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Isoamyltriphenylphosphonium bromide

CAS 28322-40-9(CH3)2CHCH2CH2P(C6H5)3BrChemical Synthesis

Isoamyltriphenylphosphonium bromide (CAS: 28322-40-9) is a phosphonium salt with the linear formula (CH3)2CHCH2CH2P(C6H5)3Br and a molecular weight of 415.35 g/mol. This compound serves as a valuable reagent in organic synthesis, particularly for C-C bond formation and olefination reactions. It is extensively employed in the preparation of complex organic molecules, including pharmaceutical intermediates and biologically active compounds.

IUPAC
(3-Methylbutyl)triphenylphosphonium bromide
Synonyms
(3-Methylbutyl)triphenylphosphonium bromide
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Isoamyltriphenylphosphonium bromide ((CH3)2CHCH2CH2P(C6H5)3Br) — chemical structure, CAS 28322-40-9; Chemistry, fine chemical supplied by Tech Serve Solutions
C-C Bond FormationChemical SynthesisOlefinationSynthetic ReagentsWittig Reagents
01 /Applications

Preparation of 9,11-secosterol analogs

Isoamyltriphenylphosphonium bromide is utilized as a reactant in the preparation of 9,11-secosterol analogs, which are investigated for their antitumor properties. This application highlights its role in synthesizing complex steroidal structures.

Synthesis of Antiepileptic Agents

The compound is employed in the synthesis of antiepileptic agents, ceramide I, and its triacetyl derivatives through olefin cross-metathesis. This demonstrates its utility in developing compounds with therapeutic applications.

Preparation of meso-epoxides

Isoamyltriphenylphosphonium bromide facilitates the preparation of meso-epoxides. The process involves substitution of alkyl bromides with triphenylphosphine, followed by Wittig olefination and subsequent epoxidation.

02 /Properties
Molecular weight415.35
Linear formula(CH3)2CHCH2CH2P(C6H5)3Br
Assay98%
ApplicationReactant for:• Preparation of 9,11-secosterol analogs as antitumor agents1• Synthesis of antiepileptic, ceramide I, and its triacetyl derivatives via olefin cross metathesis2• Preparation of meso-epoxides via substitution of alkyl bromides with triphenylphosphine followed by Wittig olefination and epoxidation3
Melting point157-159 °C(lit.)
03 /Safety & handling
GHS hazard pictogram: Harmful / irritant (GHS07)
Harmful / irritant
Warning

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 equipmentdust 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)26-37/39

Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.

04 /Identifiers & registry
CAS number
28322-40-9
MDL number
MFCD00031594
PubChem substance
24861526
05 /Quality & supply

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.

06 /Frequently asked questions

What is Isoamyltriphenylphosphonium bromide used for?

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Isoamyltriphenylphosphonium bromide is used as a reagent in organic synthesis for C-C bond formation, olefination reactions, and the preparation of specific complex molecules like 9,11-secosterol analogs, antiepileptic agents, and meso-epoxides.

What is the CAS number and formula for Isoamyltriphenylphosphonium bromide?

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The CAS number for Isoamyltriphenylphosphonium bromide is 28322-40-9, and its linear formula is (CH3)2CHCH2CH2P(C6H5)3Br.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies Isoamyltriphenylphosphonium bromide with an assay of 98%. This product is intended for research and chemical synthesis purposes and is not supplied as USP, BP, or EP grade.

How should Isoamyltriphenylphosphonium bromide be handled?

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Isoamyltriphenylphosphonium bromide is classified as a Warning. It may cause skin irritation (H315), serious eye irritation (H319), and respiratory irritation (H335). Handle with appropriate personal protective equipment, including a dust mask (type N95 US), eyeshields, and gloves. Ensure good ventilation and avoid breathing dust.

How is Isoamyltriphenylphosphonium bromide packed and shipped?

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Isoamyltriphenylphosphonium bromide is carefully packed to ensure safe transit and is exported globally by Tech Serve Solutions. Specific packaging details can be provided upon request.

How can I request a quote or sample?

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To request a quote or a sample of Isoamyltriphenylphosphonium bromide, please contact our sales team through the website or by phone. We will be pleased to assist you.

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