1,1'-(Azodicarbonyl)-dipiperidine

1,1'-(Azodicarbonyl)-dipiperidine Basic information
Product Name:1,1'-(Azodicarbonyl)-dipiperidine
Synonyms:Diphenylpiperidylcarboxylate;AZODICARBOXYLIC ACID DIPIPERIDYL ESTER;Azodicarboxylic;diazenedicarboxylic acid bis(N,N-piperidide);1,1-IAZODICARBONYL)DIPIPERIDINE;Azodicarboxylic acid dipiperidine,95%;1,1'-(Azodicarbonyl);1,1'-(Azodicarbonyl)dipiperidine(ADDP)
CAS:10465-81-3
MF:C12H20N4O2
MW:252.31
EINECS:
Product Categories:API intermediates;Azodicarboxylates & Amides;Mitsunobu Reaction;Synthetic Organic Chemistry
Mol File:10465-81-3.mol
1,1'-(Azodicarbonyl)-dipiperidine Structure
1,1'-(Azodicarbonyl)-dipiperidine Chemical Properties
Melting point 132-136 °C(lit.)
Boiling point 366.4±25.0 °C(Predicted)
density 1.29±0.1 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility DMSO (Slightly), Methanol (Slightly)
form solid
pka-0?+-.0.20(Predicted)
color yellow
Water Solubility Slightly soluble in water.
BRN 261917
InChIInChI=1S/C12H20N4O2/c17-11(15-7-3-1-4-8-15)13-14-12(18)16-9-5-2-6-10-16/h1-10H2
InChIKeyOQJBFFCUFALWQL-UHFFFAOYSA-N
SMILESN(C(N1CCCCC1)=O)=NC(N1CCCCC1)=O
CAS DataBase Reference10465-81-3(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
RIDADR 3234
WGK Germany 3
TSCA No
HS Code 29339900
MSDS Information
ProviderLanguage
SigmaAldrich English
1,1'-(Azodicarbonyl)-dipiperidine Usage And Synthesis
Description1,1''-(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.
Chemical Propertiesyellow crystalline powder
UsesIt 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.
1,1'-(Azodicarbonyl)-dipiperidine Preparation Products And Raw materials
Raw materialsDiethyl azodicarboxylate
Dibenzyl azodicarboxylate Bis(4-chlorobenzyl) azodicarboxylate N,N,N',N'-Tetramethylazodicarboxamide AZODICARBOXYLIC BISMORPHOLIDE Diethyl azodicarboxylate Di-tert-Butyl azodicarboxylate Azodicarbonamide Diisopropyl azodicarboxylate O-Phthalimide 1,1-DIETHYLUREA 2,2'-Azobis(2-methylpropionitrile) 1-CARBAMYLPIPERIDINE 1,1'-(Azodicarbonyl)-dipiperidine N-Formylpiperidine Dimethyl phthalate DIPHENYLCARBAZONE

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