| Identification | More | [Name]
1-Bromo-2,5-dimethoxybenzene | [CAS]
25245-34-5 | [Synonyms]
1-BROMO-2,5-DIMETHOXYBENZENE
2,5-DIMETHOXYBROMOBENZENE
2-BROMOHYDROQUINONE DIMETHYL ETHER
AKOS 332
2-Bromo-1,4-dimethoxybenzene
Benzene, 2-bromo-1,4-dimethoxy-
1-Bromo-2,5-dimethoxybenzene,98%
Bromohydroquinone dimethyl ether
1-BROMO-2,5-DIMETHOXYBENZENE 98%
2,5-Dimethoxyphenyl bromide
2-Bromo-4-methoxyanisole
1,4-Dimethoxy-2-bromobenzene
5-Bromo-1,4-dimethoxybenzene | [EINECS(EC#)]
246-756-7 | [Molecular Formula]
C8H9BrO2 | [MDL Number]
MFCD00008355 | [Molecular Weight]
217.06 | [MOL File]
25245-34-5.mol |
| Chemical Properties | Back Directory | [Appearance]
clear colorless to yellowish liquid | [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]
25245-34-5(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3 | [Hazard Note ]
Irritant | [TSCA ]
Yes | [HazardClass ]
IRRITANT | [HS Code ]
29039990 |
| Hazard Information | Back Directory | [Chemical Properties]
clear colorless to yellowish liquid | [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
| [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. | [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 |
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