1,1'-(Azodicarbonyl)dipiperidine
ADDP · 1,1'-(Azodicarbonyl)dipiperidine · (NE)-N-(piperidine-1-carbonylimino)piperidine-1-carboxamide · Diazene-1,2-diylbis(piperidin-1-ylMethanone) · sr4077 · NSC 356027 · Azodicarboxylic · 1,1'-(Azodicarbo
Identifikatoren & physikalische Daten
| CAS No. | 10465-81-3 |
|---|---|
| Summenformel | C12H20N4O2 |
| Durchschnittliche Molmasse | 252,31 g/mol |
| Monoisotopische Masse | 252,15862589 g/mol |
| SMILES | O=C(N=NC(=O)N1CCCCC1)N1CCCCC1 |
| InChIKey | OQJBFFCUFALWQL-UHFFFAOYSA-N |
| PubChem CID | 73042 |
| DTXSID | DTXSID001377440 |
Chemische & physikalische Eigenschaften
| XLogP | 1,9 |
|---|---|
| Polarare Oberfläche (TPSA) | 65,3 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 18 |
| Formalladung | 0 |
| Komplexität | 299 |
| Schmelzpunkt | 132-136 °C(lit.) |
| Siedepunkt | 366.4±25.0 °C(Predicted) |
| Dichte | 1.29±0.1 g/cm3(Predicted) |
| Lagerbedingungen | Keep in dark place,Sealed in dry,Room Temperature |
| Löslichkeit | DMSO (Slightly), Methanol (Slightly), insol petroleum ethersol ethanol, ether, THFSlightly soluble in water. |
| pKa (Säurekonstante) | -0+-.0.20(Predicted) |
| Aggregatzustand | solid |
| Farbe | yellow |
| BRN | 261917 |
| InChI | InChI=1S/C12H20N4O2/c17-11(15-7-3-1-4-8-15)13-14-12(18)16-9-5-2-6-10-16/h1-10H2 |
| InChIKey | OQJBFFCUFALWQL-UHFFFAOYSA-N |
| SMILES | N(C(N1CCCCC1)=O)=NC(N1CCCCC1)=O |
| CAS Datenbank | 10465-81-3(CAS DataBase Reference) |
Sicherheit & Vorschriften
| Wassergefährdungsklasse (WGK) | 3 |
|---|---|
| TSCA-Inventar-Status | No |
| UN-Transportnummer | 3234 |
| Zollcode | 29339900 |
| R-Sätze (R) | 36/37/38 |
| Gefahrensymbole | Xi |
| Sicherheitshinweise (S) | 26-36 |
Anwendungen & Verwendung
Beschreibung
1,1''-(Azodicarbonyl)dipiperidine (ADDP) is a reagent commonly used in the Mitsunobu reaction for the condensation of an alcohol and an acidic compound. It has been used as a reagent in the synthesis of G protein-coupled receptor 120 (GPR120) agonists with antidiabetic activity and peroxisome proliferator-activated receptor α (PPARα), PPARγ, and PPARδ triple agonists.
Verwenden
It is used in a study of the copper-catalyzed addition of aryboronic acids to azodicarboxyl derivatives providing aryl-substituted hydrazides. It is widely used reagent for the Mitsunobu reaction. It is reactant for preparation of polyfluoroalkylated tripyrazolylmethane ligands, (-)-Hygromycin A via Mitsunobu glycosylation, optically active α,α-disubstituted amino acids via Mitsunobu reaction, aza-β-lactams through [2+2] cycloaddition reactions, glycosyl disulfides, pyridine ether PPAR agonists, S-glycosyl amino acid, building blocks for combinatorial neoglycopeptide synthesis and is a histamine H3 receptor antagonists. It is a reactant for Mitsunobu inversion reactions.