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TCI

CAS 993-22-6

Tetrabutylammonium Azide TCI T0920

Tetrabutylammonium Azide TCI T0920

Chemical Identity

CAS No.
993-22-6
PubChem
CID 5743232·SID 87576740
Formula
C16H36N4
Molecular weight
284.48 g/mol
Purity
>95.0%(T)
Reference databases
ChemSpider·ECHA
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
tetrabutylazanium azide
SMILES
CCCC[N+](CCCC)(CCCC)CCCC.[N-]=[N+]=[N-]
InChIKey
GMRIOAVKKGNMMV-UHFFFAOYSA-N
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Tetrabutylammonium Azide (TCI T0920), with CAS number 993-22-6, is a chemical compound widely used in organic synthesis reactions. It serves as an effective source of azide ions, playing a crucial role in the formation of C-N bonds. This reagent is particularly valuable in azidation reactions and the synthesis of heterocyclic compounds. Its utility in the laboratory is extensive, as it enables the creation of complex molecules that require azide functionality. Due to its chemical stability under controlled conditions, it is a reliable choice for various synthetic processes.

One of the key properties that make Tetrabutylammonium Azide a preferred choice is its solubility in organic solvents. This characteristic simplifies mixing and reaction procedures, making it highly convenient for laboratory use. Additionally, its chemical stability ensures that it remains effective throughout the reaction process, minimizing the risk of unwanted side reactions. The compound’s reactivity is well-controlled, allowing chemists to manipulate its behavior in a predictable manner. These properties collectively contribute to its widespread adoption in synthetic chemistry.

In Indonesian laboratories, Tetrabutylammonium Azide is commonly used in organic chemistry research, especially in academic and research institutions. It is essential for the development of new compounds, drug synthesis, and the study of chemical reactivity. Its role in these contexts underscores its importance as a fundamental reagent in modern chemical research. Its availability and reliability make it a staple in both teaching and research settings.

TCI brochures (PDF)

  • Organic synthesis reactions benefit from Tetrabutylammonium Azide as it provides a stable and efficient source of azide ions for C-N bond formation.
  • Heterocyclic compound synthesis relies on this reagent for its ability to facilitate the introduction of azide groups into complex molecular structures.
  • Azidation reactions utilize this compound as a versatile reagent that enhances the efficiency and selectivity of nitrogen incorporation.
  • Drug development processes incorporate this material to create novel compounds with potential pharmaceutical applications.
  • Chemical reactivity studies use Tetrabutylammonium Azide to investigate the behavior of azide groups in various synthetic environments.

From the TCI brochure

  • Substitution of a benzylic iodide with azide to give the benzyl azide product

Brand TCI
CAS number 993-22-6
Molecular formula —
Purity —
Category Chemistry > Synthetic Reagents > C-X(Non-Halogen) Bond Formation
Pack sizes Available in various sizes as per standard laboratory reagent packaging
Physical form Solid or crystalline powder
Storage Store in a cool, dry place away from moisture and heat

Data from the TCI brochure

Yield94% (Acetone/H2O (4:1), 20 °C, 3 h)
Kemasan5g / 25g

Source: TCI brochure RR095 (2025-11-10)

Tetrabutylammonium Azide should be stored in a cool, dry environment to maintain its chemical stability. It is recommended to keep it in airtight containers to prevent exposure to moisture, which can lead to decomposition. Due to its reactivity towards high temperatures, it should be stored away from heat sources. In laboratory settings, it is essential to handle this compound with care, using appropriate personal protective equipment. Proper labeling and storage conditions are necessary to ensure safety and maintain the integrity of the reagent. Always follow standard laboratory protocols when handling reactive chemicals to minimize risks.

References cited in the TCI brochure

  1. Mohammed Salah Ayoup. Selectively fluorinated cyclohexane building blocks: Derivatives of carbonylated all-cis-3-phenyl-1,2,4,5-tetrafluorocyclohexane Beilstein Journal of Organic Chemistry, 2015. doi:10.3762/bjoc.11.287