225541
Diisopropyl azodicarboxylate
98%
Sinonimo/i:
DIAD, Diisopropyl azodiformate
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About This Item
Formula condensata:
(CH3)2CHOOCN=NCOOCH(CH3)2
Numero CAS:
Peso molecolare:
202.21
Beilstein:
1912326
Numero MDL:
Codice UNSPSC:
12352302
ID PubChem:
NACRES:
NA.22
Stato:
liquid
Saggio:
98%
Prodotti consigliati
Livello qualitativo
Saggio
98%
Stato
liquid
Impurezze
≤2% dichloromethane
Indice di rifrazione
n20/D 1.420 (lit.)
P. ebollizione
75 °C/0.25 mmHg (lit.)
Densità
1.027 g/mL at 25 °C (lit.)
Gruppo funzionale
azo
Temperatura di conservazione
2-8°C
Stringa SMILE
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+
VVWRJUBEIPHGQF-MDZDMXLPSA-N
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Descrizione generale
Reacted with dioxaphosphorinanes and iron catalyst to generate rearranged phosphonium ylide products.
Applicazioni
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.
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
Avvertenze
Warning
Indicazioni di pericolo
Consigli di prudenza
Classi di pericolo
Aquatic Chronic 2 - Carc. 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT RE 2 - STOT SE 3
Organi bersaglio
Respiratory system
Codice della classe di stoccaggio
10 - Combustible liquids
Classe di pericolosità dell'acqua (WGK)
WGK 2
Punto d’infiammabilità (°F)
222.8 °F
Punto d’infiammabilità (°C)
106 °C
Dispositivi di protezione individuale
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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