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2-METHYL-1-(PYRIDIN-2-YL)PROPAN-1-ONE is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

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  • 59576-30-6 Structure
  • Basic information

    1. Product Name: 2-METHYL-1-(PYRIDIN-2-YL)PROPAN-1-ONE
    2. 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
    3. CAS NO:59576-30-6
    4. Molecular Formula: C9H11NO
    5. Molecular Weight: 149.19
    6. EINECS: 261-814-1
    7. Product Categories: N/A
    8. Mol File: 59576-30-6.mol
  • Chemical Properties

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

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 59576-30-6(Hazardous Substances Data)

59576-30-6 Usage

Synthesis Reference(s)

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

Check Digit Verification of cas no

The CAS Registry Mumber 59576-30-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,9,5,7 and 6 respectively; the second part has 2 digits, 3 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 59576-30:
(7*5)+(6*9)+(5*5)+(4*7)+(3*6)+(2*3)+(1*0)=166
166 % 10 = 6
So 59576-30-6 is a valid CAS Registry Number.
InChI:InChI=1/C9H11NO/c1-7(2)9(11)8-5-3-4-6-10-8/h3-7H,1-2H3

59576-30-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-methyl-1-pyridin-2-ylpropan-1-one

1.2 Other means of identification

Product number -
Other names 2-methyl-1-[2]pyridyl-propan-1-one

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:59576-30-6 SDS

59576-30-6Relevant articles and documents

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

Kudashev, Anton,Baudoin, Olivier

supporting information, p. 17688 - 17694 (2021/11/16)

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.

One-Pot Conversion of Allylic Alcohols to α-Methyl Ketones via Iron-Catalyzed Isomerization-Methylation

Latham, Daniel E.,Polidano, Kurt,Williams, Jonathan M. J.,Morrill, Louis C.

supporting information, p. 7914 - 7918 (2019/10/16)

A one-pot iron-catalyzed conversion of allylic alcohols to α-methyl ketones has been developed. This isomerization-methylation strategy utilized a (cyclopentadienone)iron(0) carbonyl complex as precatalyst and methanol as the C1 source. A diverse range of allylic alcohols undergoes isomerization-methylation to form α-methyl ketones in good isolated yields (up to 84% isolated yield).

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

Wu, Qingsong,Han, Shuaijun,Ren, Xiaoxiao,Lu, Hongtao,Li, Jingya,Zou, Dapeng,Wu, Yangjie,Wu, Yusheng

supporting information, p. 6345 - 6348 (2018/10/20)

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.

Iron-Catalyzed Methylation Using the Borrowing Hydrogen Approach

Polidano, Kurt,Allen, Benjamin D. W.,Williams, Jonathan M. J.,Morrill, Louis C.

, p. 6440 - 6445 (2018/07/25)

A general iron-catalyzed methylation has been developed using methanol as a C1 building block. This borrowing hydrogen approach employs a Kn?lker-type (cyclopentadienone)iron carbonyl complex as catalyst (2 mol %) and exhibits a broad reaction scope. A variety of ketones, indoles, oxindoles, amines, and sulfonamides undergo mono- or dimethylation in excellent isolated yields (>60 examples, 79% average yield).

Rhodium Catalyzed Asymmetric Hydrogenation of 2-Pyridine Ketones

Yang, Hailong,Huo, Ningning,Yang, Ping,Pei, Hao,Lv, Hui,Zhang, Xumu

supporting information, p. 4144 - 4147 (2015/09/15)

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.

Double duty for cyanogen bromide in a cascade synthesis of cyanoepoxides

Li, Zhou,Gevorgyan, Vladimir

, p. 2808 - 2810 (2011/05/05)

An unprecedented reaction mode of cyanogen bromide has been discovered. Under basic conditions, cyanogen bromide acts as an equivalent of both Br + and CN- to convert enolizable ketones into the corresponding cyanoepoxides in good yields. This unique reaction mode provides new, one-pot access to densely substituted cyanoepoxides from easily available ketones (see scheme). Copyright

2-Pyridyl and 3-pyridylzinc bromides: direct preparation and coupling reaction

Kim, Seung-Hoi,Rieke, Reuben D.

supporting information; experimental part, p. 3135 - 3146 (2010/06/13)

A facile synthetic approach to the direct preparation of 2-pyridyl and 3-pyridylzinc bromides has been demonstrated using Rieke zinc with 2-bromopyridine and 3-bromopyridine, respectively. A variety of different electrophiles have been coupled with the resulting organozinc reagents to give the corresponding cross-coupling products in moderate to good yields.

A facile synthetic route for 2-pyridyl derivatives: direct preparation of a stable 2-pyridylzinc bromide and its copper-free and pd-catalyzed coupling reactions

Kim, Seung-Hoi,Rieke, Reuben D.

supporting information; experimental part, p. 5329 - 5331 (2009/12/06)

Direct preparation of 2-pyridylzinc bromide has been developed. Interestingly, the subsequent coupling reactions with acid chlorides have been carried out without any transition metal catalyst. 2-Pyridylaryl compounds, symmetrical and unsymmetrical 2,2′-b

Synthesis, structure-activity relationships, and antitumor studies of 2-benzoxazolyl hydrazones derived from alpha-(N)-acyl heteroaromatics

Easmon, Johnny,Pürstinger, Gerhard,Thies, Katrin-Sofia,Heinisch, Gottfried,Hofmann, Johann

, p. 6343 - 6350 (2007/10/03)

Recently we have described the antitumor activities of 2- benzoxazolylhydrazones derived from 2-formyl and 2-acetylpyridines. In search of a more efficacious analogue, compounds in which the 2-acetylpyridine moiety has been replaced by 2-acylpyridine and α-(N)-acetyldiazine/quinoline groups have been synthesized. The 2-acylpyridyl hydrazones inhibited in vitro cell proliferation in the nM range, whereas the hydrazones derived from the α-(N)-acetyldiazines/quinolines inhibited cell growth in the μM range. Compounds tested in the NCI-60 cell assay were effective inhibitors of leukemia, colon, and ovarian cancer cells. E-13k [N-benzoxazol-2-yl-N′-(1- isoquinolin-3-yl-ethylidene)-hydrazine] inhibited the proliferation of MCF-7 breast carcinoma cells more efficiently than nontransformed MCF-10A cells. It is not transported by P-glycoprotein and a weak MRP substrate. Increased concentrations of serum or α1-acid glycoprotein did not reduce the antiproliferative activity of the compound. In the in vivo hollow fiber assay, E-13k achieved a score of 24, with a net cell kill of OVCAR-3 (ovarian) and SF2-95 (CNS) tumor cells.

A new and highly efficient water-soluble copper complex for the oxidation of secondary 1-heteroaryl alcohols by tert-butyl hydroperoxide

Boudreau, Josée,Doucette, Mike,Ajjou, Abdelaziz Nait

, p. 1695 - 1698 (2007/10/03)

The water-soluble copper complex generated in situ from CuCl2 and 2,2′-biquinoline-4,4′-dicarboxylic acid dipotassium salt (BQC), has been revealed as a highly efficient and selective catalyst for the oxidation of secondary 1-heteroaryl alcohols to the corresponding heteroaromatic ketones with aqueous tert-butyl hydroperoxide, under mild conditions. The catalytic system is compatible with different heterocycles such as pyridines, pyrroles, indoles, thiophens, furans, thiazoles, and imidazoles.

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