3-BROMO-5-NITROANISOLE
- Product Name
- 3-BROMO-5-NITROANISOLE
- CAS No.
- 16618-67-0
- Chemical Name
- 3-BROMO-5-NITROANISOLE
- Synonyms
- 3-BROMO-5-NITROANISOL;3-BROMO-5-NITROANISOLE;1-BroMo-5-Nitroanizole;3-Bromo-5-nitroanisole >3-BROMO-5-NITROANISOL, 97.5+%;3-Bromo-5-methoxynitrobenzene;3-NITRO-5-METHOXY BROMO BENZENE;1-Bromo-3-methoxy-5-nitrobenzene;Benzene, 1-bromo-3-methoxy-5-nitro-;1-Bromo-3-methoxy-5-nitrobenzene, 3-Bromo-5-nitrophenyl methyl
- CBNumber
- CB31092234
- Molecular Formula
- C7H6BrNO3
- Formula Weight
- 232.03
- MOL File
- 16618-67-0.mol
3-BROMO-5-NITROANISOLE Property
- Melting point:
- 86.0 to 90.0 °C
- Boiling point:
- 295.3±20.0 °C(Predicted)
- Density
- 1.640±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- form
- powder to crystal
- color
- White to Orange to Green
- InChI
- InChI=1S/C7H6BrNO3/c1-12-7-3-5(8)2-6(4-7)9(10)11/h2-4H,1H3
- InChIKey
- MEQKSFQEPDRNEQ-UHFFFAOYSA-N
- SMILES
- C1(Br)=CC([N+]([O-])=O)=CC(OC)=C1
Safety
- HS Code
- 2909309090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
N-Bromosuccinimide Price
- Product number
- B4973
- Product name
- 3-Bromo-5-nitroanisole
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $79
- Updated
- 2025/07/31
- Product number
- B4973
- Product name
- 3-Bromo-5-nitroanisole
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $314
- Updated
- 2025/07/31
- Product number
- B688128
- Product name
- 3-Bromo-5-nitroanisole
- Packaging
- 100mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- X4453
- Product name
- 3-Bromo-5-nitroanisole
- Packaging
- 5g
- Price
- $49
- Updated
- 2021/12/16
- Product number
- OR61069
- Product name
- 3-Bromo-5-nitroanisole
- Purity
- 98%
- Packaging
- 5g
- Price
- $34
- Updated
- 2021/12/16
3-BROMO-5-NITROANISOLE Chemical Properties,Usage,Production
Chemical Properties
brown solid
Uses
4-Bromo-3-nitroanisole was used in the synthesis of 4-bromo-5-methoxyaniline.
Synthesis
18242-39-2
124-41-4
16618-67-0
1. Bromination: 30.0 g of 3,5-dinitrobenzene (0.18 mol) was dissolved in 180 mL of concentrated sulfuric acid and heated to 80°C, maintaining the reaction temperature in the range of 80-90°C. 44.5 g of N-bromosuccinimide (NBS, 0.25 mol) was added in 9 portions. 44.5 g of N-bromosuccinimide (NBS, 0.25 mol) was added in 9 batches. The reaction lasted for 30 min and then cooled to room temperature. The reaction mixture was poured into 600 mL of ice water, a white precipitate was precipitated, which was filtered, washed and dried to give 41.3 g of white solid 3,5-dinitrobromobenzene in 93.7% yield. 2. Methoxylation reaction: 1 g of sodium metal (43.4 mmol) was dissolved in methanol to prepare sodium methanol solution. To this solution, 8.7 g of 3,5-dinitrobromobenzene (35.2 mmol) was added and the reaction was refluxed at 45°C for 2 hours. Upon completion of the reaction, it was cooled to room temperature and neutralized with 50 mL of 1N hydrochloric acid solution, followed by extraction with dichloromethane. The organic phases were combined, washed three times with saturated brine and dried over anhydrous magnesium sulfate. The solvent was filtered and concentrated, purified by column chromatography (petroleum ether:dichloromethane=5:1) to give 4.6 g of white powdery solid 3-methoxy-5-nitrobromobenzene in 56.3% yield. 3. Reduction reaction: 2.32 g of 3-methoxy-5-nitrobromobenzene (10 mmol) was dissolved in 25 mL of methanol, 10 mL of acetone solution and 400 mg of Pd/C catalyst were added. The reaction was carried out for 3 h at room temperature under hydrogen gas. After completion of the reaction, the Pd/C catalyst was removed by filtration and the solvent was evaporated. Purification by column chromatography (petroleum ether:ethyl acetate=4:1) afforded 1.95 g of pale yellow solid 3-bromo-5-nitroanisole in 96.5% yield.
References
[1] Journal of Medicinal Chemistry, 2014, vol. 57, # 11, p. 4889 - 4905
[2] Journal of Medicinal Chemistry, 2007, vol. 50, # 4, p. 889 - 896
[3] Patent: CN103497211, 2016, B. Location in patent: Paragraph 0075
[4] , 1976, vol. 12, p. 2319 - 2323
[5] Zhurnal Organicheskoi Khimii, 1976, vol. 12, # 11, p. 2387 - 2392
3-BROMO-5-NITROANISOLE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 3-BROMO-5-NITROANISOLE manufacturers
- Product
- 3-BROMO-5-NITROANISOLE 16618-67-0
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 100KG
- Release date
- 2019-08-07