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

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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.)
InChI: 1S/C8H6BrNO3/c9-5-8(11)6-3-1-2-4-7(6)10(12)13/h1-4H,5H2
InChIKey: SGXUUCSRVVSMGK-UHFFFAOYSA-N
SMILES: [O-][N+](=O)c1ccccc1C(=O)CBr
CAS DataBase Reference: 6851-99-6(CAS DataBase Reference)

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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
Storage Class: 8A - Combustible corrosive hazardous materials
Hazard Classifications: Eye Dam. 1
Skin Corr. 1B

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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.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 274542
Product name: 2-Bromo-2′-nitroacetophenone
Purity: 99%
Packaging: 5g
Price: $87
Updated: 2023/06/20

TCI Chemical

Product number: B3528
Product name: 2-Bromo-2'-nitroacetophenone
Purity: >98.0%(GC)
Packaging: 5g
Price: $87
Updated: 2026/03/19

TCI Chemical

Product number: B3528
Product name: 2-Bromo-2'-nitroacetophenone
Purity: >98.0%(GC)
Packaging: 25g
Price: $347
Updated: 2026/03/19

TRC

Product number: B685995
Product name: Bromo-2’-nitroacetophenone
Packaging: 2.5g
Price: $70
Updated: 2021/12/16

Oakwood

Product number: 078898
Product name: 2-Bromo-2'-nitroacetophenone
Purity: 98%
Packaging: 1g
Price: $12
Updated: 2021/12/16

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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

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2-Bromo-2'-nitroacetophenone Suppliers

Americas 1 Canada 1 China 138 Europe 3 Germany 3 India 10 Japan 1 South Korea 1 Switzerland 1 Ukraine 1 United Kingdom 8 United States 20 Global 188

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View Lastest Price from 2-Bromo-2'-nitroacetophenone manufacturers

Henan Fengda Chemical Co., Ltd

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

Shaanxi Dideu Medichem Co. Ltd

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

Career Henan Chemical Co

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

6851-99-6, 2-Bromo-2'-nitroacetophenoneRelated Search:

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2-Bromo-2'-nitroacetophenone

2-Bromo-2′-nitroacetophenone, CAS 6851-99-6

2-Nitrophenasylbromide

6851-99-6

C8H6NO3Br

Ketones

Organic Building Blocks

Building Blocks

C7 to C8

Carbonyl Compounds

Ketone

Carbonyl Compounds

Halides