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2-(Pyridin-2-yl)isopropyl amine

Catalog Number
ACM52568282-1
Product Name
2-(Pyridin-2-yl)isopropyl amine
Structure
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CAS
52568-28-2
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Synonyms
ZINC19682460; 52568-28-2; 2-pyridin-2-ylpropan-2-amine; MFCD08729302; 9271AH; 2-(Pyridin-2-yl)isopropyl amine; 2-(Pyridin-2-yl)isopropyl amine, 95% (GC); AKOS006342014; NE63199; 1-methyl-1-pyridin-2-yl-ethylamine;
IUPAC Name
2-pyridin-2-ylpropan-2-amine;
Molecular Weight
136.198g/mol
Molecular Formula
C8H12N2;
Canonical SMILES
CC(C)(C1=CC=CC=N1)N;
InChI
InChI=1S/C8H12N2/c1-8(2,9)7-5-3-4-6-10-7/h3-6H,9H2,1-2H3;
InChI Key
DQSQBZXDMHDHEO-UHFFFAOYSA-N;
Complexity
110
Covalently-Bonded Unit Count
1
Exact Mass
136.1g/mol
H-Bond Acceptor
2
H-Bond Donor
1
Heavy Atom Count
10
Monoisotopic Mass
136.1g/mol
Rotatable Bond Count
1
Topological Polar Surface Area
38.9A^2
Application
2-(Pyridin-2-yl)isopropyl amine (PIP-amine) serves as an effective bidentate directing group, designed for the functionalization of C-H bonds. Leveraging copper-mediated C-H activation, this compound facilitates the hydroxylation of arenes, mirroring the capabilities of the Shi Auxiliary. Notably, the directing group derived from PIP-amine can be efficiently removed via acid-mediated hydrolysis, a process successfully demonstrated on a gram-scale, emphasizing its practical utility in synthetic chemistry.
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