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:
InChI key
VVWRJUBEIPHGQF-MDZDMXLPSA-N
InChI
1S/C8H14N2O4/c1-5(2)13-7(11)9-10-8(12)14-6(3)4/h5-6H,1-4H3/b10-9+
SMILES string
CC(C)OC(=O)\N=N\C(=O)OC(C)C
grade
technical
assay
≥94% (GC)
bp
75 °C/0.25 mmHg (lit.)
density
1.027 g/mL at 25 °C (lit.)
storage temp.
2-8°C
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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)
Wenhua Ji et al.
Journal of chromatography. A, 1368, 44-51 (2014-12-03)
Dummy molecularly imprinted polymers (DMIPs) for simultaneously selective removal and enrichment of ginkgolic acids (GAs) during the processing of Ginkgo biloba leaves have been prepared. Two dummy template molecule with similar structural skeleton to GAs, 6-methoxysalicylic acid (MOSA, DT-1) and
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
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