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Diisopropyl azodicarboxylate

CAS No.: 2446-83-5      Formula: C8H14N2O4

Weight: 202.20800

Synonyms: diisopropyldiazodicarboxylate; Diisopropylazodicarboxylat; diisopropyl azodicarbonate; DIAD; DIISOPYL AZODICARBOXYLATE;




Description

Diisopropyl azodicarboxylate (DIAD) is the diisopropyl ester of azodicarboxylic acid. It is used as a reagent in the production of many organic compounds. It is often used in the Mitsunobu reaction where it serves as an oxidizer of triphenylphosphine to triphenylphosphine oxide. It has also been used to generate aza-Baylis-Hillman adducts with acrylates. It can also serve as a selective deprotectant of N-benzyl groups in the presence of other protecting groups. It is sometimes preferred to diethyl azodicarboxylate (DEAD) because it is more hindered, and thus less likely to form hydrazide byproducts.

Basic Information
CAS No.:
2446-83-5
Synonyms:
diisopropyldiazodicarboxylate; Diisopropylazodicarboxylat; diisopropyl azodicarbonate; DIAD; DIISOPYL AZODICARBOXYLATE;
Formula:
C8H14N2O4
Molecular Weight:
202.20800
PSA:
77.32000
LogP:
2.52860
Properties
Appearance & Character:
Density:
1.027 g/mL at 25 °C(lit.)
Melting Point:
3-5 °C
Boiling Point:
75 °C0.25 mm Hg(lit.)
Flash Point:
223 °F
Storage Conditions:
Safety Info