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| | 1-Bromo-2,5-dimethoxybenzene Basic information |
| | 1-Bromo-2,5-dimethoxybenzene Chemical Properties |
| Boiling point | 130-131 °C/10 mmHg (lit.) | | density | 1.445 g/mL at 25 °C (lit.) | | refractive index | 1.569-1.571 | | Fp | >110°C | | storage temp. | Keep in dark place,Inert atmosphere,Room temperature | | form | clear liquid | | color | Colorless to Light yellow | | Specific Gravity | 1.445 | | Water Solubility | Insoluble in water. | | BRN | 2441884 | | InChI | InChI=1S/C8H9BrO2/c1-10-6-3-4-8(11-2)7(9)5-6/h3-5H,1-2H3 | | InChIKey | DWCGNRKFLRLWCJ-UHFFFAOYSA-N | | SMILES | C1(OC)=CC=C(OC)C=C1Br | | CAS DataBase Reference | 25245-34-5(CAS DataBase Reference) | | NIST Chemistry Reference | 1-Bromo-2,5-dimethoxybenzene(25245-34-5) | | EPA Substance Registry System | Benzene, 2-bromo-1,4-dimethoxy- (25245-34-5) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 37/39-26 | | WGK Germany | 3 | | TSCA | TSCA listed | | HazardClass | IRRITANT | | HS Code | 29039990 | | Storage Class | 10 - Combustible liquids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 1-Bromo-2,5-dimethoxybenzene Usage And Synthesis |
| Chemical Properties | clear colorless to yellowish liquid | | Uses | 2-Bromo-1,4-dimethoxybenzene has been used in preparation of S-(-)-2-[N-(trifluoroacetyl)amino]-1-(2,5-dimethoxy-4- bromophenyl)-1-propanone, 1,4-bis{4-[2-(4-pyridyl)ethenyl]phenyl}butadiyne and 1,4-bis{2,5-dimethoxy-4-[2-(4-pyridyl)ethenyl]phenyl}butadiyne and 1-bromo-4-iodo-2,5-dimethoxybenzene. It can be used as a chemical redox shuttle additive in Lithium ion batteries for repeated overcharge and overdischarge protection. | | Uses | 1-Bromo-2,5-dimethoxybenzene has been used in preparation of:
- S-(-)-2-[N-(trifluoroacetyl)amino]-1-(2,5-dimethoxy-4- bromophenyl)-1-propanone
- 1,4-bis{4-[2-(4-pyridyl)ethenyl]phenyl}butadiyne and 1,4-bis{2,5-dimethoxy-4-[2-(4-pyridyl)ethenyl]phenyl}butadiyne
- 1-bromo-4-iodo-2,5-dimethoxybenzene
| | Synthesis | 2-Bromo-4-methoxyphenol (13.3 g, 65 mmol) and potassium carbonate (35.9 g, 260 mmol) were suspended in dry acetone (100 mL) under nitrogen protection. Under cooling in an ice bath, iodomethane (11.1 g, 3.1 mmol) was slowly added. After addition, the reaction mixture was gradually warmed to room temperature with continuous stirring overnight. After completion of the reaction, the potassium carbonate was removed by filtration and the filtrate was concentrated under reduced pressure. The residue was purified by fast column chromatography (eluent: petroleum ether/ethyl acetate, 30:1, v/v) to afford 1-bromo-2,5-dimethoxybenzene (13.9 g, 97.9% yield) as a colorless oil. | | References | [1] Heterocycles, 2018, vol. 96, # 2, p. 334 - 338 |
| | 1-Bromo-2,5-dimethoxybenzene Preparation Products And Raw materials |
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