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
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 225541-100G.
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 225541-500G.
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 225541-5G.
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 225541-25G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 225541-5G
| assay | 98% |
| bp | 75 °C/0.25 mmHg (lit.) |
| density | 1.027 g/mL at 25 °C (lit.) |
| form | liquid |
| functional group | azo |
| 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 |