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1,1'-(Azodicarbonyl)-dipiperidine

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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
Product Categories:
  • API intermediates
  • Azodicarboxylates & Amides
  • Mitsunobu Reaction
  • Synthetic Organic Chemistry
Mol File:
10465-81-3.mol
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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)
pka
-0?+-.0.20(Predicted)
form 
solid
color 
yellow
Water Solubility 
Slightly soluble in water.
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 DataBase Reference
10465-81-3(CAS DataBase Reference)
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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

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1,1'-(Azodicarbonyl)-dipiperidine Usage And Synthesis

Description

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.

Chemical Properties

yellow crystalline powder

Uses

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.

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