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Dibenzyl azodicarboxylate

CAS 2449-05-0C6H5CH2OCON=NCOOCH2C6H5Chemical Synthesis

Dibenzyl azodicarboxylate (CAS 2449-05-0), with the linear formula C₁₆H₁₆N₂O₄ and a molecular weight of 298.29 g/mol, is a versatile organic compound. This azo/diazo compound functions as an effective electrophilic reagent in various synthetic pathways. It is particularly noted for its utility in the stereoselective synthesis of complex molecules, including amino acids and heterocyclic structures, making it a valuable building block in organic synthesis and medicinal chemistry research.

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Dibenzyl azodicarboxylate (C6H5CH2OCON=NCOOCH2C6H5) — chemical structure, CAS 2449-05-0; Chemistry, fine chemical supplied by Tech Serve Solutions
Azo/Diazo CompoundsBuilding BlocksChemical SynthesisNitrogen CompoundsOrganic Building Blocks
01 /Applications

Synthesis of C-Glycosyl α-Amino Acids

Dibenzyl azodicarboxylate serves as an electrophilic reagent in the proline-catalyzed α-amination of C-glycosylalkyl aldehydes, facilitating the synthesis of C-glycosyl α-amino acids.

Enantioselective Synthesis of Pyrazolidine Derivatives

This compound is employed in the enantioselective synthesis of optically active pyrazolidine derivatives, contributing to the creation of chiral heterocyclic molecules.

Organic Synthesis Building Block

As a nitrogen-containing organic building block, it is valuable for constructing complex molecular architectures in research and development settings.

02 /Properties
Molecular weight298.29
Linear formulaC6H5CH2OCON=NCOOCH2C6H5
Assay90%
Storage temperature2-8°C
ApplicationDibenzyl azodicarboxylate was used as electrophilic reagent in the synthesis of C-glycosyl α-amino acids via proline-catalyzed α-amination of C-glycosylalkyl aldehydes1. It was used in enantioselective synthesis of optically active pyrazolidine derivatives2.
Melting point43-47 °C(lit.)
03 /Safety & handling
GHS hazard pictogram: Harmful / irritant (GHS07)
Harmful / irritant
Warning

Hazard statements

  • H315Causes skin irritation
  • H319Causes serious eye irritation
  • H335May cause respiratory irritation

Precautionary statements

  • P261Avoid breathing dust, fume, gas or vapours
  • P305IF IN EYES
Protective equipmentdust mask type N95 (US), Eyeshields, Gloves
Water hazard class (WGK, DE)3
Hazard codes (EU)Xi
Risk statements (R)36/37/38
Safety statements (S)26

Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.

04 /Identifiers & registry
CAS number
2449-05-0
MDL number
MFCD00016737
PubChem substance
24850186
Beilstein registry
2298734
05 /Quality & supply

Documentation

Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.

Supply & logistics

Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.

06 /Frequently asked questions

What is Dibenzyl azodicarboxylate used for?

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Dibenzyl azodicarboxylate is primarily used as an electrophilic reagent in organic synthesis, notably in the preparation of C-glycosyl α-amino acids and enantioselective synthesis of pyrazolidine derivatives.

What is the CAS number and formula for Dibenzyl azodicarboxylate?

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The CAS number for Dibenzyl azodicarboxylate is 2449-05-0, and its linear formula is C₁₆H₁₆N₂O₄.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies Dibenzyl azodicarboxylate with a minimum assay of 90%. This product is intended for research and laboratory use; TSS does not represent it as meeting pharmacopoeia standards (USP, BP, EP) unless explicitly stated.

How should Dibenzyl azodicarboxylate be handled safely?

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Dibenzyl azodicarboxylate is a warning hazard, causing skin irritation (H315), serious eye irritation (H319), and respiratory irritation (H335). Handle with appropriate personal protective equipment, including a dust mask (type N95 US), eyeshields, and gloves. Ensure adequate ventilation and avoid breathing dust.

How is Dibenzyl azodicarboxylate packed, shipped, and exported?

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Dibenzyl azodicarboxylate is stored at 2-8°C. As a global supplier, Tech Serve Solutions offers reliable packing, shipping, and export services for this chemical, adhering to all relevant regulations.

How can I request a sample or quote for Dibenzyl azodicarboxylate?

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To request a sample or obtain a quote for Dibenzyl azodicarboxylate, please contact our sales team through the website or by phone, providing your specific requirements.

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