Sodium tetraphenylboron
[CAS# 143-66-8]

Identification

• Classification: Organic raw materials >> Organometallic compound >> Organic sodium
• Name: Sodium tetraphenylboron
• Synonyms: Sodium tetraphenylborate; Tetraphenylboron sodium
• Molecular Formula: C₂₄H₂₀BNa
• Molecular Weight: 342.22
• CAS Registry Number: 143-66-8
• EC Number: 205-605-5
• SMILES: [B-](C1=CC=CC=C1)(C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4.[Na+]

Properties

• Melting point: 300 ºC
• Water solubility: SOLUBLE

Safety Data

• Hazard Symbols: GHS06;GHS07 Danger
• Hazard Statements: H301-H315-H319-H335
• Precautionary Statements: P261-P264-P264+P265-P270-P271-P273-P280-P301+P316-P302+P352-P304+P340-P305+P351+P338-P319-P321-P330-P332+P317-P337+P317-P362+P364-P391-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Acute toxicity	Acute Tox.	3	H301
Skin irritation	Skin Irrit.	2	H315
Eye irritation	Eye Irrit.	2	H319
Specific target organ toxicity - single exposure	STOT SE	3	H335
Acute toxicity	Acute Tox.	4	H302
Specific target organ toxicity - single exposure	STOT SE	3	H336

Discovory and Applicatios

Sodium tetraphenylboron is an organoboron compound with the formula Na[B(C₆H₅)₄]. It is a notable member of the class of tetraphenylboron derivatives, where a boron atom is bonded to four phenyl groups. This compound has found diverse applications in both chemical synthesis and materials science, owing to its unique chemical properties and versatility.

The discovery of sodium tetraphenylboron can be traced back to advancements in organoboron chemistry in the early 20th century. The synthesis of this compound typically involves the reaction of tetraphenylboric acid with sodium hydroxide. The reaction produces sodium tetraphenylboron along with water as a byproduct. This process highlights the stability and reactivity of the tetraphenylboron anion, which plays a crucial role in various chemical applications.

One of the primary applications of sodium tetraphenylboron is as a counterion in the synthesis of various ion-pair catalysts and reagents. The tetraphenylboron anion is known for its ability to stabilize positively charged species, making it useful in creating ion-pair complexes. These complexes are employed in a variety of reactions, including polymerization and other catalytic processes. For instance, in organic synthesis, sodium tetraphenylboron is used to facilitate the formation of various types of polymer materials, where its role as a counterion helps in controlling the polymerization process.

In addition to its role in catalysis, sodium tetraphenylboron is utilized in the development of advanced materials. Its ability to form stable ion-pair complexes makes it valuable in the creation of conductive polymers and other materials with specific electronic properties. For example, it has been used in the synthesis of conductive polymers where the tetraphenylboron anion stabilizes charge carriers, thus enhancing the electrical conductivity of the resulting materials. These conductive polymers have applications in electronic devices, sensors, and flexible displays.

Sodium tetraphenylboron also finds application in the field of analytical chemistry. Its ability to form stable complexes with various ions makes it useful in the development of ion-selective electrodes and other analytical tools. For instance, it can be used in the preparation of electrodes that are sensitive to specific cations, facilitating the accurate measurement of ion concentrations in various solutions. This application underscores the compound's utility in analytical and environmental monitoring.

Furthermore, sodium tetraphenylboron is used in the synthesis of other boron-containing compounds. Its ability to act as a source of the tetraphenylboron anion makes it a key reagent in the preparation of various boron-based catalysts and materials. These compounds are utilized in a wide range of chemical processes, from organic synthesis to industrial applications.

The compound's safety profile is generally considered favorable, although proper handling precautions are necessary due to its chemical reactivity. Research into its environmental impact and long-term stability is ongoing to ensure that its applications are sustainable and safe.

Overall, sodium tetraphenylboron is a valuable compound in both chemical synthesis and materials science. Its unique properties as a counterion and its role in stabilizing charge carriers make it an important reagent in various applications, from polymerization and material development to analytical chemistry.