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Product Information

Product Name
Tetraheptylammonium bromide
Brand Name
Chem Impex
Product Number
22860
CAS
4368-51-8
Certificate of Analysis (COA)​
COA not found

General Information

PubChem CID
78073
IUPAC Name
tetraheptylazanium bromide
InChI Key
YQIVQBMEBZGFBY-UHFFFAOYSA-M
SMILES
CCCCCCCN+(CCCCCCC)(CCCCCCC)CCCCCCC.Br-

Description

Product Introduction

Tetraheptylammonium Bromide (THAB, CAS No. 4368-51-8) is a long-chain quaternary ammonium salt widely used as a phase transfer catalyst (PTC), ion-pair reagent, and supporting electrolyte in organic synthesis and analytical chemistry.

The molecule contains a tetraalkylammonium cation with four heptyl groups and a bromide counterion. Its highly hydrophobic alkyl chains provide excellent compatibility with organic solvents, while the ionic ammonium center enables efficient ion transfer between aqueous and organic phases.

Due to its unique amphiphilic structure, Tetraheptylammonium Bromide is commonly applied in phase-transfer catalysis, electrochemistry, ion chromatography, extraction chemistry, and organic synthesis research.

 

Structural Characteristics

Quaternary Ammonium Cation

The tetraalkylammonium structure provides:

  • Permanent positive charge
  • High organic phase compatibility
  • Ion-pair formation ability
  • Efficient ion transfer capability

 

Long Heptyl Chains

The four heptyl groups contribute:

  • Strong hydrophobicity
  • Organic solvent compatibility
  • Improved phase-transfer efficiency
  • Amphiphilic molecular behavior

 

Bromide Counterion

The bromide ion provides:

  • Ionic balance
  • Nucleophile source in certain reactions
  • Electrochemical activity

 

Key Research Applications

1. Phase Transfer Catalyst

Tetraheptylammonium Bromide is widely used as a phase transfer catalyst in organic synthesis.

Applications include:

  • Nucleophilic substitution reactions
  • Alkylation reactions
  • Oxidation and reduction reactions
  • Organic synthesis optimization
  • Biphasic reaction systems

The quaternary ammonium ion facilitates the transfer of reactive ionic species between aqueous and organic phases.

 

2. Ion Pair Reagent for Analytical Chemistry

THAB is used as an ion-pairing reagent in analytical methods.

Applications include:

  • High-performance liquid chromatography (HPLC)
  • Ion chromatography
  • Separation of ionic compounds
  • Pharmaceutical analysis
  • Electrochemical analysis

The hydrophobic ammonium cation can form ion pairs with anionic analytes, improving chromatographic separation.

 

3. Electrochemical Research

Tetraheptylammonium Bromide is used as a supporting electrolyte and ionic additive.

Applications include:

  • Electrochemical measurements
  • Organic electrochemistry
  • Ion transport studies
  • Electrolyte formulation research
  • Electrode interface studies

 

4. Ionic Liquid and Functional Material Research

Quaternary ammonium salts are important building blocks for ionic liquid systems.

Applications include:

  • Ionic liquid preparation
  • Functional electrolyte development
  • Conductive materials research
  • Interface engineering

 

5. Extraction and Separation Chemistry

Due to its amphiphilic ionic structure, THAB can assist in separation processes.

Applications include:

  • Ion extraction studies
  • Metal ion separation research
  • Solvent extraction systems
  • Analytical sample preparation

 

Advantages

  • Efficient phase-transfer catalytic activity
  • Excellent organic solvent compatibility
  • Stable quaternary ammonium structure
  • Useful ion-pairing reagent
  • Suitable for electrochemical research
  • Broad applications in synthetic chemistry

 

Storage & Handling

  • Store in a cool place
  • Keep container tightly closed in a dry and well-ventilated place.
  • Containers which are opened must be carefully resealed and kept upright to prevent leakage.

 

Research Areas

  • Organic synthesis
  • Phase transfer catalysis
  • Ion chromatography
  • Electrochemistry
  • Ionic liquids
  • Separation science
  • Analytical chemistry

FAQ

 

Q1: What is Tetraheptylammonium Bromide?

A: Tetraheptylammonium Bromide (THAB, CAS No. 4368-51-8) is a quaternary ammonium salt commonly used as a phase transfer catalyst, ion-pair reagent, and electrochemical electrolyte additive.

 

Q2: What is Tetraheptylammonium Bromide used for?

A: It is mainly used in:

  • Phase transfer catalysis
  • Organic synthesis
  • Ion chromatography
  • Electrochemical research
  • Ionic liquid preparation

 

Q3: Is Tetraheptylammonium Bromide a surfactant?

A: It has amphiphilic characteristics due to its long alkyl chains and ionic ammonium center, but it is primarily used as a quaternary ammonium reagent and phase transfer catalyst.

 

Q4: How does Tetraheptylammonium Bromide work as a phase transfer catalyst?

A: It transfers ionic reactants between immiscible phases by forming ion pairs, allowing reactions between aqueous and organic-phase components.

 

Q5: Can Tetraheptylammonium Bromide be used in HPLC?

A: Yes. THAB can be used as an ion-pair reagent to improve the separation of ionic compounds in chromatographic analysis.

 

Q6: What is the difference between Tetraheptylammonium Bromide and Tetrabutylammonium Bromide?

Property THAB TBAB
Alkyl Chain Heptyl Butyl
Hydrophobicity Higher Lower
Organic Phase Compatibility Stronger Moderate
Application Ion pairing, PTC, electrochemistry General phase transfer catalyst

 

Q7: Is Tetraheptylammonium Bromide used in battery research?

A: It can be used in electrochemical studies as an ionic additive or supporting electrolyte component for investigating ion transport and electrode processes.

 

Q8: How should THAB be stored?

A: It should be stored in a sealed container under dry conditions and protected from moisture because it is hygroscopic.