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| | 1-Methyl-1H-imidazole-2-carboxylic acid Basic information |
| | 1-Methyl-1H-imidazole-2-carboxylic acid Chemical Properties |
| Melting point | 104 °C (dec.) | | Boiling point | 339.4±25.0 °C(Predicted) | | density | 1.34±0.1 g/cm3(Predicted) | | storage temp. | Sealed in dry,Store in freezer, under -20°C | | solubility | Methanol (Slightly), Water (Slightly) | | form | Solid | | pka | 1.24±0.31(Predicted) | | color | White to Off-White | | Sensitive | Hygroscopic | | Stability: | Temperature Sensitive | | InChI | InChI=1S/C5H6N2O2/c1-7-3-2-6-4(7)5(8)9/h2-3H,1H3,(H,8,9) | | InChIKey | WLDPWZQYAVZTTP-UHFFFAOYSA-N | | SMILES | C1(C(O)=O)N(C)C=CN=1 | | CAS DataBase Reference | 20485-43-2(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36/37/39-37/39-36 | | WGK Germany | 3 | | Hazard Note | Irritant | | HS Code | 29332900 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 1-Methyl-1H-imidazole-2-carboxylic acid Usage And Synthesis |
| Chemical Properties | White Crystalline Solid | | Uses | 1-Methyl-1H-imidazole-2-carboxylic acid is a useful synthetic intermediate for solid phase synthesis of polyamides containing imidazole | | Uses | It is useful for solid phase synthesis of polyamides containing imidazole. | | Definition | ChEBI: 1-methyl-imidazole-2-carboxylic acid is an imidazolyl carboxylic acid that is 1H-imidazole with methyl and carboxylic acid group substituents at positions 1 and 2 respectively. It has a role as a metabolite. | | Synthesis | The general procedure for the synthesis of 1-methyl-1H-imidazole-2-carboxylic acid from 1-methyl-1H-imidazole-2-carboxaldehyde is as follows: first, 1-methyl-1H-imidazole-2-carboxaldehyde was prepared by referring to the method described in literature [23]. Subsequently, the synthetic procedure for Im2COOH (1b) was followed, and the reaction yield was up to quantitative levels after removal of water under high vacuum (without diethyl ether/water washing). Note that heating may cause decarboxylation to occur. Product yield: 100%. Melting point range is 99-101 °C. NMR hydrogen spectrum (400MHz, D2O): δH 7.42, 7.39 (2H, single peak, imidazolium cyclic-H), 4.08 ppm (3H, single peak, N-CH3); NMR carbon spectrum (400MHz, D2O): δC 158.67, 139.68, 125.83, 118.46, 36.73 ppm. infrared spectrum ( KBr press method): ν 3347 (medium intensity), 3119 (medium intensity), 2663 (weak), 1641 (strong), 1683 (medium intensity), 1507 (strong), 1449 (medium intensity), 1388 (strong), 1338 (strong), 1285 (strong), 1173 (medium intensity), 1123 (strong), 961 (medium intensity), 910 (medium), 776 (strong), 685 (strong) cm-1. Calculated values from elemental analysis (C5H8N2O3, molecular weight 144.12): C, 41.67%; H, 5.59%; N, 19.44%. Measured values: C, 41.28%; H, 5.23%; N, 19.12%. | | References | [1] South African Journal of Chemistry, 2010, vol. 63, p. 95 - 104
[2] Journal of Inorganic Biochemistry, 2015, vol. 145, p. 11 - 18
[3] South African Journal of Chemistry, 2012, vol. 65, p. 231 - 238 |
| | 1-Methyl-1H-imidazole-2-carboxylic acid Preparation Products And Raw materials |
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