| Identification | Back Directory | [Name]
Methyl 2-Methyl-4-nitrobenzoate | [CAS]
62621-09-4 | [Synonyms]
Methyl 4-Nitro-o-toluate
Methyl 2-Methyl-4-nitrobenzoate
Methyl 4-Nitro-2-Methylbenzoate
Methyl2-Methyl-4-nitrobenzoate>
4-Nitro-o-toluic Acid Methyl Ester
_x005f\rMethyl 2-Methyl-4-nitrobenzoate
2-Methyl-4-nitrobenzoic acid methyl ester
Benzoic acid, 2-Methyl-4-nitro-, Methyl ester | [Molecular Formula]
C9H9NO4 | [MDL Number]
MFCD03618407 | [MOL File]
62621-09-4.mol | [Molecular Weight]
195.18 |
| Chemical Properties | Back Directory | [Melting point ]
74.0 to 78.0 °C | [Boiling point ]
315.4±30.0 °C(Predicted) | [density ]
1?+-.0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
soluble in Methanol | [form ]
powder to crystal | [color ]
White to Light yellow | [InChI]
InChI=1S/C9H9NO4/c1-6-5-7(10(12)13)3-4-8(6)9(11)14-2/h3-5H,1-2H3 | [InChIKey]
JJHCLPDHYBSSHC-UHFFFAOYSA-N | [SMILES]
C(OC)(=O)C1=CC=C([N+]([O-])=O)C=C1C |
| Hazard Information | Back Directory | [Uses]
methyl 2-methyl-4-nitrobenzoate is a useful research chemical. | [Synthesis]
General procedure for the synthesis of methyl 2-methyl-4-nitrobenzoate from methanol and 2-methyl-4-nitrobenzoic acid:
1. SOCl? was added slowly and dropwise to a methanolic solution of 2-methyl-4-nitrobenzoic acid (3 g, 16.5 mmol).
2. the reaction mixture was stirred continuously at 70 °C for 18 hours.
3. After completion of the reaction, the solvent was removed by evaporation and the residue was diluted with ether.
4. The ether phase was washed sequentially with water and 1N NaOH solution. 5.
5. The organic phase was dried with anhydrous Na?SO?, filtered and the solvent was evaporated to give methyl 2-methyl-4-nitrobenzoate as a dark yellow solid (3.25 g, quantitative yield).
NMR data: 1H NMR (300 MHz, CDCl?) δ: 7.95 (m, 3H), 3.86 (s, 3H), 2.59 (s, 3H). | [References]
[1] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 3, p. 942 - 945
[2] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 3, p. 946 - 949
[3] Patent: WO2009/47240, 2009, A1. Location in patent: Page/Page column 28
[4] Journal of Medicinal Chemistry, 1999, vol. 42, # 18, p. 3510 - 3519
[5] Patent: CN103804358, 2016, B. Location in patent: Paragraph 0117 |
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