11626
Diisopropyl azodicarboxylate
technical, ≥94% (GC)
Synonym(s):
DIAD, Diisopropyl azodiformate
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About This Item
Linear Formula:
(CH3)2CHOOCN=NCOOCH(CH3)2
CAS Number:
Molecular Weight:
202.21
EC Number:
219-502-8
UNSPSC Code:
12352000
PubChem Substance ID:
Beilstein/REAXYS Number:
1912326
MDL number:
grade
technical
assay
≥94% (GC)
refractive index
n20/D 1.420
bp
75 °C/0.25 mmHg (lit.)
density
1.027 g/mL at 25 °C (lit.)
storage temp.
2-8°C
SMILES string
CC(C)OC(=O)\N=N\C(=O)OC(C)C
InChI
1S/C8H14N2O4/c1-5(2)13-7(11)9-10-8(12)14-6(3)4/h5-6H,1-4H3/b10-9+
InChI key
VVWRJUBEIPHGQF-MDZDMXLPSA-N
Application
Reactant for preparation of:
- Chromenes resembling classical cannabinoids
- MK-3281 inhibitor of the hepatitis C virus NS5B polymerase
- Norbornene-based guanidine-rich polymers as mimcs of cell-penetrating peptides (CPP)
- Analogues of the Pseudomonas aeruginosa quorum-sensing molecule N-(3-Oxododecanoyl)-l-homoserine lactone with immunosuppressive but non-LasR-inducing properties
- Acceptor-donor-acceptor organic dyes for dye-sensitized solar cells
- 1,3-dioxane-2-carboxylic acid derivatives as PPARα/γ dual agonists
- Hydrazinophosphonates and hydrazinobisphosphonates via Mitsunobu and Arbuzov-type multicomponent application of the Morrison-Brunn-Huisgen betaine
Other Notes
Reagent used in the Mitsunobu reaction, reviews
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O. Mitsunobu
Synthesis, 1-1 (1981)
D.L. Hughes
Org. React., 42, 335-335 (1992)
W Neumann et al.
Dalton transactions (Cambridge, England : 2003), 44(4), 1748-1753 (2014-12-04)
Carbaboranes are increasingly used as pharmacophores to replace phenyl substituents in established drug molecules. In contrast to traditional organic chemistry, elaborate procedures to introduce functionality frequently fail in the case of carbaboranes and their chemistry is often hampered by degradation
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 426296-100G | 04061832104195 |
| 195758-500G | 04061838761811 |
| 87708-10G | 04061833056875 |
| V900079-100G | 04061832752778 |
| V900079-25G | 04061832752785 |
| 195758-100G | 04061838761804 |
| 426296-25G | 04061832104201 |