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| | Methyl 5-chloro-2-nitrobenzoate Basic information |
| | Methyl 5-chloro-2-nitrobenzoate Chemical Properties |
| Melting point | 48-52 °C (lit.) | | Boiling point | 306.2±22.0 °C(Predicted) | | density | 1.4530 | | refractive index | 1.6000 (estimate) | | Fp | >230 °F | | storage temp. | -20°C Freezer | | solubility | Chloroform (Slightly), Methanol (Slightly) | | form | Solid | | color | Pale Yellow | | Henry's Law Constant | 9.7×101 mol/(m3Pa) at 25℃, Zhang et al. (2010) | | InChI | 1S/C8H6ClNO4/c1-14-8(11)6-4-5(9)2-3-7(6)10(12)13/h2-4H,1H3 | | InChIKey | JGBJHRKCUKTQOE-UHFFFAOYSA-N | | SMILES | COC(=O)c1cc(Cl)ccc1[N+]([O-])=O | | CAS DataBase Reference | 51282-49-6(CAS DataBase Reference) | | EPA Substance Registry System | Benzoic acid, 5-chloro-2-nitro-, methyl ester (51282-49-6) |
| Hazard Codes | Xn,Xi | | Risk Statements | 22-36/37/38 | | Safety Statements | 36-37/39-26 | | WGK Germany | 3 | | TSCA | TSCA listed | | HazardClass | IRRITANT | | HS Code | 29163990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral |
| | Methyl 5-chloro-2-nitrobenzoate Usage And Synthesis |
| Chemical Properties | white to light yellow crystalline powder or chunks | | Synthesis | This embodiment relates to the synthesis of methyl 2-nitro-5-chlorobenzoate: to a stirred solution of 5-chloro-2-nitrobenzoic acid (9.393 g, 46.60 mmol) in anhydrous DMF (155 mL) at 0 °C was added potassium carbonate (K2CO3, 13.23 g, 95.72 mmol) and iodomethane (MeI, 19.38 g, 8.5 mL. 136.5 mmol), followed by slow warming of the reaction mixture to 40 °C. After 1 h of reaction, the solution was cooled to room temperature and diluted with ethyl acetate (EtOAc, 115 mL). The organic phase was washed sequentially with water (3 x 100 mL) and saturated sodium chloride solution (3 x 100 mL). The combined organic phases were dried over anhydrous sodium sulfate (Na2SO4) and concentrated under reduced pressure, and the resulting crude product was purified by silica gel column chromatography with 40-60% ethyl acetate/hexane as eluent to afford methyl 2-nitro-5-chlorobenzoate (9.244 g, 42.87 mmol, 92% yield) as a light yellow solid. The structure of the product was confirmed by 1H NMR (400 MHz, CDCl3) and 13C NMR (100 MHz, CDCl3). | | References | [1] Journal of Organic Chemistry, 2007, vol. 72, # 26, p. 9857 - 9865
[2] Patent: WO2008/156656, 2008, A2. Location in patent: Page/Page column 44; 179-180 |
| | Methyl 5-chloro-2-nitrobenzoate Preparation Products And Raw materials |
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