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157945 Sigma-Aldrich

(4-Carboxybutyl)triphenylphosphonium bromide

98%

Synonym: 5-(Triphenylphosphonio)pentanoic acid bromide, Carboxybutyltriphenylphosphonium bromide, NSC 147756

  • CAS Number 17814-85-6

  • Linear Formula (C6H5)3P(Br)(CH2)4COOH

  • Molecular Weight 443.31

  •  Beilstein/REAXYS Number 3586477

  •  EC Number 241-782-5

  •  MDL number MFCD00011906

  •  PubChem Substance ID 24849711

  •  NACRES NA.22

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Properties

Related Categories C-C Bond Formation, Chemical Synthesis, Olefination, Synthetic Reagents, Wittig Reagents More...
assay   98%
reaction suitability   reaction type: C-C Bond Formation
mp   204-207 °C (lit.)
SMILES string   [Br-].OC(=O)CCCC[P+](c1ccccc1)(c2ccccc2)c3ccccc3
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
InChI key   MLOSJPZSZWUDSK-UHFFFAOYSA-N

Description

Application

• 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

Packaging

50, 250 g in poly bottle

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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