Diisopropyl azodicarboxylate
ALDRICH/225541 - 98%
Synonym: DIAD; Diisopropyl azodiformate
CAS Number: 2446-83-5
Empirical Formula (Hill Notation): C8H14N2O4
Molecular Weight: 202.21
MDL Number: MFCD00008875
Linear Formula: (CH3)2CHOOCN=NCOOCH(CH3)2
Product Type: Chemical
assay | 98% |
bp | 75 °C/0.25 mmHg (lit.) |
density | 1.027 g/mL at 25 °C (lit.) |
form | liquid |
impurities | ≤2% dichloromethane |
InChI | 1S/C8H14N2O4/c1-5(2)13-7( |
InChI key | VVWRJUBEIPHGQF-MDZDMXLPSA |
Quality Level | 200 |
refractive index | n |
SMILES string | CC(C)OC(=O)N=NC(=O)OC(C |
storage temp. | 2-8°C |
Application: | Diisopropyl azodicarboxylate (DIAD) is a commonly used reagent in organic synthesis for the preparation of useful chemical intermediates. It is often used in the Mitsunobu and aza-Baylis-Hillman reaction. DIAD is also used as a selective deprotecting agent of N-benzyl groups. |
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-hom • Acceptor-donor-acceptor organic dyes for dye-sensitized solar cells • 1,3-dioxane-2-carboxyli • Hydrazinophosphonates and hydrazinobisphosphonates via Mitsunobu and Arbuzov-type multicomponent application of the Morrison-Brunn-Huisgen betaine |
General description: | Reacted with dioxaphosphorinanes and iron catalyst to generate rearranged phosphonium ylide products. |
Packaging: | 25, 100, 500 g in poly bottle |
Packaging: | 5 g in glass bottle |
Symbol | GHS07,GHS08,GHS09 |
Signal word | Warning |
Hazard statements | H315 - H319 - H335 - H351 - H411 |
Precautionary statements | P202 - P261 - P273 - P302 + P352 - P305 + P351 + P338 - P308 + P313 |
Hazard Codes | Xn,N |
Risk Statements | 36/37/38-40-48/20/22-51/53 |
Safety Statements | 26-36/37-61 |
RIDADR | UN 3082 9 / PGIII |
WGK Germany | WGK 2 |
Flash Point(F) | 222.8 °F |
Flash Point(C) | 106 °C |
Purity | 98% |
bp | 75 °C/0.25 mmHg (lit.) |
Density | 1.027 g/mL at 25 °C (lit.) |
Refractive Index | n |
Storage Temp. | 2-8°C |
UNSPSC | 12352302 |