1,1'-(Azodicarbonyl)dipiperidine
Grundinformationen
- CAS
10465-81-3- Standard-SMILES
O=C(N=NC(=O)N1CCCCC1)N1CCCCC1- InChIKey
OQJBFFCUFALWQL-UHFFFAOYSA-N- Summenformel
- C12H20N4O2
- Durchschnittliche Molmasse
- 252,31 g/mol
- Monoisotopische Masse
- 252,15862589
Überblick
See also: diazenedicarboxylic acid bis(N,N-piperidide) (annotation moved to).
Namen und Bezeichner
- Bevorzugter Name
- 1,1'-(Azodicarbonyl)dipiperidine
- IUPAC
- N-(piperidine-1-carbonylimino)piperidine-1-carboxamide
- Englischer Name
- 1,1'-(Azodicarbonyl)-dipiperidine
- Summenformel
- C12H20N4O2
- Molmasse
- 252.31
Namen und Synonyme
diazene-1,2-diylbis(piperidin-1-ylmethanone)1,1'-(Azodicarbonyl)dipiperidineAzodicarboxylic acid dipiperidide1,1'-(Azodicarbonyl)-dipiperidine1,1-(Azodicarbonyl)-DipiperidineN-(piperidine-1-carbonylimino)piperidine-1-carboxamide871024-86-1MFCD00010111(E)-diazene-1,2-diylbis(piperidin-1-ylmethanone)Piperidine, 1,1'-(azodicarbonyl)bis-(E)-1,1 inverted exclamation mark -(Azodicarbonyl)dipiperidine1,1'-[azodicarbonyl]dipiperidine
Weitere Namen anzeigen
ADDP(NE)-N-(piperidine-1-carbonylimino)piperidine-1-carboxamidesr4077NSC 356027Azodicarboxylic1,1'-(Azodicarbo1,1'-(Azodicarbonyl)Diphenylpiperidylcarboxylate
Azodicarbonyl dipiperidine(azodicarbonyl)dipiperidineSCHEMBL10791Methanone, 1,1'-(1E)-1,2-diazenediylbis[1-(1-piperidinyl)-SCHEMBL1034681'-(azodicarbonyl)dipiperidine1,1'-azodicarbonyldipiperidine1,1'azodicarbonyl dipiperidine
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 1,9
- Polarare Oberfläche (TPSA)
- 65,3 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 2
- Frei drehbare Bindungen
- 0
- Schwere Atome
- 18
- Formalladung
- 0
- Komplexität
- 299
Physikochemische Eigenschaften
- Schmelzpunkt
- 132 · 132-136 °C(lit.)
- Siedepunkt
- 366.4 · 366.4±25.0 °C(Predicted)
- Dichte
- 1.29 · 1.29±0.1 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- Löslichkeit
- DMSO (Slightly), Methanol (Slightly), insol petroleum ether; sol ethanol, ether, THF
- pka
- 0 · -0+-.0.20(Predicted)
- Aggregatzustand
- solid
- Farbe
- yellow
- Wasserlöslichkeit
- Slightly soluble in water.
- BRN
- 261917 · 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 · 10465-81-3(CAS DataBase Reference)
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
Sicherheitsdaten
- wgk
- 3
- tsca
- No
- ridadr
- 3234
- hs_code
- 2933399090
- risk_code
- 36/37/38
- hazard_code
- Xi
- safety_code
- 26-36
Chemie und Industrie
Anwendungen
Beschreibung1,1''-(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.
VerwendenIt 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.
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