802166

2-(Pyridin-2-yl)isopropyl amine

95% (GC)

• Synonym(s): PIP, PIP Directing Group, Shi Auxilliary
• Empirical Formula (Hill Notation): C₈H₁₂N₂
• CAS Number: 52568-28-2
• Molecular Weight: 136.19
• MDL number: MFCD08729302
• UNSPSC Code: 12352100
• PubChem Substance ID: 329768731
• NACRES: NA.22

Properties

• description: Fp: 175°F
• Quality Level: 100
• Assay: 95% (GC)
• form: liquid
• reaction suitability: reagent type: catalyst; reagent type: ligand; reaction type: C-H Activation
• refractive index: n/D 1.516
• density: 0.9800 g/mL at 25 °C
• functional group: amine
• SMILES string: NC(C)(C)C1=CC=CC=N1
• InChI: 1S/C8H12N2/c1-8(2,9)7-5-3-4-6-10-7/h3-6H,9H2,1-2H3

Description

General description

2-(Pyridin-2-yl)isopropyl amine (PIP-amine) is a tertiary amine. A bidentate directing group, useful for the functionalization of C-H bond, has been developed from PIP-amine.

Application

The Shi Auxiliary is a powerful directing group for the hydroxylation of arenes through copper-mediated C-H activation. This useful auxiliary can be removed through acid-mediated hydrolysis and has shown to be done on gram-scale.

Other Notes

Copper-Mediated Hydroxylation of Arenes and Heteroarenes Directed by a Removable Bidentate Auxiliary

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302,H315,H319
• Precautionary Statements: P264 - P270 - P280 - P301 + P312 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2
• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 3
• Flash Point(F): 175.0 °F
• Flash Point(C): 79.44 °C