Di-tert-butyl Hydrazodicarboxylate TCI D4224

Name: TCI D4224 16466-61-8 Di-tert-butyl Hydrazodicarboxylate
Brand: TCI
SKU: TCI2510D422424759
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Berat 5g 25g

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Description

TCI D4224 Di-tert-butyl Hydrazodicarboxylate (CAS 16466-61-8) is a hydrazine derivative in which both nitrogen atoms are protected by tert-butoxycarbonyl groups, which is why it is commonly referred to as a doubly Boc-protected hydrazide. The reagent plays an important role in organic synthesis as a protected nitrogen source for carbon–heteroatom bond formation, particularly in electrophilic amination reactions and in the preparation of hydrazine-based compounds. Its protected form allows researchers to introduce an N–N unit into a molecular framework safely and in a controlled manner, then remove the protecting groups in a final step under acidic conditions that are already very well established.

The characteristic that makes this reagent so widely used is its stability as a solid that is easy to weigh out, compared with free hydrazine, which is far more reactive and carries greater risk. The two Boc groups lower the nucleophilicity of the nitrogen atoms, so reactions become more selective, while at the same time providing a clean deprotection pathway using acids such as TFA or HCl without the need for specialised reagents. The compound is also known as the redox partner of di-tert-butyl azodicarboxylate: this reduced form is both the by-product of, and the precursor to, that azodicarboxylate.

In Indonesian laboratories, this reagent is typically used in university and institutional research settings and in industrial R&D groups working on organic synthesis and medicinal chemistry. Because it belongs to the C-X (Non-Halogen) Bond Formation class of synthetic reagents, it is generally ordered together with other building blocks for multi-step synthesis programmes, where a protected nitrogen source that can be handled as a stable solid on the open bench is preferred over free hydrazine.

Laboratory Applications

Electrophilic amination reactions, where the doubly Boc-protected nitrogen serves as a controlled, attenuated nitrogen source rather than a highly reactive free hydrazine.
Carbon–heteroatom bond formation, providing a defined C–N bond-forming partner within the C-X (Non-Halogen) Bond Formation class of synthetic reagents for multi-step routes.
Synthesis of hydrazine-based compounds, letting researchers install an intact N–N unit into a molecular framework and unmask it later under standard acidic conditions.
Preparation and regeneration of di-tert-butyl azodicarboxylate, since this reduced compound is both the by-product of and the precursor to that azodicarboxylate reagent.
Protecting-group strategies in medicinal and organic chemistry research, where clean Boc removal with TFA or HCl avoids the need for specialised or exotic deprotection reagents.

Specifications

Brand: TCI
CAS number: 16466-61-8
Chemical name: Di-tert-butyl Hydrazodicarboxylate
Product code: D4224
Category: Chemistry > Synthetic Reagents > C-X (Non-Halogen) Bond Formation [Synthetic Reagents]
Physical form: solid, stable and easy to weigh; store in a closed container away from moisture and acidic vapours

Handling and Storage

Store the container tightly closed in a cool, dry, well-ventilated area, away from direct sunlight, heat sources, moisture and acids, since acidic conditions are what remove the Boc protecting groups. Keep the material in its original supplier container or in a clean, chemically compatible, well-sealed glass or plastic vessel with a clear label. Because the compound is supplied as a stable solid, it can be weighed on the bench, but handling should still take place in a fume hood where practical, using safety glasses, gloves and a laboratory coat. Avoid dust formation, close the container immediately after use, and follow institutional chemical waste procedures for residues and contaminated materials.