ChemicalBook > CAS DataBase List > 2-HYDROXY-3-NITROACETOPHENONE

2-HYDROXY-3-NITROACETOPHENONE

Product Name
2-HYDROXY-3-NITROACETOPHENONE
CAS No.
28177-69-7
Chemical Name
2-HYDROXY-3-NITROACETOPHENONE
Synonyms
2-HYDROXY-3-NITROACETOPHENONE;2’-hydroxy-3-nltroacetophenone;2’-Hydroxy-3’-nitroacetophenone;1-(2-HYDROXY-3-NITRO-PHENYL)-ETHANONE;Ethanone, 1-(2-hydroxy-3-nitrophenyl)-;1-(2-hydroxy-3-nitrophenyl)ethan-1-one;2-hydroxy-1-(3-nitrophenyl)ethan-1-one
CBNumber
CB0186207
Molecular Formula
C8H7NO4
Formula Weight
181.15
MOL File
28177-69-7.mol
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2-HYDROXY-3-NITROACETOPHENONE Property

Melting point:
98.5-99.5 °C
Boiling point:
223.5±20.0 °C(Predicted)
Density 
1.380±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
pka
7.31±0.24(Predicted)
Appearance
Yellow to brown Solid
InChI
InChI=1S/C8H7NO4/c1-5(10)6-3-2-4-7(8(6)11)9(12)13/h2-4,11H,1H3
InChIKey
XQZGSPSZLMKODN-UHFFFAOYSA-N
SMILES
C(=O)(C1=CC=CC([N+]([O-])=O)=C1O)C
CAS DataBase Reference
28177-69-7(CAS DataBase Reference)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye 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.

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N-Bromosuccinimide Price

TRC
Product number
H950973
Product name
2-Hydroxy-3-nitroacetophenone
Packaging
500mg
Price
$110
Updated
2021/12/16
AK Scientific
Product number
W5104
Product name
1-(2-Hydroxy-3-nitrophenyl)ethanone
Packaging
5g
Price
$162
Updated
2021/12/16
AK Scientific
Product number
W5104
Product name
1-(2-Hydroxy-3-nitrophenyl)ethanone
Packaging
10g
Price
$235
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0016604
Product name
1-(2-HYDROXY-3-NITRO-PHENYL)-ETHANONE
Purity
95.00%
Packaging
5G
Price
$921.69
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0016604
Product name
1-(2-HYDROXY-3-NITRO-PHENYL)-ETHANONE
Purity
95.00%
Packaging
25G
Price
$1552.32
Updated
2021/12/16
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2-HYDROXY-3-NITROACETOPHENONE Chemical Properties,Usage,Production

Preparation

Preparation by reaction of boiling 5% aqueous potassium hydroxide on 8-nitrochromone (78%).

Synthesis

118-93-4

1450-76-6

28177-69-7

General procedure for the synthesis of 2-hydroxy-5-nitroacetophenone and 2-hydroxy-3-nitroacetophenone from 2'-hydroxyacetophenone: In a four-necked flask, 2'-hydroxyacetophenone (175 g), acetic acid (183 g), and dichloromethane (800 mL) were added sequentially, and the mixture was heated to 40 °C. Subsequently, 63% concentrated nitric acid (165 g) was slowly added dropwise, and the reaction temperature was controlled to be maintained at 40 °C for 4-6 hours. After completion of the dropwise addition, the reaction was continued at 40 °C for 4-6 hours. At the end of the reaction, water (500 g) was added and stirred for 30 minutes for extraction and layering. The organic layer was concentrated to about 200 g of crude product. The above crude product (200 g) was added to a four-necked flask with toluene (900 g), heated to 60-70 °C and reacted at 70-80 °C for 2-4 hours. The reaction mixture was cooled to 30-50 °C and filtered and the filter cake was dried. The dried filter cake was transferred to a four-necked flask, methanol (100 g) and water (800 g) were added and heated to 50-60°C. The reaction mixture was cooled to 30-50°C and filtered. Acetic acid (150 g) was added slowly dropwise and controlled to be added dropwise within 2 hours at 60-70 °C. The reaction mixture was cooled to room temperature and filtered, and the filter cake was dried to give the product A-2 (80 g).

References

[1] Journal of Medicinal Chemistry, 1994, vol. 37, # 20, p. 3353 - 3362
[2] Journal of Medicinal Chemistry, 1994, vol. 37, # 20, p. 3353 - 3362
[3] Asian Journal of Chemistry, 2015, vol. 27, # 6, p. 2117 - 2124
[4] Patent: WO2009/85256, 2009, A1. Location in patent: Page/Page column 55
[5] Patent: CN103980257, 2016, B. Location in patent: Paragraph 0033; 0034; 0035

2-HYDROXY-3-NITROACETOPHENONE Preparation Products And Raw materials

Raw materials

Preparation Products

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2-HYDROXY-3-NITROACETOPHENONE Suppliers

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View Lastest Price from 2-HYDROXY-3-NITROACETOPHENONE manufacturers

RongNa Biotechnology Co.,Ltd
Product
2-HYDROXY-3-NITROACETOPHENONE 28177-69-7
Price
US $10.00/ASSAYS
Min. Order
1ASSAYS
Purity
99%
Supply Ability
1 ton
Release date
2025-08-28
Shaanxi Dideu New Materials Co. Ltd
Product
2-HYDROXY-3-NITROACETOPHENONE 28177-69-7
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98.0%
Supply Ability
10000KGS
Release date
2025-05-07
Zhuozhou Wenxi import and Export Co., Ltd
Product
2-HYDROXY-3-NITROACETOPHENONE 28177-69-7
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-08-11