1,1'-(Azodicarbonyl)dipiperidine

HCID 73042CAS 10465-81-3

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Grundinformationen

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

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

1,1'-(Azodicarbonyl)dipiperidinediazene-1,2-diylbis(piperidin-1-ylmethanone)1,1'-(Azodicarbonyl)-dipiperidineAzodicarboxylic acid dipiperidide1,1-(Azodicarbonyl)-DipiperidineN-(piperidine-1-carbonylimino)piperidine-1-carboxamide871024-86-1(E)-diazene-1,2-diylbis(piperidin-1-ylmethanone)AdDPMFCD00010111Piperidine, 1,1'-(azodicarbonyl)bis-(E)-1,1 inverted exclamation mark -(Azodicarbonyl)dipiperidine

Weitere Namen anzeigen

(NE)-N-(piperidine-1-carbonylimino)piperidine-1-carboxamidesr4077NSC 356027Azodicarboxylic1,1'-(Azodicarbo1,1'-(Azodicarbonyl)Diphenylpiperidylcarboxylate

azodicarbonyldipiperidine1,1'-[azodicarbonyl]dipiperidine1,1'-Azobis(N,N-pentamethyleneformamide)Azodicarbonyl dipiperidine(azodicarbonyl)dipiperidineN-[(piperidine-1-carbonyl)imino]piperidine-1-carboxamideSCHEMBL10791Methanone, 1,1'-(1E)-1,2-diazenediylbis[1-(1-piperidinyl)-

Datenbank-Bezeichner

CAS: 10465-81-3
PubChem CID: 73042
DTXSID: DTXSID001377440

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 1,9
Polarare Oberfläche (TPSA): 65,3 Å²
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

Sicherheitsdaten

wgk: 3
tsca: No
ridadr: 3234
hs_code: 29339900
risk_code: 36/37/38
hazard_code: Xi
safety_code: 26-36

Chemie und Industrie

Anwendungen · 2 Einträge

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.