Substance

ID:342400

Di-tert-butyl azodicarboxylate

Names and Identifiers
Synonyms
Di-tert-butyl azodiformateNSC 109889DBADDi-tert-butyl azodicarboxylate偶氮二甲酸二叔丁酯Bis(1,1-dimethylethyl)azodicarboxylate
IUPAC name
N-{[(tert-butoxy)carbonyl]imino}(tert-butoxy)formamide
IUPAC Traditional name
N-[(tert-butoxycarbonyl)imino](tert-butoxy)formamide
Registration numbers
CAS Number
MDL Number
Beilstein Number
EC Number
PubChem SID
Properties
Safety Information
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Storage Temperature
2-8°C
GHS Signal Word
Warning
Safety Statements
26-36
MSDS Link
GHS Hazard statements
H315-H319-H335
German water hazard class
3
GHS Pictograms
GHS07
Acute toxicity (oral, dermal, inhalation), category 4
Skin irritation, category 2
Eye irritation, category 2
Skin sensitisation, category 1
Specific Target Organ Toxicity – Single exposure, category 3
European Hazard Symbols
Irritant Irritant (Xi)
Risk Statements
36/37/38
GHS Precautionary statements
P261-P305+P351+P338
Product Information
Linear Formula
(CH3)3COCON=NCOOC(CH3)3
Purity
98%
Physical Property
Melting Point
89-92 °C(lit.)
Molecule Details
Application
Reagent employed in the electrophilic amination of β-keto esters catalyzed by an axially chiral guanidine.8 Building block in an enantioselective synthesis of 3,6-dihyropyridazines employing organocatalysts such a L-proline or (S)-2-pyrrolidinyl tetrazole.9
Utilized in the asymmetric Friedel-Crafts amination via a chiral organocatalyst.
Reactant for:
• Preparation of hexapeptide key fragments via stereoselective selenocyclization/oxidative deselenylation or hydrazination/cyclization reactions1
• Asymmetric Michael addition reactions2
• Preparation of dipeptidyl peptidase IV dependent water-soluble prodrugs via Mitsunobu reaction3
• Synthesis of pyrroloisoquinoline template via stereoselective N-acyliminium-mediated cyclization and enolate amination for synthesis of peptidomimetic compounds4
• Barbier-type propargylation reactions5
• Synthesis of bacterial peptide deformylase (PDF) inhibitor fumimycin6
• Asymmetric amination of glycine Schiff bases7
Packaging
5, 25 g in glass bottle
Molecular Spectra
No Data Available
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References
No Data Available
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