1187-58-2 Usage
Description
N-Methylpropionamide, also known as isobutyramide, is an organic compound with the chemical formula C4H9NO. It is a clear, colorless liquid and is a derivative of propionamide with a methyl group attached to the nitrogen atom. N-Methylpropionamide is known for its ability to induce phase separation in certain mixtures, making it a useful tool in various applications.
Uses
Used in Chemical Research:
N-Methylpropionamide is used as a research chemical for investigating the effects of amides on phase separation in hexafluoro-2-propanol-water mixtures. Its ability to induce phase separation makes it a valuable compound for studying the behavior of mixtures and their potential applications in various industries.
Used in Pharmaceutical Industry:
N-Methylpropionamide is used as an intermediate in the synthesis of various pharmaceutical compounds. Its unique chemical properties allow it to be a versatile building block for the development of new drugs and medications.
Used in Material Science:
N-Methylpropionamide can be used in the development of new materials with specific properties, such as phase separation behavior. This can be useful in creating materials with tailored characteristics for various applications, including coatings, adhesives, and other industrial products.
Purification Methods
The amide is a colourless, odourless, neutral liquid at room temperature with a high dielectric constant. The amount of water present can be determined directly by Karl Fischer titration, GLC and NMR have been used to detect unreacted propionic acid. Commercial material of high quality is available, probably from the condensation of anhydrous methylamine with 50% excess of propionic acid. Rapid heating to 120-140o with stirring favours the reaction by removing water either directly or as the ternary xylene azeotrope. The quality of the distillate improves during the distillation. N-Methylpropionamide can be dried over CaO. Water and unreacted propionic acid are removed as their xylene azeotropes. It is then distilled in a vacuum. Material used as an electrolyte solvent (specific conductance less than 10-6 ohm-1 cm -1) is obtained by fractional distillation under reduced pressure, and storage over BaO or molecular sieves because it readily absorbs moisture from the atmosphere on prolonged storage. [Hoover Pure Appl Chem 37 581 1974, Recommended Methods for Purification of Solvents and Tests for Impurities, Coetzee Ed., Pergamon Press, 1982, Beilstein 4 IV 183.]
Check Digit Verification of cas no
The CAS Registry Mumber 1187-58-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,1,8 and 7 respectively; the second part has 2 digits, 5 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 1187-58:
(6*1)+(5*1)+(4*8)+(3*7)+(2*5)+(1*8)=82
82 % 10 = 2
So 1187-58-2 is a valid CAS Registry Number.
InChI:InChI=1/C4H9NO/c1-3-4(6)5-2/h3H2,1-2H3,(H,5,6)
1187-58-2Relevant articles and documents
Chemoselective methylation of amides and heterocycles using chloromethyldimethylsilyl chloride
Bassindale, Alan R.,Parker, David J.,Patel, Pravin,Taylor, Peter G.
, p. 4933 - 4936 (2000)
The reaction of chloromethyldimethylsilyl chloride with an amide generates a pentacoordinate N-(amidomethyl)-halosilane that can be desilylated with cesium fluoride to give the N-methyl amide. This provides a selective method for the monoalkylation of amides in the presence of other, more nucleophilic groups. (C) 2000 Elsevier Science Ltd.
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Dawson et al.
, p. 298 (1957)
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A hydrophilic inorganic framework based on a sandwich polyoxometalate: Unusual chemoselectivity for aldehydes/ketones with in situ generated hydroxylamine
Xing, Songzhu,Han, Qiuxia,Shi, Zhuolin,Wang, Shugai,Yang, Peipei,Wu, Qiang,Li, Mingxue
supporting information, p. 11537 - 11541 (2017/09/18)
A hydrophilic inorganic porous catalyst was prepared via the hydrothermal method. The combination of [WZn3(H2O)2(ZnW9O34)2]12- and Co(ii) provides a synergistical catalytic way to promote oximation of aldehyde/ketone with in situ generated hydroxylamine that initially produces an oxime, which further either dehydrates into a nitrile or undergoes a Beckmann rearrangement to form an amide.
Carboxyl activation of 2-mercapto-4,6-dimethylpyrimidine through n-acyl-4,6-dimethylpyrimidine-2-thione: A chemical and spectrophotometric investigation
Rajan
, p. 287 - 291 (2015/01/30)
2-Mercapto-4,6-dimethylpyrimidine, as effective carboxyl activating group, has been successfully proved by converting it into respective acyl derivatives and the subsequent conversion to the amides and esters respectively using amines, amino alcohols and alcohols. The aminolysis and esterification were monitored chemically and spectrophotometrically. This paved way to establish that the above mercaptopyrimidine derivative is an efficient carboxyl activating group applicable in solid phase peptide synthesis.
