5-METHYL-1H-PYRAZOLE-3-CARBOXYLIC ACID METHYL ESTER

The CAS registry number of 1H-Pyrazole-3-carboxylicacid, 5-methyl-, methyl ester is 25016-17-5. The IUPAC name is methyl 5-methyl-1H-pyrazole-3-carboxylate. In addition, the molecular formula is C₆H₈N₂O₂ and the molecular weight is 140.14. It is a kind of irritating chemical and should be stored in a cool and dry place.

Physical properties about this chemical are: (1)ACD/LogP: 0.76; (2)ACD/LogD (pH 5.5): 0.75; (3)ACD/LogD (pH 7.4): 0.75; (4)ACD/BCF (pH 5.5): 2.21; (5)ACD/BCF (pH 7.4): 2.21; (6)ACD/KOC (pH 5.5): 61.34; (7)ACD/KOC (pH 7.4): 61.33; (8)#H bond acceptors: 4; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 2; (11)Polar Surface Area: 44.12 Å²; (12)Index of Refraction: 1.526; (13)Molar Refractivity: 35.37 cm³; (14)Molar Volume: 115.1 cm³; (15)Polarizability: 14.02 ×10^-24cm³; (16)Surface Tension: 48.2 dyne/cm; (17)Density: 1.217 g/cm³; (18)Flash Point: 128.8 °C; (19)Enthalpy of Vaporization: 52.86 kJ/mol; (20)Boiling Point: 289.3 °C at 760 mmHg; (21)Vapour Pressure: 0.00222 mmHg at 25°C.

Preparation of 1H-Pyrazole-3-carboxylicacid, 5-methyl-, methyl ester: it can be prepared by propynoic acid methyl ester and 2-methoxy-5-methoxymethyl-2,5-dimethyl-2,5-dihydro-[1,3,4]oxadiazole. The other two products are 4-methoxymethyl-5-methyl-1H-pyrazole-3-carboxylic acid methyl ester and 1-tert-Butyl-5-methyl-1H-pyrazole-3-carboxylic acid methyl ester. This reaction will need solvent tetradeuteriomethanol. And this reaction also needs irradiation. The reaction time is 6 hours with ambient temperature. The yield is about 48%.

Uses of 1H-Pyrazole-3-carboxylicacid, 5-methyl-, methyl ester: it can react with 2-chloro-N-phenyl-benzimidoyl chloride to get 1-(2-chloro-N-phenyl-benzimidoyl)-5-methyl-1H-pyrazole-3-carboxylic acid methyl ester. This reaction will need reagent NEt₃ and solvent acetonitrile. The reaction time is 5 hours by heating. The yield is about 40%.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(OC)c1nnc(c1)C
(2)InChI: InChI=1/C6H8N2O2/c1-4-3-5(8-7-4)6(9)10-2/h3H,1-2H3,(H,7,8)
(3)InChIKey: GFEZEVUIYRGWNU-UHFFFAOYAM