(4-Carboxybutyl)triphenylphosphonium bromide
(4-Carboxybutyl)triphenylphosphonium bromide (CAS: 17814-85-6) is a versatile phosphonium salt with the linear formula (C6H5)3P(Br)(CH2)4COOH and a molecular weight of 443.31 g/mol. It serves as a valuable synthetic reagent in organic chemistry, particularly for C-C bond formation and olefination reactions. Its applications extend to the synthesis of complex organic molecules, including potential therapeutic agents and biologically active compounds.
- IUPAC
- 5-(Triphenylphosphonio)pentanoic acid bromide,Carboxybutyltriphenylphosphonium bromide,NSC 147756
- Synonyms
- 5-(Triphenylphosphonio)pentanoic acid bromideCarboxybutyltriphenylphosphonium bromideNSC 147756
Preparation of Ring Skeletons
This compound acts as a reactant in ring-closing metathesis and double bond migration ring-closing metathesis reactions, enabling the formation of various ring structures.
Synthesis of Antimycobacterial Agents
It is utilized in the preparation of methyl alkenyl quinolones, which are investigated for their potential as antimycobacterial agents.
Prostaglandin Synthesis
The reagent is employed in the synthesis of prostaglandins and their drug analogues through Gold-catalyzed Meyer-Schuster rearrangement reactions.
Development of Calcium Channel Blockers
It serves as a precursor for diphenylmethylpiperazines, which are studied as N-type calcium channel blockers with potential therapeutic applications.
Synthesis of Antitumor Compounds
This phosphonium salt is used in the preparation of folate receptor-specific GARFTase inhibitors, which exhibit antitumor activity.
Creation of Antileishmanial Agents
It is a Wittig reagent used in the synthesis of cycloalkylidene alkanols that possess antileishmanial activity.
| Molecular weight | 443.31 |
|---|---|
| Linear formula | (C6H5)3P(Br)(CH2)4COOH |
| Assay | 98% |
| Application | • Used as a platform for delivery of pro-apoptotic peptides into the mitochondria of tumor cells1Reactant for preparation of:• Ring skeletons via ring closing metathesis and double bond migration ring closing metathesis reactions2• Methyl alkenyl quinolones as antimycobacterial agents3• Prostaglandins and their drug analogs via Gold-catalyzed Meyer-Schuster rearrangement4• Diphenylmethylpiperazines as N-type calcium channel blockers as potential therapeutic agents5• Folate receptor-specific glycinamide ribonucleotide formyltransferase (GARFTase) inhibitors with antitumor activity6• Cycloalkylidene alkanols with antileishmanial activity, via Wittig reaction7 |
| Melting point | 204-207 °C(lit.) |
Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-36 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is (4-Carboxybutyl)triphenylphosphonium bromide used for?
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(4-Carboxybutyl)triphenylphosphonium bromide is used in organic synthesis for C-C bond formation and olefination reactions, including the preparation of ring skeletons, potential therapeutic agents like antimycobacterial compounds and calcium channel blockers, and compounds with antitumor or antileishmanial activity.
What is the CAS number and chemical formula?
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The CAS number is 17814-85-6, and the linear chemical formula is (C6H5)3P(Br)(CH2)4COOH.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies (4-Carboxybutyl)triphenylphosphonium bromide with an assay of 98%. This product is supplied for research and laboratory use and is not represented as USP, BP, EP, or other pharmacopoeia grades.
What are the safety and handling precautions for this chemical?
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This compound is classified as a Warning. It causes skin irritation (H315), serious eye irritation (H319), and may cause respiratory irritation (H335). When handling, wear a dust mask type N95 (US), eyeshields, and gloves. Ensure adequate ventilation and avoid breathing dust.
How is this product packed, shipped, and exported?
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Tech Serve Solutions, as a specialist global supplier and exporter, carefully packs and ships fine chemicals like (4-Carboxybutyl)triphenylphosphonium bromide in compliance with international regulations for research and laboratory purposes.
How can I request a sample or quote for this chemical?
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To request a sample or a quote for (4-Carboxybutyl)triphenylphosphonium bromide, please contact our sales team through the website or by phone, providing your details and the product's CAS number (17814-85-6).
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