| Identification | Back Directory | [Name]
2-(3-Methyl-4-nitrophenyl)acetic acid | [CAS]
143665-37-6 | [Synonyms]
3-Methyl-4-nitrophenylacetic acid 3-methyl-4-nitrobenzeneacetic acid 2-(3-Methyl-4-nitrophenyl)acetic acid Benzeneacetic acid, 3-methyl-4-nitro- 5-(Carboxymethyl)-2-nitrotoluene, 4-(Carboxymethyl)-2-methylnitrobenzene | [Molecular Formula]
C9H9NO4 | [MDL Number]
MFCD11036394 | [MOL File]
143665-37-6.mol | [Molecular Weight]
195.17 |
| Chemical Properties | Back Directory | [Boiling point ]
377.0±27.0 °C(Predicted) | [density ]
1.346 | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
solid | [pka]
3.86±0.10(Predicted) | [color ]
yellow |
| Hazard Information | Back Directory | [Synthesis]
Step 2. Synthesis of (3-methyl-4-nitrophenyl)acetic acid
To a mixed solution of dimethyl (3-methyl-4-nitrophenyl) malonate (0.540 g, 2.02 mmol) in water (10 mL) and methanol (10 mL) was added potassium hydroxide (0.340 g, 6.06 mmol) at room temperature. The reaction mixture was refluxed for 4 hours. After completion of the reaction, it was cooled to room temperature and acidified with 2N aqueous hydrochloric acid solution (40 mL). The acidified solution was extracted with ethyl acetate (20 mL x 3). The organic layers were combined, dried with anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure to give (3-methyl-4-nitrophenyl)acetic acid (0.480 g, quantitative yield) as an orange solid. The product was used directly in the next reaction without further purification.
1H NMR (CDCl3, 400 MHz) δ 7.97 (d, 1H), 7.28-7.26 (m, 2H), 3.71 (s, 2H), 2.61 (s, 3H). | [References]
[1] Patent: US2017/253569, 2017, A1. Location in patent: Paragraph 0257-0258 [2] Patent: WO2011/145022, 2011, A1. Location in patent: Page/Page column 68 |
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