N-Hydroxybenzotriazole Anhydrous CASNO:2592-95-2

Physical Properties 

CAS Number: 2592-95-2 (Anhydrous)

Molecular Formula: 𝐶6𝐻5𝑁3𝑂

Molecular Weight: 135.12 g/mol

Synonyms:

1-Hydroxybenzotriazole (Anhydrous)

1H-Benzotriazol-1-ol

1-Hydroxy-1H-1,2,3-benzotriazole

N-Hydroxybenzotriazole

Benzazimidol

Properties

Appearance: White to off-white crystalline powder.

Melting Point: 156-159°C (decomposes upon heating above 180°C).

Solubility: Soluble in polar organic solvents such as Dimethylformamide (DMF), DMSO, and slightly soluble in water.

Stability: Stable under normal conditions, but dry form is explosive.

Safety Hazard: Anhydrous HOBt is sensitive to heat, friction, and shock, and is classified as a explosive when dry. 

 

 

Uses in Chemical Synthesis

Peptide Synthesis: Used as a coupling additive to suppress the racemization of chiral molecules and enhance efficiency.

Amide Synthesis: Facilitates amide bond formation by forming activated esters when paired with carbodiimides like DCC, DIC, or EDC.

Oligonucleotide Synthesis: Used as an additive in nucleotide coupling reactions.

Acylation Catalyst: Used in the synthesis of esters and complex active carboxylic derivatives.

Key Applications

  • Pharmaceutical Industry: Essential for the production of pharmaceutical peptides and complex active pharmaceutical ingredients (APIs).
  • Biochemical Research: Employed in laboratory-scale peptide synthesis.
  • Experimental Industrial Uses: Occasionally investigated for pulp bleaching and special composite material formulation.

Handling and Storage

  • Storage: Store in a cool, dry, inert atmosphere (inert gas recommended).
  • Safety Note: While HOBt hydrate is commonly used to minimize risks, the anhydrous form requires extreme care due to its explosive nature when dry.
  • Handling: Avoid contact with oxidizing agents, strong acids, and ignition sources.

N-Hydroxybenzotriazole Anhydrous (HOBt Anhydrous) is a high-purity, moisture-sensitive coupling reagent primarily used in peptide synthesis to improve efficiency and reduce racemization. It acts as a potent acylation catalyst and condensation agent in carbodiimide-mediated reactions

 

 

What is N-Hydroxybenzotriazole (HOBt) used for?

It is widely used as a coupling reagent in peptide synthesis to improve reaction efficiency.

What does CAS No: 2592-95-2 represent?

It is the unique identification number assigned to N-Hydroxybenzotriazole Anhydrous.

Why is HOBt important in peptide synthesis?

It helps reduce side reactions and enhances the formation of peptide bonds.

What is the difference between anhydrous and hydrated HOBt?

Anhydrous HOBt contains no water, offering better stability and reactivity in certain applications.

Which industries use N-Hydroxybenzotriazole?

It is commonly used in pharmaceutical, biotech, and chemical research industries.

How should N-Hydroxybenzotriazole Anhydrous be stored?

Store in a cool, dry place, tightly sealed, and away from heat, moisture, and direct sunlight due to its sensitive nature.

FAQs

What is N-Hydroxybenzotriazole (HOBt) used for?

It is widely used as a coupling reagent in peptide synthesis to improve reaction efficiency.

What does CAS No: 2592-95-2 represent?

It is the unique identification number assigned to N-Hydroxybenzotriazole Anhydrous.

Why is HOBt important in peptide synthesis?

It helps reduce side reactions and enhances the formation of peptide bonds.

What is the difference between anhydrous and hydrated HOBt?

Anhydrous HOBt contains no water, offering better stability and reactivity in certain applications.

Which industries use N-Hydroxybenzotriazole?

It is commonly used in pharmaceutical, biotech, and chemical research industries.

How should N-Hydroxybenzotriazole Anhydrous be stored?

Store in a cool, dry place, tightly sealed, and away from heat, moisture, and direct sunlight due to its sensitive nature.