255920
1,1′-(Azodicarbonyl)dipiperidine
99%
Synonym(s):
1,1′-Azobis(N,N-pentamethyleneformamide), ADD, Azodicarboxylic acid dipiperidide, NSC 356027, SR 4077
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25 G
R 4 453,12
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25 G
R 4 453,12
About This Item
Empirical Formula (Hill Notation):
C12H20N4O2
CAS Number:
Molecular Weight:
252.31
Beilstein:
261917
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
form:
solid
Assay:
99%
Recommended Products
Quality Level
Assay
99%
form
solid
mp
134-136 °C (lit.)
functional group
azo
SMILES string
O=C(\N=N\C(=O)N1CCCCC1)N2CCCCC2
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/b14-13+
InChI key
OQJBFFCUFALWQL-BUHFOSPRSA-N
Application
Reactant for preparation of:
Reactant for:
- 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
- Histamine H3 receptor antagonists
Reactant for:
- Mitsunobu inversion reactions
Used in a study of the copper-catalyzed addition of aryboronic acids to azodicarboxyl derivatives providing aryl-substituted hydrazides.[1]
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Takeshi Uemura et al.
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The addition of arylboronic acids 1 to azodicarboxylates 2 in the presence of a catalytic amount of a copper salt under mild reaction conditions gives aryl-substituted hydrazines 3 in high yields. The reaction is tolerant of a wide variety of
E A Bump et al.
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