1-Bromo-2,3-dimethyl-5-nitrobenzene, 3-Bromo-5-nitro-o-xylene
Uses- Product Name
- 1-Bromo-2,3-dimethyl-5-nitrobenzene, 3-Bromo-5-nitro-o-xylene
- CAS No.
- 22162-22-7
- Chemical Name
- 1-Bromo-2,3-dimethyl-5-nitrobenzene, 3-Bromo-5-nitro-o-xylene
- Synonyms
- 3-Bromo-4,5-dimethylnitrobenzene;2,3-Dimethyl-5-nitrobromobenzene;1-BroMo-2,3-diMethyl-5-nitrobenzene;Benzene, 1-bromo-2,3-dimethyl-5-nitro-;1-Bromo-2,3-dimethyl-5-nitrobenzene, 3-Bromo-5-nitro-o-xylene
- CBNumber
- CB12696479
- Molecular Formula
- C8H8BrNO2
- Formula Weight
- 230.06
- MOL File
- 22162-22-7.mol
1-Bromo-2,3-dimethyl-5-nitrobenzene, 3-Bromo-5-nitro-o-xylene Property
- Melting point:
- 101 °C
- Boiling point:
- 310.9±37.0 °C(Predicted)
- Density
- 1.533±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- Appearance
- Light yellow to brown Solid
Safety
- HS Code
- 2904990090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- B691653
- Product name
- 1-Bromo-2,3-dimethyl-5-nitrobenzene
- Packaging
- 50mg
- Price
- $55
- Updated
- 2021/12/16
- Product number
- B691653
- Product name
- 1-Bromo-2,3-dimethyl-5-nitrobenzene
- Packaging
- 250mg
- Price
- $150
- Updated
- 2021/12/16
- Product number
- 2152CZ
- Product name
- 1-Bromo-2,3-dimethyl-5-nitrobenzene
- Packaging
- 1g
- Price
- $324
- Updated
- 2021/12/16
- Product number
- 4754-9-X1
- Product name
- 3-Bromo-4,5-dimethylnitrobenzene
- Packaging
- 1g
- Price
- $488
- Updated
- 2021/12/16
- Product number
- 4754-9-X1
- Product name
- 3-Bromo-4,5-dimethylnitrobenzene
- Packaging
- 250mg
- Price
- $279
- Updated
- 2021/12/16
1-Bromo-2,3-dimethyl-5-nitrobenzene, 3-Bromo-5-nitro-o-xylene Chemical Properties,Usage,Production
Uses
1-Bromo-2,3-dimethyl-5-nitrobenzene and 2,3-dimethyl-5-nitrobobenzene are used as synthetic intermediates.
Synthesis
99-51-4
22162-22-7
The general procedure for the synthesis of 1-bromo-2,3-dimethyl-5-nitrobenzene from 4-nitro-o-xylene was as follows: 1. To a stirred solution of 1,2-dimethyl-4-nitrobenzene (CAS No. 99-51-4, purchased from TCI chemicals, 25 g, 165.4 mmol) in dichloromethane (DCM, 300 ml) was slowly added anhydrous aluminum trichloride (AlCl3, 55.13 g, 413.4 mmol) at 0 °C. 2. the reaction mixture was continued to be stirred at 0 °C for 50 min. 3. Bromine (Br2, 31.72 g, 198.4 mmol) was added dropwise to the reaction mixture at 0 °C. 4. the reaction mixture was warmed to 40 °C and stirred at this temperature for 48 hours. 5. Upon completion of the reaction, the mixture was cooled to room temperature and combined with another batch of reaction mixture prepared by the same method on the same scale. 6. The reaction was quenched by slow addition of saturated sodium thiosulfate (Na2S2O3-5H2O) solution until the reaction mixture was neutralized. 7. Extract the reaction mixture with dichloromethane (DCM, 3 x 500 ml). 8. Combine the organic phases and wash with brine (500 ml). 9. Separate the organic phase, dry with anhydrous sodium sulfate (Na2SO4), filter and concentrate under reduced pressure. 10. The residue was purified by column chromatography (using 100% hexane as eluent) to afford the target product 1-bromo-2,3-dimethyl-5-nitrobenzene (56.0 g, 243.4 mmol). The product nuclear magnetic resonance hydrogen spectrum (NMR, 400 MHz, DMSO-d6) data were as follows: δ 8.23 (d, J = 2.0 Hz, 1H), 7.99 (d, J = 1.6 Hz, 1H), 2.44 (s, 3H), 2.42 (s, 3H).
References
[1] Die Pharmazie, 1969, vol. 24, # 1, p. 29 - 32
[2] Patent: WO2017/158388, 2017, A1. Location in patent: Page/Page column 56
1-Bromo-2,3-dimethyl-5-nitrobenzene, 3-Bromo-5-nitro-o-xylene Preparation Products And Raw materials
Raw materials
Preparation Products
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