59576-30-6

Basic information

• Product Name: 2-METHYL-1-(PYRIDIN-2-YL)PROPAN-1-ONE
• Synonyms: ISOPROPYL 2-PYRIDYL KETONE;2-METHYL-1-(PYRIDIN-2-YL)PROPAN-1-ONE;2-methyl-1-(2-pyridyl)propan-1-one;1-(2-Pyridyl)-2-methyl-1-propanone;2-Isobutyrylpyridine;2-Methyl-1-(2-pyridinyl)-1-propanone;Einecs 261-814-1
• CAS NO: 59576-30-6
• Molecular Formula: C₉H₁₁NO
• Molecular Weight: 149.19
• EINECS: 261-814-1
• Mol File: 59576-30-6.mol
• Article Data: 14

Chemical Properties

• Melting Point: 179-180 °C
• Boiling Point: 223.1°C at 760 mmHg
• Flash Point: 93.8°C
• Appearance: /
• Density: 1.01g/cm³
• Vapor Pressure: 0.098mmHg at 25°C
• Refractive Index: 1.502
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 3.04±0.10(Predicted)
• CAS DataBase Reference: 2-METHYL-1-(PYRIDIN-2-YL)PROPAN-1-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYL-1-(PYRIDIN-2-YL)PROPAN-1-ONE(59576-30-6)
• EPA Substance Registry System: 2-METHYL-1-(PYRIDIN-2-YL)PROPAN-1-ONE(59576-30-6)

Safety Data

• Hazardous Substances Data: 59576-30-6(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Synthetic Communications, 19, p. 2489, 1989 DOI: 10.1080/00397918908052651

InChI:InChI=1/C9H11NO/c1-7(2)9(11)8-5-3-4-6-10-8/h3-7H,1-2H3

Upstream product

• 100-70-9 2-Cyanopyridine 
• 920-39-8 isopropylmagnesium bromide 
• 1122-62-9 2-acetylpyridine 
• 74-88-4 methyl iodide 
• 2739-97-1 pyridine-2-acetonitrile 
• 75-26-3 isopropyl bromide 
• 32081-58-6 α-isopropyl-2-pyridylacetonitrile 
• 102439-95-2 α-isopropyl(2-pyridyl)methanol 
• 79-30-1 isobutyryl chloride 
• 1121-60-4 pyridine-2-carbaldehyde 
• 67-56-1 methanol 
• 204244-60-0 1-(pyridin-2-yl)-prop-2-en-1-ol 

Downstream Products

• 31595-32-1 2,2-dimethyl-1-pyridin-2-yl-propan-1-one 
• 864429-01-6 4-Methyl-benzenesulfinic acid [2-methyl-1-pyridin-2-yl-prop-(E)-ylidene]-amide 
• 138175-25-4 (R)-2-Methyl-1-pyridin-2-yl-propylamine 
• 144852-18-6 (S)-2-methyl-1-(pyridin-2-yl)propan-1-amine 
• 192706-28-8 5,5-Dimethyl-3-oxy-2-phenyl-4-pyridin-2-yl-2,5-dihydro-imidazol-1-ol 
• 192706-29-9 2-(4-Hexadecyloxy-phenyl)-5,5-dimethyl-3-oxy-4-pyridin-2-yl-2,5-dihydro-imidazol-1-ol 
• 5340-88-5 butyl pyridine-2-carboxylate 
• 1228878-68-9 2-methyl-1-(pyridin-2-yl)propan-1-amine hydrochloride 
• 7462-94-4 2-hydroxy-2-methyl-1-(pyridin-2-yl)propan-1-one 
• 101089-39-8 2-(2-methyl-1-phenylprop-1-en-1-yl)pyridine 
• 2027-17-0 2-Isopropylnaphthalene 
• 4139-78-0 4-isopropyl-N,N-dimethylaniline 

Relevant articles and documents

Site-Selective Pd-Catalyzed C(sp3)?H Arylation of Heteroaromatic Ketones

A ligand-controlled site-selective C(sp3)?H arylation of heteroaromatic ketones has been developed using Pd catalysis. The reaction occurred selectively at the α- or β-position of the ketone side-chain. The switch from α- to β-arylation was realized by addition of a pyridone ligand. The α-arylation process showed broad scope and high site- and chemoselectivity, whereas the β-arylation was more limited. Mechanistic investigations suggested that α-arylation occurs through C?H activation/oxidative addition/reductive elimination whereas β-arylation involves desaturation and aryl insertion.

Pd-Catalyzed Alkylation of (Iso)quinolines and Arenes: 2-Acylpyridine Compounds as Alkylation Reagents

The first Pd-catalyzed alkylation of (iso)quinolines and arenes is reported. The readily available and bench-stable 2-acylpyridine compounds were used as an alkylation reagent to form the structurally versatile alkylated (iso)quinolines and arenes. The method affords a convenient pathway for the introduction of alkyl groups into organic molecules.

Rhodium Catalyzed Asymmetric Hydrogenation of 2-Pyridine Ketones

Catalyzed by [Rh(COD)Binapine]BF4, the asymmetric hydrogenation of 2-pyridine ketones has been achieved with excellent enantioselectivities (enantiomeric excesses up to 99%) under mild conditions. This method is suitable for various kinds of 2-pyridine ketones and their derivatives. A number of enantiomerically pure chiral 2-pyridine-aryl/alkyl alcohols were prepared through hydrogenation, which can be used directly in organic synthesis.