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| methyl 6-(bromomethyl)nicotinate Basic information | | Product Name: | methyl 6-(bromomethyl)nicotinate | | Synonyms: | methyl 6-(bromomethyl)nicotinate;6-Bromomethyl-nicotinic acid methyl ester;3-Pyridinecarboxylic acid, 6-(broMoMethyl)-;6-(bromomethyl)-3-pyridinecarboxylic acid methyl ester;Methyl 2-(bromomethyl)pyridine-5-carboxylate;6-Bromomethylpyridin-3-carboxylic acid methyl ester;3-Pyridinecarboxylic acid, 6-(bromomethyl)-, methyl ester | | CAS: | 131803-48-0 | | MF: | C8H8BrNO2 | | MW: | 230.06 | | EINECS: |
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| | Mol File: | 131803-48-0.mol |  |
| | methyl 6-(bromomethyl)nicotinate Chemical Properties | | Boiling point | 284.9±30.0℃ (760 Torr) | | density | 1.533±0.06 g/cm3 (20 ºC 760 Torr) | | Fp | 126.1±24.6℃ | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | pka | 1.40±0.22(Predicted) | | form | solid | | color | OFF WHITE | | InChI | InChI=1S/C8H8BrNO2/c1-12-8(11)6-2-3-7(4-9)10-5-6/h2-3,5H,4H2,1H3 | | InChIKey | IRQSKJQDKUAART-UHFFFAOYSA-N | | SMILES | C1=NC(CBr)=CC=C1C(OC)=O | | HazardClass | IRRITANT | | HS Code | 29333990 |
| | methyl 6-(bromomethyl)nicotinate Usage And Synthesis | | Uses | methyl 6-(bromomethyl)nicotinate is an organic reagent mainly used in chemical and scientific laboratory research. | | Synthesis | methyl 6-(bromomethyl)nicotinate is synthesised using methyl 6-methylnicotinate as a raw material by chemical reaction. The specific synthesis steps are as follows:
0.471 g (1.0 equivalent) of N-bromosuccinimide and 64 mg (0.1 equivalent) of benzoyl peroxide are added to a solution of 0.4 g of the product obtained in the preceding Stage 1 in 15 ml of carbon tetrachloride. The solution is brought to reflux for 6 hours, then filtered and evaporated under reduced pressure. The residue is purified by chromatography on silica gel (dichloromethane/ethyl acetate: 95/5) to produce 0.262 g of the expected product. [ Yield: 43percent MS: MH+ 231].
 | | References | [1] Organic and Biomolecular Chemistry, 2009, vol. 7, # 24, p. 5074 - 5077
[2] Journal of the American Chemical Society, 2002, vol. 124, # 21, p. 6009 - 6019
[3] Tetrahedron Asymmetry, 1990, vol. 1, # 9, p. 571 - 574
[4] Patent: US2004/72871, 2004, A1. Location in patent: Page/Page column 19-20
[5] Journal of Medicinal Chemistry, 2002, vol. 45, # 23, p. 5005 - 5022 |
| | methyl 6-(bromomethyl)nicotinate Preparation Products And Raw materials | |
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