Identification | Back Directory | [Name]
5-BROMO-1,2-DIMETHYL-1H-IMIDAZOLE | [CAS]
24134-09-6 | [Synonyms]
4-BROMO-1,5-DIMETHYLIMIDAZOLE 5-broMo-1,2-diMethyliMidazole 5-BROMO-1,2-DIMETHYL-1H-IMIDAZOLE 1,2-Dimethyl-5-bromo-1H-imidazole 1H-IMidazole,5-broMo-1,2-diMethyl- 5-Bromo-1,2-dimethyl-1H-imidazole 96% 5-Bromo-1,2-dimethyl-1H-imidazole ,97% | [Molecular Formula]
C5H7BrN2 | [MDL Number]
MFCD06659905 | [MOL File]
24134-09-6.mol | [Molecular Weight]
175.03 |
Chemical Properties | Back Directory | [Melting point ]
91 °C | [Boiling point ]
266.6±13.0 °C(Predicted) | [density ]
1.58±0.1 g/cm3(Predicted) | [storage temp. ]
Keep Cold | [form ]
solid | [pka]
5.93±0.25(Predicted) | [color ]
beige | [InChI]
InChI=1S/C5H7BrN2/c1-4-7-3-5(6)8(4)2/h3H,1-2H3 | [InChIKey]
WIRCWIXZNDCIST-UHFFFAOYSA-N | [SMILES]
C1(C)N(C)C(Br)=CN=1 | [CAS DataBase Reference]
24134-09-6 |
Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 5-bromo-1,2-dimethylimidazole from 1,2-dimethylimidazole: N-bromosuccinimide (NBS) (169 mg, 0.95 mmol) was added to a solution of dimethylformamide (DMF) (5 mL) of 1,2-dimethyl-1H-imidazole (1a) (96 mg, 1 mmol) at room temperature, and the reaction mixture was to be stirred for 3 hours away from light. After completion of the reaction, the resulting orange-yellow solution was diluted with ethyl acetate (EtOAc) (50 mL) and washed sequentially with 10% aqueous sodium hydroxide (2 x 50 mL), water (50 mL) and saturated saline (50 mL). The aqueous phase was then back-extracted with ethyl acetate (50 mL), and all organic phases were combined, dried with anhydrous sodium sulfate (Na2SO4) and filtered. The filtrate was concentrated under reduced pressure to give 5-bromo-1,2-dimethylimidazole as colorless crystals (3.78 g, 76% yield). | [References]
[1] Advanced Synthesis and Catalysis, 2016, vol. 358, # 4, p. 597 - 609 [2] Tetrahedron, 2004, vol. 60, # 37, p. 8065 - 8071 [3] Patent: US2014/107097, 2014, A1. Location in patent: Paragraph 0332 [4] Tetrahedron Letters, 2015, vol. 56, # 25, p. 3855 - 3857 |
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Company Name: |
Energy Chemical
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Tel: |
021-021-58432009 400-005-6266 |
Website: |
http://www.energy-chemical.com |
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