Di ethyl Azodicarboxylate (DEAD) (1972-28-7)

Di ethyl Azodicarboxylate (DEAD) CASNO: (1972-28-7)

Physical properties:

Molecular Formula: C6H10N2O4

Appearance: Orange-red liquid

Density: 1.106 g/mL at 25°C

Boiling Point: 106°Cat 13 mmHg

Melting Point: 6°C

Refractive Index: 1.47 n20/D

Flash Point: 85°C

Stability: Stable but light-sensitive and potentially explosive if heated under confinement

Solubility: Soluble in many organic solvents

Synonyms:

  • DEAD (Diethyl Azodicarboxylate)
  • Diethyl diazenedicarboxylate
  • Diethyl azodiformate
  • Azodicarboxylic acid diethyl ester
  • 1,2-Diazenedicarboxylic acid, 1,2-diethyl ester
  • 1,2-Ethoxycarbonyl diazene
  • Diethoxycarbonyldiazene
  • Ethyl (NE)-N-ethoxycarbonyliminocarbamate
  • DEADCAT

 Uses:

  • Mitsunobu Reaction: Extensively used to convert alcohols into various functional groups (amines, azides, esters, thioethers).
  • Organic Synthesis: Acts as a reagent in the alpha-thiocyanation of enolizable ketones and annulation of N-protected imines.
  • Diels-Alder Reactions: Used as a strong dienophile.
  • Pharmaceutical Synthesis: Used in the preparation of specialized drugs, including zidovudine (AIDS drug) and antitumor agents.
  • Dehydrogenating Agent: Used to convert alcohols to carbonyl derivatives and hydrazines.
  • Material Science: Employed in polymer chemistry for modifying polymer properties through functionalization.

Key Applications:

  • Mitsunobu Reaction:Acting as a core reagent for synthesizing esters, ethers, thioethers, and amines from alcohols.
  • Pharmaceutical Synthesis:Used in the production of complex APIs and intermediates, such as developing antiviral or antitumor agents.
  • Organic Transformations:Utilized in Diels-Alder reactions and as a dehydrogenating agent (e.g., in converting alcohols to carbonyls).
  • Material Science:Employed as a radical polymerization initiator and in the preparation of fluorescent materials.
  • Biochemical Research:Used in the preparation of cellotriose analogues and cannabinoid CB1 receptor ligands.
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What is Diethyl Azodicarboxylate (DEAD)?
Diethyl Azodicarboxylate (DEAD) is a chemical reagent commonly used in organic synthesis, especially in Mitsunobu reactions.
What are the main uses of DEAD (CAS 1972-28-7)?
It is widely used in pharmaceutical intermediates, organic synthesis, and for converting alcohols into various functional groups.
What is the Mitsunobu reaction involving DEAD?
The Mitsunobu reaction is a chemical process where DEAD is used to convert alcohols into esters, ethers, or other compounds with inversion of configuration.
Is Diethyl Azodicarboxylate safe to handle?
DEAD should be handled with care as it can be hazardous. Proper safety equipment and guidelines from the MSDS must be followed.
What is the purity of Diethyl Azodicarboxylate available?
Purity levels typically range from 95% to 99%, depending on the supplier and application requirements.  

FAQs

What is Diethyl Azodicarboxylate (DEAD)?
Diethyl Azodicarboxylate (DEAD) is a chemical reagent commonly used in organic synthesis, especially in Mitsunobu reactions.
What are the main uses of DEAD (CAS 1972-28-7)?
It is widely used in pharmaceutical intermediates, organic synthesis, and for converting alcohols into various functional groups.
What is the Mitsunobu reaction involving DEAD?
The Mitsunobu reaction is a chemical process where DEAD is used to convert alcohols into esters, ethers, or other compounds with inversion of configuration.
Is Diethyl Azodicarboxylate safe to handle?
DEAD should be handled with care as it can be hazardous. Proper safety equipment and guidelines from the MSDS must be followed.
What is the purity of Diethyl Azodicarboxylate available?
Purity levels typically range from 95% to 99%, depending on the supplier and application requirements.  

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