| Identification | More | [Name]
1-Methyl-1H-imidazole-2-carboxylic acid | [CAS]
20485-43-2 | [Synonyms]
1-METHYL-1H-IMIDAZOLE-2-CARBOXYLIC ACID
1-METHYL-1H-IMIDAZOLE-CARBOXYLIC ACID
1-METHYLIMIDAZOLE-2-CARBOXYLIC ACID
CHEMBRDG-BB 4401397
IFLAB-BB F2124-0530
RARECHEM AL BE 0638
1-Methyl-1h-imidazole-2-carboxylic acid, tech
1-METHYL-1H-IMIDAZOLE-2-CARBOXYLIC ACID >98%
1-Methyl-1H-imidazole-2-carboxylic acid lithiumsalt
1-Methyl-1H-imidazole-2-carboxylic acid ,97% | [EINECS(EC#)]
626-320-6 | [Molecular Formula]
C5H6N2O2 | [MDL Number]
MFCD01863421 | [Molecular Weight]
126.11 | [MOL File]
20485-43-2.mol |
| Chemical Properties | Back Directory | [Appearance]
White Crystalline Solid | [Melting point ]
104 °C (dec.) | [Boiling point ]
339.4±25.0 °C(Predicted) | [density ]
1.34±0.1 g/cm3(Predicted) | [storage temp. ]
-15°C | [solubility ]
Methanol (Slightly), Water (Slightly) | [form ]
Solid | [pka]
1.24±0.31(Predicted) | [color ]
White to Off-White | [Sensitive ]
Hygroscopic | [Usage]
A useful synthetic intermediate for solid phase synthesis of polyamides containing imidazole | [Detection Methods]
HPLC | [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) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S37/39:Wear suitable gloves and eye/face protection .
S36:Wear suitable protective clothing . | [WGK Germany ]
3 | [Hazard Note ]
Irritant | [HS Code ]
29332900 |
| Hazard Information | Back Directory | [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 |
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