Heptyltriphenylphosphonium bromide
Heptyltriphenylphosphonium bromide (CAS: 13423-48-8), with the chemical formula CH3(CH2)6P(C6H5)3Br and a molecular weight of 441.38 g/mol, is a phosphonium salt widely employed as a versatile reagent in organic synthesis. It serves as a key reactant in various carbon-carbon bond-forming reactions, particularly in olefination processes. Its applications span the stereoselective synthesis of complex organic molecules and intermediates.
Stereospecific Rearrangements
Heptyltriphenylphosphonium bromide is utilised as a reactant for the stereospecific rearrangement of epoxides, leading to the formation of quaternary carbaldehydes.
Pheromone Synthesis
This compound is instrumental in the synthesis of pheromones, specifically mentioned for its role in preparing the male pheromone of the termite species Zootermopsis.
Oxidation Reactions
It acts as a reagent in regio- and stereoselective TEMPO oxidation reactions, contributing to controlled chemical transformations.
Antitumor Agent Synthesis
Heptyltriphenylphosphonium bromide facilitates the diastereoselective synthesis of climacostol, a compound investigated for its antitumor activity.
Immunosuppressive Agent Analogs
It is employed in the enantioselective synthesis of chiral vinylphosphonate and phosphonate analogs related to the immunosuppressive agent FTY720.
Anticancer Drug Discovery
The compound aids in the preparation of embelin derivatives, which have demonstrated XIAP inhibitory and anticancer activity.
| Molecular weight | 441.38 |
|---|---|
| Linear formula | CH3(CH2)6P(C6H5)3Br |
| Assay | 97% |
| Application | Reactant for: • Stereospecific rearrangement of epoxides to quaternary carbaldehydes1• Synthesis of the male pheromone of two species of termite Zootermopsis2• Regio- and stereoselective TEMPO oxidation3• Diastereoselective synthesis of climacostol for antitumor activity4• Enantioselective synthesis of chiral vinylphosphonate and phosphonate analogs of immunosuppressive agent FTY7205• Preparation of embelin derivatives with XIAP inhibitory and anticancer activity6 |
| Melting point | 173-176 °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 Heptyltriphenylphosphonium bromide used for?
+
Heptyltriphenylphosphonium bromide is used as a reactant in organic synthesis for C-C bond formation, olefination, stereospecific rearrangements, and the synthesis of complex molecules like pheromones and pharmaceutical intermediates.
What is the CAS number and formula for Heptyltriphenylphosphonium bromide?
+
The CAS number is 13423-48-8 and the linear formula is CH3(CH2)6P(C6H5)3Br.
What grade and purity does Tech Serve Solutions supply?
+
Tech Serve Solutions supplies Heptyltriphenylphosphonium bromide with an assay of 97%. We do not represent this product as USP, BP, EP, or any other pharmacopoeia grade.
What are the safety and handling precautions for Heptyltriphenylphosphonium bromide?
+
Heptyltriphenylphosphonium bromide is classified as a Warning. It can cause skin irritation (H315), serious eye irritation (H319), and may cause respiratory irritation (H335). Appropriate personal protective equipment, including a dust mask (N95), eyeshields, and gloves, should be worn. Handle in a well-ventilated area. In case of eye contact, rinse cautiously with water for several minutes (P305 + P351 + P338).
Is Heptyltriphenylphosphonium bromide a controlled substance?
+
The provided data does not indicate that Heptyltriphenylphosphonium bromide is a controlled substance.
How is Heptyltriphenylphosphonium bromide shipped and exported?
+
Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals. Heptyltriphenylphosphonium bromide is packed and shipped according to international regulations for chemical transport.
How can I request a quote or sample for Heptyltriphenylphosphonium bromide?
+
To request a quote or sample, please contact our sales team through the website or by phone, referencing the product name and CAS number 13423-48-8.
▶ 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