Methyl 2-Methyl-4-nitrobenzoate Chemical Properties

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

Safety Information

HS Code 

2916399090

Methyl 2-Methyl-4-nitrobenzoate Usage And Synthesis

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

Methyl 2-Methyl-4-nitrobenzoate(62621-09-4)Related Product Information

• Methyl 5-Methyl-2-Nitrobenzoate
• Ethyl 3-bromo-4-methylbenzoate
• Methyl-5-amino-2-chlorobenzoate
• AKOS BB-3093
• METHYL 2-AMINO-5-METHYLBENZOATE
• BENZOIC ACID,4-BROMO-2-METHYL-,METHYL ESTER
• 7-Chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic Acid Ethyl Ester
• Methyl 4-hydroxy-2-methylbenzoate
• ETHYL 2-AMINO-5-METHYLBENZOATE
• 4-AMINO-2-METHYLBENZOIC ACID ETHYL ESTER
• Ethyl 2-methyl-3-nitrobenzoate
• METHYL 2-BROMO-5-METHYLBENZOATE
• 5-AMINO-2-METHYL-BENZOIC ACID METHYL ESTER
• ETHYL 3-METHYL-4-NITROBENZOATE
• METHYL 4-CHLORO-3-METHYLBENZOATE
• 3-BROMO-2-METHYL-BENZOIC ACID METHYL ESTER
• Methyl4-amino-2-methylbenzoate
• Ethyl 4-Bromo-3-methylbenzoate