Butyltriphenylphosphonium bromide
Butyltriphenylphosphonium bromide (CAS: 1779-51-7) is a phosphonium salt with the linear formula (C 6 -- 6 -- 5 ) 3 -- -- P(Br)CH 2 -- CH 2 -- CH 2 -- CH 3 . It has a molecular weight of 399.30 g/mol. This reagent is a key component in various synthetic organic chemistry transformations, particularly in C-C bond formation, olefination, and the stereoselective synthesis of alkenes via Wittig reactions. It serves as a valuable building block for complex molecule synthesis.
- IUPAC
- NSC 59684,TBP
Wittig Reactions for Alkene Synthesis
Butyltriphenylphosphonium bromide is employed in Wittig reactions to stereoselectively synthesize alkenes. This is crucial for constructing specific double bond geometries in complex organic molecules.
C-C Bond Formation and Cyclization
This phosphonium salt facilitates various C-C bond forming reactions. It is a reactant for free radical 5-exo-dig cyclization and intramolecular hydroacylalkoxylation, enabling the construction of cyclic systems.
Dimerization of Alpha-Olefins
It acts as a reagent in the dimerization of alpha-olefins, contributing to the synthesis of longer chain hydrocarbons.
Synthesis of Indoles
Butyltriphenylphosphonium bromide is used in the alkylidenation of hydrazides, a process that leads to the synthesis of indole derivatives.
| Molecular weight | 399.30 |
|---|---|
| Linear formula | (C6H5)3P(Br)CH2CH2CH2CH3 |
| Assay | 99% |
| Application | Reactant for: • Free radical 5-exo-dig cyclization1• Intramolecular hydroacylalkoxylation2• Wittig reactions for stereoselective synthesis of alkenes3• Dimerization of α-olefins4• Alkylidenation of hydrazides for synthesis of indoles5• Tandem cyclization and 1,2-thiolate shift of nitrogen ylides6 |
| Melting point | 240-243 °C(lit.) |
Hazard statements
- H302Harmful if swallowed
- H312Harmful in contact with skin
Precautionary statements
- P280Wear protective gloves, clothing and eye/face protection
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xn |
| Risk statements (R) | 21/22 |
| Safety statements (S) | 36/37 |
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 Butyltriphenylphosphonium bromide used for?
+
Butyltriphenylphosphonium bromide is used in various organic synthesis applications including Wittig reactions for stereoselective alkene synthesis, C-C bond formation, free radical cyclizations, intramolecular hydroacylalkoxylation, dimerization of alpha-olefins, and the synthesis of indoles.
What are the CAS number and formula for Butyltriphenylphosphonium bromide?
+
The CAS number for Butyltriphenylphosphonium bromide is 1779-51-7. Its linear formula is (C 6 -- 6 -- 5 ) 3 -- -- P(Br)CH 2 -- CH 2 -- CH 2 -- CH 3 .
What grade and purity does Tech Serve Solutions supply?
+
Tech Serve Solutions supplies Butyltriphenylphosphonium bromide with an assay of 99%. This product is not represented as USP, BP, or EP grade.
How should Butyltriphenylphosphonium bromide be handled safely?
+
Butyltriphenylphosphonium bromide is classified as harmful if swallowed and harmful in contact with skin (H302, H312). When handling, wear a dust mask type N95 (US), eyeshields, and gloves. Ensure adequate ventilation and avoid dust formation. Store in a well-ventilated place. Keep container tightly closed.
Is Butyltriphenylphosphonium bromide a controlled substance?
+
Based on the provided data, there is no indication that Butyltriphenylphosphonium bromide is a controlled substance.
How is Butyltriphenylphosphonium bromide shipped and exported?
+
Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals and laboratory reagents. We ensure appropriate packaging and documentation for international shipments according to regulations.
How can I request a sample or quote for Butyltriphenylphosphonium bromide?
+
To request a sample or a quote for Butyltriphenylphosphonium bromide, please contact our sales team through the website or by calling us directly. Provide the product name and CAS number (1779-51-7) for prompt service.
▶ Related products
1-(2-Fluorobenzyl)piperazine
C11H15FN2
Chemical Synthesis
1-(2-Fluorophenyl)biguanide hydrochloride
Chemical Synthesis
1-(2-Fluorophenyl)cyclopropanecarboxylic acid
C10H9FO2
Chemical Synthesis
1-(2-Fluorophenyl)piperazine
C10H13FN2
Chemical Synthesis
1-(2-Fluorophenyl)piperazine monohydrochloride
C10H13FN2 · HCl
Chemical Synthesis
1-(2-Furoyl)-1H-benzotriazole
C11H7N3O2
Chemical Synthesis
1-(2-Furoyl)piperazine
C9H12N2O2
Chemical Synthesis
1-(2-Hydroxy-5-methylphenyl)-3-phenyl-1,3-propanedione
Chemical Synthesis
▶ Explore more
3-Methyl-1,5-di-p-tolyl-1,4-pentazadiene
Chemical Synthesis
3-Methyl-1,5-pentanediol
Chemical Synthesis
3-Methyl-1-(2-methylphenyl)-1H-pyrazol-5-amine
C11H13N3
Chemical Synthesis
3-Methyl-1-(3′-sulfoamidophenyl)-5-pyrazolone
C10H11N3O3S
Chemical Synthesis