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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.)
InChIKey
SGXUUCSRVVSMGK-UHFFFAOYSA-N
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
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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
$79
Updated
2025/07/31
TCI Chemical
Product number
B3528
Product name
2-Bromo-2'-nitroacetophenone
Purity
>98.0%(GC)
Packaging
25g
Price
$316
Updated
2025/07/31
TRC
Product number
B685995
Product name
Bromo-2’-nitroacetophenone
Packaging
2.5g
Price
$70
Updated
2021/12/16
Apolloscientific
Product number
OR2385
Product name
2-Nitrophenacylbromide
Packaging
25g
Price
$70
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

TOKYO CHEMICAL INDUSTRY CO., LTD.
Tel
03-36680489
Fax
03-3668-0520
Email
Sales-JP@TCIchemicals.com
Country
Japan
ProdList
28387
Advantage
80
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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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