2-Bromo-2'-nitroacetophenone
- Product Name
- 2-Bromo-2'-nitroacetophenone
- CAS No.
- 6851-99-6
- Chemical Name
- 2-Bromo-2'-nitroacetophenone
- Synonyms
- 2-NITROPHENCYL BROMIDE;2-Nitrophenasylbromide;2'-NITROPHENACYL BROMIDE;-Bromo-2'-Nitroacetophenone;-nitroacetophenone 99+% (GC);2'-Nitro-α-bromoacetophenone;2-Bromo-2'-nitroacetophenone;2-Bromo-2'-nitroacetophenone 99%;2-Bromo-2'-nitroacetophenone,98%;2-Bromo-2'-nitroacetophenone >
- CBNumber
- CB5291517
- Molecular Formula
- C8H6BrNO3
- Formula Weight
- 244.04
- MOL File
- 6851-99-6.mol
2-Bromo-2'-nitroacetophenone Property
- Melting point:
- 55-57 °C(lit.)
- Boiling point:
- 335.7±17.0 °C(Predicted)
- Density
- 1.671±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- Chloroform, Methanol
- form
- Crystalline Powder
- color
- White to pale yellow
- λmax
- 262nm(EtOH)(lit.)
- InChIKey
- SGXUUCSRVVSMGK-UHFFFAOYSA-N
- CAS DataBase Reference
- 6851-99-6(CAS DataBase Reference)
Safety
- Hazard Codes
- C
- Risk Statements
- 34
- Safety Statements
- 26-27-28-36/37/39-45
- RIDADR
- UN 3261 8/PG 2
- WGK Germany
- 3
- HazardClass
- 8
- PackingGroup
- III
- HS Code
- 29147000
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H314Causes severe skin burns and eye damage
- Precautionary statements
-
P260Do not breathe dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P363Wash contaminated clothing before reuse.
N-Bromosuccinimide Price
- Product number
- 274542
- Product name
- 2-Bromo-2′-nitroacetophenone
- Purity
- 99%
- Packaging
- 5g
- Price
- $87
- Updated
- 2023/06/20
- Product number
- B3528
- Product name
- 2-Bromo-2'-nitroacetophenone
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $79
- Updated
- 2025/07/31
- Product number
- B3528
- Product name
- 2-Bromo-2'-nitroacetophenone
- Purity
- >98.0%(GC)
- Packaging
- 25g
- Price
- $316
- Updated
- 2025/07/31
- Product number
- B685995
- Product name
- Bromo-2’-nitroacetophenone
- Packaging
- 2.5g
- Price
- $70
- Updated
- 2021/12/16
- Product number
- 078898
- Product name
- 2-Bromo-2'-nitroacetophenone
- Purity
- 98%
- Packaging
- 1g
- Price
- $12
- Updated
- 2021/12/16
2-Bromo-2'-nitroacetophenone Chemical Properties,Usage,Production
Chemical Properties
White to pale yellow crystalline powder
Uses
2-Bromo-2′-nitroacetophenone, an electroactive derivative-forming reagent, was used as a precolumn reagent for preparing prostaglandin derivatives.
Uses
2-Bromo-2'-nitroacetophenone is used in the novel synthesis of 5-pyridylindolizine derivatives.
Synthesis Reference(s)
Canadian Journal of Chemistry, 61, p. 400, 1983 DOI: 10.1139/v83-072
The Journal of Organic Chemistry, 49, p. 438, 1984 DOI: 10.1021/jo00177a010
Synthesis
577-59-3
6851-99-6
Under argon protection, 2'-nitroacetophenone (20 g, 121 mmol) and anhydrous aluminum trichloride (500 mg, 3.75 mmol) were dissolved in anhydrous ether (600 mL), stirred and cooled to 0 °C. Bromine (6.2 mL, 121 mmol) was added slowly dropwise for a controlled time of 1 hour. After the dropwise addition was completed, the reaction mixture was allowed to gradually warm up to room temperature and stirring was continued for 3 hours (the reaction progress was monitored by TLC). After completion of the reaction, the organic layer was washed with water (3 x 200 mL), dried over anhydrous magnesium sulfate, filtered and concentrated. The residue was purified by silica gel column chromatography (dichloromethane/petroleum ether, 70:30) to give 31.7 g of yellow solid 2-bromo-1-(2-nitrophenyl)ethanone. The product was recrystallized with methanol to give 26.1 g of pure product in 88% yield. The product was colorless micro-needle-like crystals; TLC Rf value (dichloromethane/petroleum ether, 70:30) was 0.4; 1H NMR (400 MHz, CDCl3) δ: 8.21 (dd, J=8.1, 1.2 Hz, 1H, Ar-H), 7.79 (td, J=7.5, 1.3 Hz, 1H, Ar-H), 7.68 (ddd, J= 8.1, 7.5, 1.6 Hz, 1H, Ar-H), 7.50 (dd, J=7.5, 1.6 Hz, 1H, Ar-H), 4.30 (s, 2H, CH2); 13C NMR (100 MHz, CDCl3) δ: 194.3 (C=O), 145.4 (Ar-C), 134.9 (Ar-C), 134.8 ( Ar-CH), 131.3 (Ar-CH), 129.1 (Ar-CH), 124.5 (Ar-CH), 33.9 (CH2).
References
[1] Journal of Organic Chemistry, 1984, vol. 49, # 3, p. 438 - 442
[2] Arkivoc, 2014, vol. 2014, # 3, p. 256 - 273
[3] Patent: US4812470, 1989, A
[4] European Journal of Organic Chemistry, 2014, vol. 2014, # 35, p. 7865 - 7877
[5] Angewandte Chemie - International Edition, 2016, vol. 55, # 6, p. 2152 - 2156
2-Bromo-2'-nitroacetophenone Preparation Products And Raw materials
Raw materials
Preparation Products
2-Bromo-2'-nitroacetophenone Suppliers
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View Lastest Price from 2-Bromo-2'-nitroacetophenone manufacturers
- Product
- 2-Bromo-2'-nitroacetophenone 6851-99-6
- Price
- US $100.00-1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2023-12-25
- Product
- 2-Bromo-2'-nitroacetophenone 6851-99-6
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99.0%+
- Supply Ability
- 100 tons
- Release date
- 2020-01-07
- Product
- 2-Bromo-2'-nitroacetophenone 6851-99-6
- Price
- US $1.00/g
- Min. Order
- 1g
- Purity
- 99%
- Supply Ability
- 10000kgs
- Release date
- 2020-01-09