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| | 4-bromo-3-bromomethyl-benzoic acid methyl ester Basic information |
| Product Name: | 4-bromo-3-bromomethyl-benzoic acid methyl ester | | Synonyms: | 4-BROMO-3-BROMOMETHYL-BENZOIC ACID METHYL ESTER;Benzoic acid, 4-bromo-3-(bromomethyl)-, methyl ester;Methyl 3-(bromomethyl)-3-bromophenylacetate;3-Bromomethyl-4-bromobenzoic acid methyl ester;3-bromo-methyl-4-bromo-benzoate;3-bromethyl-4-bromethyl benzoate;Methyl 4-broMo-3-(broMoMethyl)benzoate | | CAS: | 142031-67-2 | | MF: | C9H8Br2O2 | | MW: | 307.97 | | EINECS: | | | Product Categories: | | | Mol File: | 142031-67-2.mol |  |
| | 4-bromo-3-bromomethyl-benzoic acid methyl ester Chemical Properties |
| Boiling point | 356.9±32.0 °C(Predicted) | | density | 1.780±0.06 g/cm3(Predicted) | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | form | White flakes | | Appearance | White to off-white Solid | | InChI | InChI=1S/C9H8Br2O2/c1-13-9(12)6-2-3-8(11)7(4-6)5-10/h2-4H,5H2,1H3 | | InChIKey | GRJDNFSKEWOMIM-UHFFFAOYSA-N | | SMILES | C(OC)(=O)C1=CC=C(Br)C(CBr)=C1 |
| | 4-bromo-3-bromomethyl-benzoic acid methyl ester Usage And Synthesis |
| Synthesis | In a 6-liter reactor equipped with a condenser, a central mechanical stirrer, and a thermometer, introduce 575 g (2.5 mol) of methyl 4-bromo-3-methylbenzoate, 3 liters of methylene chloride, 494 g (2.75 mol) of N-bromosuccinimide and 17 g of benzoyl peroxide (0.05 mol; 70percent in water). Heat the mixture at reflux under irradiation with a 1000-watt lamp for 10 h. Wash the mixture twice with 1 liter of water, then with 1 liter of saturated sodium chloride solution. Evaporate the methylene chloride. Recrystallize the crude product obtained from heptane. This gives 596 g of 4-bromo-3-bromomethyl-benzoic acid methyl ester as off-white crystals.
| | References | [1] Patent: US2007/15931, 2007, A1. Location in patent: Page/Page column 6
[2] Patent: US2010/4159, 2010, A1. Location in patent: Page/Page column 59; 62
[3] Patent: WO2006/110173, 2006, A2. Location in patent: Page/Page column 78-79
[4] Chemische Berichte, 1993, vol. 126, # 7, p. 1635 - 1642
[5] ChemMedChem, 2015, vol. 10, # 4, p. 688 - 714 |
| | 4-bromo-3-bromomethyl-benzoic acid methyl ester Preparation Products And Raw materials |
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