Diethyl azodicarboxylate solution
Diethyl azodicarboxylate solution (CAS 1972-28-7) is a chemical reagent with the linear formula C2H5OCON=NCOOC2H5 and a molecular weight of 174.15 g/mol. Supplied as a 40 wt. % solution in toluene, it is primarily recognised for its role as an activating agent. This compound is a key component in facilitating Mitsunobu reactions, a vital process in organic synthesis for the inversion of stereocenters and the formation of carbon-heteroatom bonds.
- IUPAC
- 1,2-Ethoxycarbonyl diazene solution,DEAD,Diethoxycarbonyldiazene solution,Diethyl azodiformate solution,NSC 3474,NSC 679015,Unifoam AZ-AE 200
- Synonyms
- 1,2-Ethoxycarbonyl diazene solutionDEADDiethoxycarbonyldiazene solutionDiethyl azodiformate solutionNSC 3474NSC 679015Unifoam AZ-AE 200
Mitsunobu Reactions
Diethyl azodicarboxylate solution serves as a crucial activating reagent in the Mitsunobu reaction. This process is widely employed for the stereoselective synthesis of esters, ethers, and amines through the nucleophilic substitution of alcohols with inversion of configuration.
C-X Bond Formation
This reagent is instrumental in various C-X bond formation reactions where X represents heteroatoms. Its ability to activate alcohols facilitates the introduction of diverse functional groups, making it a versatile tool in synthetic organic chemistry.
Chemical Synthesis
As a key synthetic reagent, Diethyl azodicarboxylate solution is utilised in complex multi-step syntheses. Its predictable reactivity allows chemists to control stereochemistry and functional group transformations efficiently.
| Molecular weight | 174.15 |
|---|---|
| Linear formula | C2H5OCON=NCOOC2H5 |
| Boiling point | 116-117 °C |
| Density | 0.956 g/mL at 25 °C |
| Refractive index | n20/D 1.4690 |
| Concentration | 40 wt. % in toluene |
| Storage temperature | 2-8°C |
| Application | A commonly used activating reagent in Mitsunobo reactions.9 |
Hazard statements
- H226Flammable liquid and vapour
- H242Heating may cause a fire
- H304May be fatal if swallowed and enters airways
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
- H361D
- H373May cause damage to organs through prolonged exposure
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P281Use personal protective equipment as required
- P301IF SWALLOWED
- P305IF IN EYES
- P331Do NOT induce vomiting
| Protective equipment | Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter |
|---|---|
| Flash point | 41 °C / 105.8 °F |
| Transport (UN / ADR) | UN 3379 3/PG 1 |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xn |
| Risk statements (R) | 63-5-10-20-36/37/38-48/20-65 |
| Safety statements (S) | 26-36/37-62 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
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.
What is Diethyl azodicarboxylate solution primarily used for?
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Diethyl azodicarboxylate solution is primarily used as an activating reagent in Mitsunobu reactions and for C-X bond formation in organic synthesis.
What are the CAS number and formula for Diethyl azodicarboxylate solution?
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The CAS number for Diethyl azodicarboxylate solution is 1972-28-7, and its linear formula is C2H5OCON=NCOOC2H5.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies Diethyl azodicarboxylate solution at a concentration of 40 wt. % in toluene. This product is intended for research and laboratory use. TSS does not represent this product as USP, BP, EP, or other pharmacopoeia grades.
What are the main safety hazards associated with this chemical?
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Diethyl azodicarboxylate solution is a flammable liquid and vapour (H226), may self-react causing fire (H242), is harmful if swallowed or enters airways (H304), causes skin irritation (H315), causes serious eye irritation (H319), and may cause respiratory irritation and drowsiness (H335, H336). It is also suspected of damaging fertility or the unborn child (H361d) and may cause damage to organs through prolonged or repeated exposure (H373).
How is Diethyl azodicarboxylate solution packed and exported?
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Diethyl azodicarboxylate solution is packed and exported in compliance with all relevant transportation regulations for hazardous materials.
How can I request a sample or quote for Diethyl azodicarboxylate solution?
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To request a sample or quote for Diethyl azodicarboxylate solution, please contact our sales team through the website or by phone.
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