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4-Nitroacetophenone

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Products Intro: Product Name:4-Nitroacetophenone
CAS:100-19-6
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CAS:100-19-6
Purity:99% Package:25kg Remarks:Yellow crystalline powder
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CAS:100-19-6
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CAS:100-19-6
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Products Intro: Product Name:4-Nitroacetophenone
CAS:100-19-6
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4-Nitroacetophenone manufacturers

  • 4-Nitroacetophenone
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  • 2023-11-08
  • CAS:100-19-6
  • Min. Order: 1kg
  • Purity: 99%
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  • 4-Nitroacetophenone
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  • $40.00 / 1kg
  • 2023-09-05
  • CAS:100-19-6
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  • Purity: 0.99
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  • 4-Nitroacetophenone
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  • $50.00 / 10kg
  • 2023-07-31
  • CAS:100-19-6
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  • Purity: 99%
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4-Nitroacetophenone Basic information
Product Name:4-Nitroacetophenone
Synonyms:AURORA KA-7140;4'-NITROACETOPHENONE;4-NITROACETOPHENONE;AKOS BBS-00003219;4'-Nitroacetophenone 1-(4-Nitrophenyl)ethan-1-one p-Nitroacetophenone;ORTHO-NITROACETOPHENONE;4''-NITROACETOPHENONE CHLOAMPHENICOL;p-Nitroacetophenone,97%
CAS:100-19-6
MF:C8H7NO3
MW:165.15
EINECS:202-827-4
Product Categories:C7 to C8;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks;C7 to C8;Carbonyl Compounds;Ketones;Aromatic Acetophenones & Derivatives (substituted);Building Blocks;100-19-6
Mol File:100-19-6.mol
4-Nitroacetophenone Structure
4-Nitroacetophenone Chemical Properties
Melting point 75-78 °C(lit.)
Boiling point 202 °C(lit.)
density 1.3450 (rough estimate)
refractive index 1.5468 (estimate)
Fp 201-202°C
storage temp. Sealed in dry,Room Temperature
form Crystalline Powder
color Yellow
Water Solubility Insoluble in water.
BRN 607777
InChIKeyYQYGPGKTNQNXMH-UHFFFAOYSA-N
CAS DataBase Reference100-19-6(CAS DataBase Reference)
NIST Chemistry ReferenceAcetophenone, 4'-nitro-(100-19-6)
EPA Substance Registry System4-Nitroacetophenone (100-19-6)
Safety Information
Hazard Codes Xn
Risk Statements 36-22
Safety Statements 22-24/25
WGK Germany 3
RTECS AM9627000
Hazard Note Harmful
HS Code 29147090
MSDS Information
ProviderLanguage
1-(4-nitrophenyl)ethanone English
SigmaAldrich English
ACROS English
ALFA English
4-Nitroacetophenone Usage And Synthesis
Chemical PropertiesThe pure product is pale yellow crystal or needle crystal. Soluble in hot ethanol, ether and benzene, insoluble in water. 4-Nitroacetophenone is the raw material for the manufacture of synthomycin and chloramphenicol.
Uses4''-Nitroacetophenone is used as a reagent in the synthesis of 4-Nitroacetophenone thiosemicarbazone derivatives and their copper(II) complexes which have potential anti-trypanosomal activity in vitro. Also used as a reagent in the synthesis of (R)-(4-Nitrophenyl)oxirane (N504430) and (S)-(4-Nitrophenyl)oxirane (N504435).
DefinitionChEBI: 4-nitroacetophenone is a member of the class of acetophenones that is acetophenone substituted at the para-position by a nitro group. It is a C-nitro compound and a member of acetophenones.
PreparationIn the presence of catalyst cobalt stearate, p-nitroethylbenzene is oxidized to synthesize 4-nitroacetophenone with air at 140-150°C and 0.2MPa pressure. The reaction product is washed with water, neutralized, centrifugally dehydrated, and dried to obtain a finished product.
ApplicationOne of several alternative routes to synthetic chloroamphenicol uses 4-nitroacetophenone as starting material with a first-stage bromination to α-bromo-4-nitroacetophenone followed by buildup of the side chain. α-bromo-4-nitroacetophenone is the key precursor in the synthesis of the bronchodilator clenbuterol.
Synthesis Reference(s)The Journal of Organic Chemistry, 48, p. 4634, 1983 DOI: 10.1021/jo00172a038
Synthetic Communications, 26, p. 291, 1996 DOI: 10.1080/00397919608003617
General DescriptionP-nitroacetophenone appears as yellow prisms or bright yellow powder. (NTP, 1992)
Air & Water ReactionsInsoluble in water.
Reactivity ProfileA nitrated ketone. Ketones are reactive with many acids and bases liberating heat and flammable gases (e.g., H2). The amount of heat may be sufficient to start a fire in the unreacted portion of the ketone. Ketones react with reducing agents such as hydrides, alkali metals, and nitrides to produce flammable gas (H2) and heat. Ketones are incompatible with isocyanates, aldehydes, cyanides, peroxides, and anhydrides. They react violently with aldehydes, HNO3, HNO3 + H2O2, and HClO4.
Fire HazardFlash point data for 4-Nitroacetophenone are not available. 4-Nitroacetophenone is probably combustible.
Purification MethodsCrystallise the ketone from EtOH or aqueous EtOH. [Beilstein 7 IV 657.]
Tag:4-Nitroacetophenone(100-19-6) Related Product Information
4'-Methoxyacetophenone 4'-Bromoacetophenone 4-Aminoacetophenone 3-Aminoacetophenone 4-Nitrobenzophenone 4'-Methylacetophenone 2-Nitroacetophenone Acetophenone 4'-Hydroxyacetophenone p-Nitrophenylacetonitrile L-PICEIN 4-Nitrophenylacetic acid 4'-Chloroacetophenone 3-Nitroacetophenone 4'-(Trifluoromethyl)acetophenone 4-NITROPHENYLACETYLENE 4-Nitrobenzyl alcohol 2-BROMO-2'-NITROACETOPHENONE