1-Methyl-1H-imidazole-2-carboxylic acid
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1-Methyl-1H-imidazole-2-carboxylic acid

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1-Methylimidazole-2-carboxylic Acid (CAS# 20485-43-2) is useful for solid phase synthesis of polyamides containing imidazole.

Category
Cyclic Amino Acids
Catalog number
BAT-014391
CAS number
20485-43-2
Molecular Formula
C5H6N2O2
Molecular Weight
126.11
1-Methyl-1H-imidazole-2-carboxylic acid
IUPAC Name
1-methylimidazole-2-carboxylic acid
Synonyms
1H-Imidazole-2-carboxylic acid, 1-methyl-; 1-methyl-imidazole-2-carboxylic acid; N-methyl-imidazole-2-carboxylic acid; 1-Methyl-1H-2-imidazolecarboxylic acid
Appearance
Yellowish Brown Solid
Purity
≥95%
Density
1.34±0.1 g/cm3 (Predicted)
Melting Point
104°C (dec.)
Boiling Point
339.4±25.0°C (Predicted)
Solubility
Soluble in Methanol, Water
InChI
InChI=1S/C5H6N2O2/c1-7-3-2-6-4(7)5(8)9/h2-3H,1H3,(H,8,9)
InChI Key
WLDPWZQYAVZTTP-UHFFFAOYSA-N
Canonical SMILES
CN1C=CN=C1C(=O)O
1. Acidity characterization of heterogeneous catalysts by solid-state NMR spectroscopy using probe molecules
Anmin Zheng, Shang-Bin Liu, Feng Deng Solid State Nucl Magn Reson. 2013 Oct-Nov;55-56:12-27. doi: 10.1016/j.ssnmr.2013.09.001. Epub 2013 Sep 20.
Characterization of the surface acidic properties of solid acid catalysts is a key issue in heterogeneous catalysis. Important acid features of solid acids, such as their type (Brønsted vs. Lewis acid), distribution and accessibility (internal vs. external sites), concentration (amount), and strength of acid sites are crucial factors dictating their reactivity and selectivity. This short review provides information on different solid-state NMR techniques used for acidity characterization of solid acid catalysts. In particular, different approaches using probe molecules containing a specific nucleus of interest, such as pyridine-d5, 2-(13)C-acetone, trimethylphosphine, and trimethylphosphine oxide, are compared. Incorporation of valuable information (such as the adsorption structure, deprotonation energy, and NMR parameters) from density functional theory (DFT) calculations can yield explicit correlations between the chemical shift of adsorbed probe molecules and the intrinsic acid strength of solid acids. Methods that combine experimental NMR data with DFT calculations can therefore provide both qualitative and quantitative information on acid sites.
2. An optimized organic acid human sensory sourness analysis method
Yuezhong Mao, Shiyi Tian, Yumei Qin, Shiwen Cheng J Sci Food Agric. 2021 Nov;101(14):5880-5887. doi: 10.1002/jsfa.11240. Epub 2021 Apr 23.
Background: Sour taste perception builds on both chemical and physiological foundations, and plays an important role in food flavor, including that of fruit, beer, wine, and other beverages. A uniform sourness standard and sourness conversion method for researchers and food enterprises is necessary to obtain uniform conclusions. Results: This study established an optimized organic acid sensory sourness analysis and sourness conversion method. It is based on sour sensory difference strength curves, which consist of an absolute threshold value and sensory difference threshold values. Defining the absolute threshold value of citric acid sourness as 1, sourness could be calculated according to the curve. With a logarithmic curve form, the acid sourness indexes (AI) were calculated as 1, 0.74, 0.77, 1.31, and 1.21 for citric, malic, fumaric, lactic, and tartaric acid samples, respectively. Consequently, each acid's sourness and concentration could be obtained and converted. Single acid and mixed acid sourness comparison evaluation's result implied that the novel method was more accurate (91.7-100%) than the hydrogen ion concentration method. Conclusion: The novel sourness determination and conversion equation would provide more accurate sourness standard and calculation method in food sensory areas. © 2021 Society of Chemical Industry.
3. The Stephan Curve revisited
William H Bowen Odontology. 2013 Jan;101(1):2-8. doi: 10.1007/s10266-012-0092-z. Epub 2012 Dec 6.
The Stephan Curve has played a dominant role in caries research over the past several decades. What is so remarkable about the Stephan Curve is the plethora of interactions it illustrates and yet acid production remains the dominant focus. Using sophisticated technology, it is possible to measure pH changes in plaque; however, these observations may carry a false sense of accuracy. Recent observations have shown that there may be multiple pH values within the plaque matrix, thus emphasizing the importance of the milieu within which acid is formed. Although acid production is indeed the immediate proximate cause of tooth dissolution, the influence of alkali production within plaque has received relative scant attention. Excessive reliance on Stephan Curve leads to describing foods as "safe" if they do not lower the pH below the so-called "critical pH" at which point it is postulated enamel dissolves. Acid production is just one of many biological processes that occur within plaque when exposed to sugar. Exploration of methods to enhance alkali production could produce rich research dividends.
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