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1003-73-2

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1003-73-2 Usage

Chemical Properties

PALE YELLOW TO BROWN CRYSTALLINE LOW MELTING MASS

Uses

An intermediate in the preparation of nicotine derivatives.

Purification Methods

Purify the N-oxide by careful fractionation in vacuo. The distillate remains supercooled for several days before solidifying. It is a slightly hygroscopic solid which could melt in the hand. The picrate has m 149-151o (from EtOH). [Taylor & Corvetti Org Synth Coll Vol IV 654 1963, IR: Katritzky et al. J Chem Soc 3680 1959, Jaffé & Doak J Am Chem Soc 77 4441, 4481 1955, Boekelheide & Linn J Am Chem Soc 76 1286 1954]. [Beilstein 20 III/IV 2719, 20/5 V 517.]

Check Digit Verification of cas no

The CAS Registry Mumber 1003-73-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,0,0 and 3 respectively; the second part has 2 digits, 7 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 1003-73:
(6*1)+(5*0)+(4*0)+(3*3)+(2*7)+(1*3)=32
32 % 10 = 2
So 1003-73-2 is a valid CAS Registry Number.
InChI:InChI=1/C6H7NO/c1-6-3-2-4-7(8)5-6/h2-5H,1H3

1003-73-2 Well-known Company Product Price

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  • (Code)Product description
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  • Alfa Aesar

  • (A12578)  3-Picoline N-oxide, 98%   

  • 1003-73-2

  • 100g

  • 401.0CNY

  • Detail
  • Alfa Aesar

  • (A12578)  3-Picoline N-oxide, 98%   

  • 1003-73-2

  • 500g

  • 1729.0CNY

  • Detail
  • Aldrich

  • (P42401)  3-Methylpyridine N-oxide  98%

  • 1003-73-2

  • P42401-100G

  • 538.20CNY

  • Detail

1003-73-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-Picoline-N-oxide

1.2 Other means of identification

Product number -
Other names Pyridine, 3-methyl-, 1-oxide

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:1003-73-2 SDS

1003-73-2Relevant articles and documents

Syntheses of ortho-hydroxymethylpyridinols and dioxaphosphorino[m,n-x]pyridines

Leroy,Despres,Bigan,Blondeau

, p. 2257 - 2272 (1996)

Dioxaphosphorino[m,n-x]pyridines compounds have been prepared by condensation of methyl dichlorophosphate with new ortho-hydroxymethylpyridinols.

Silica-supported vanadium-catalyzed N-oxidation of tertiary amines with aqueous hydrogen peroxide

Rout, Laxmidhar,Punniyamurthy, Tharmalingam

, p. 1958 - 1960 (2005)

A recyclable silica supported vanadium 1 catalyzes the oxidation of tertiray amines to the corresponding N-oxides with 30% H2O 2 in high yield.

A comparison of methods for N-oxidation of some 3-substituted pyridines

Bremner, David H.,Sturrock, Keith R.,Wishart, Grant,Mitchell, Stewart R.,Nicoll, Stuart M.,Jones, Gareth

, p. 1535 - 1542 (1997)

The results from the N-oxidation of four 3-substituted pyridines using five different reagents are reported. The best yields are obtained with m-chloroperoxybenzoic acid.

Raman spectra of 3-methyl-4-nitropyridine-N-oxide single crystal

Zhang, Delong,Lan, Guoxiang,Hu, Shifen,Wang, Huafu,Zheng, Jimin

, p. 1065 - 1072 (1994)

A Raman study of 3-methyl-4-nitropyridine-N-oxide single crystal (3M4NPO) has been performed at 78 K in the range 10-3500 cm-1.The symmetry analysis of the vibrational modes of 3M4NPO is given.The assignments are presented for internal and external modes.The results of the Raman spectra exhibit the spectroscopic proofs of hydrogen bonds in the crystal.

Metal-Free, Phosphonium Salt-Mediated Sulfoximination of Azine N-Oxides: Approach for the Synthesis of N-Azine Sulfoximines

Aithagani, Sravan Kumar,Kumar, Mukesh,Yadav, Mahipal,Vishwakarma, Ram A.,Singh, Parvinder Pal

, p. 5886 - 5894 (2016)

Herein, we report a simple and metal-free method for the synthesis of N-azine sulfoximines by the nucleophilic substitution of azine N-oxides with NH-sulfoximines. The present method works at room temperature with wide functional group compatibility and gives several unprecedented N-azine sulfoximines. The reaction conditions were also found suitable with enantiopure substrates and furnished products without any racemization. It also finds an application in the sulfoximination of azine-based functional molecules such as 2,2′-bipyridine, 1,10-phenanthroline, and quinine.

Visible-Light-Induced Decarboxylative Acylation of Pyridine N-Oxides with α-Oxocarboxylic Acids Using Fluorescein Dimethylammonium as a Photocatalyst

Hou, Chuanfu,Sun, Shouneng,Liu, Ziqi,Zhang, Hui,Liu, Yue,An, Qi,Zhao, Jian,Ma, Junjie,Sun, Zhizhong,Chu, Wenyi

supporting information, p. 2806 - 2812 (2021/04/15)

Herein, the development of a visible-light-induced catalytic system to achieve the decarboxylative acylation of pyridine N-oxides with α-oxocarboxylic acids, at room temperature and using the organic dye fluorescein dimethylammonium as a new type of photocatalyst, is reported. A series of 2-arylacylpyridine N-oxides were selectively synthesized in moderate to good yields by controlling the polarity of the reaction solvent. The developed strategy was successfully applied in the synthesis of an important intermediate of the drug, acrivastine, on a gram scale. Notably, this is the first time that fluorescein dimethylammonium has been used to catalyze the Minisci-type C?H decarboxylative acylation reaction. The mechanism of decarboxylative acylation was studied by capturing adducts of acyl radicals and 1,1-diphenylethylene to confirm a radical mechanism. The disclosed catalytic system provides a green synthetic strategy for decarboxylative acylation without the use of additional oxidants or metal catalysts. (Figure presented.).

Strategic Approach on N-Oxides in Gold Catalysis – A Case Study

Schie?l, Jasmin,Stein, Philipp M.,Stirn, Judith,Emler, Kirsten,Rudolph, Matthias,Rominger, Frank,Hashmi, A. Stephen K.

supporting information, p. 725 - 738 (2018/10/20)

An extensive kinetic study of selected key reactions of (oxidative) gold catalysis concentrates on the decrease of the catalytic activity due to inhibition of the gold(I) catalyst caused by pyridine derivatives that are obtained as by-products if N-oxides are applied as oxygen donors. The choice of the examined pyridine derivatives and their corresponding N-oxides has been made regardless of their commercial availability; particular attention has been paid to the practical benefit which up to now has been neglected in most of the reaction screenings. The test reactions were monitored by GC and 1H NMR spectroscopy. The received reaction constants provide information concerning a correlation between the electronic structure of the heterocycle and the catalytic activity. Based on the collected kinetic data, it was possible to develop a basic set of three N-oxides which have to be taken into account in further oxidative gold(I)-catalyzed reactions. (Figure presented.).

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