or hazardous materials causing chronic effects | | Hazard Classifications | Acute Tox. 3 Oral
Eye Dam. 1 |
| | (4-Carboxybutyl)triphenylphosphonium bromide Usage And Synthesis |
| Chemical Properties | WHITE TO ALMOST WHITE CRYSTALLINE POWDER | | Uses | suzuki reaction | | Uses | (4-Carboxybutyl)triphenylphosphonium Bromide (cas# 17814-85-6) is a compound useful in organic synthesis. | | Uses | - Used as a platform for delivery of pro-apoptotic peptides into the mitochondria of tumor cells
Reactant for preparation of:
- Ring skeletons via ring closing metathesis and double bond migration ring closing metathesis reactions
- Methyl alkenyl quinolones as antimycobacterial agents
- Prostaglandins and their drug analogs via Gold-catalyzed Meyer-Schuster rearrangement
- Diphenylmethylpiperazines as N-type calcium channel blockers as potential therapeutic agents
- Folate receptor-specific glycinamide ribonucleotide formyltransferase (GARFTase) inhibitors with antitumor activity
- Cycloalkylidene alkanols with antileishmanial activity, via Wittig reaction
| | reaction suitability | reaction type: C-C Bond Formation | | Synthesis | General method: 5-Bromovaleric acid (1 eq.) and triphenylphosphine (1 eq.) were dissolved in 300 mL of toluene and the reaction was refluxed under argon protection for 48 hours. Upon completion of the reaction, the mixture was cooled to room temperature and subsequently concentrated under reduced pressure. The target product 4-carboxybutyltriphenylphosphonium bromide was obtained by crystallization and purification of the residue from a suitable solvent. | | References | [1] Journal of Organic Chemistry, 1999, vol. 64, # 9, p. 3196 - 3206
[2] Canadian Journal of Chemistry, 2003, vol. 81, # 6, p. 697 - 704
[3] Bioorganic and Medicinal Chemistry, 2011, vol. 19, # 1, p. 567 - 579
[4] Journal of Organic Chemistry, 1987, vol. 52, # 20, p. 4449 - 4453
[5] Journal of Medicinal Chemistry, 2017, vol. 60, # 14, p. 6353 - 6363 |
| | (4-Carboxybutyl)triphenylphosphonium bromide Preparation Products And Raw materials |
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