4-Nitroacetophenone
- Product Name
- 4-Nitroacetophenone
- CAS No.
- 100-19-6
- Chemical Name
- 4-Nitroacetophenone
- Synonyms
- 1-(4-NITROPHENYL)ETHAN-1-ONE;Nitroacetophenone;1-(4-nitrophenyl)ethanone;PNAP;P-NITROACETOPHENONE;NSC 41590;Bromo-2’AURORA KA-7140;AKOS BBS-00003219;p-Nitroacetophenon
- CBNumber
- CB5118997
- Molecular Formula
- C8H7NO3
- Formula Weight
- 165.15
- MOL File
- 100-19-6.mol
4-Nitroacetophenone Property
- Melting point:
- 75-78 °C(lit.)
- Boiling point:
- 202 °C(lit.)
- Density
- 1.3450 (rough estimate)
- refractive index
- 1.5468 (estimate)
- Flash point:
- 201-202°C
- storage temp.
- Sealed in dry,Room Temperature
- form
- Crystalline Powder
- color
- Yellow
- Water Solubility
- Insoluble in water.
- BRN
- 607777
- InChIKey
- YQYGPGKTNQNXMH-UHFFFAOYSA-N
- CAS DataBase Reference
- 100-19-6(CAS DataBase Reference)
- NIST Chemistry Reference
- Acetophenone, 4'-nitro-(100-19-6)
- EPA Substance Registry System
- 4-Nitroacetophenone (100-19-6)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H301Toxic if swalloed
H302Harmful if swallowed
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P321Specific treatment (see … on this label).
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- N9608
- Product name
- 4′-Nitroacetophenone
- Purity
- 98%
- Packaging
- 5g
- Price
- $48.2
- Updated
- 2024/03/01
- Product number
- N9608
- Product name
- 4′-Nitroacetophenone
- Purity
- 98%
- Packaging
- 100g
- Price
- $71.3
- Updated
- 2024/03/01
- Product number
- N0111
- Product name
- 4'-Nitroacetophenone
- Purity
- >98.0%(GC)
- Packaging
- 25g
- Price
- $32
- Updated
- 2024/03/01
- Product number
- N0111
- Product name
- 4'-Nitroacetophenone
- Purity
- >98.0%(GC)
- Packaging
- 100g
- Price
- $71
- Updated
- 2024/03/01
- Product number
- A13877
- Product name
- 4'-Nitroacetophenone, 98%
- Packaging
- 50g
- Price
- $29.8
- Updated
- 2024/03/01
4-Nitroacetophenone Chemical Properties,Usage,Production
Chemical Properties
The 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.
Uses
4''-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).
Preparation
In 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.
Application
One 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.
Definition
ChEBI: 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.
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 Description
P-nitroacetophenone appears as yellow prisms or bright yellow powder. (NTP, 1992)
Air & Water Reactions
Insoluble in water.
Reactivity Profile
A 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 Hazard
Flash point data for 4-Nitroacetophenone are not available. 4-Nitroacetophenone is probably combustible.
Purification Methods
Crystallise the ketone from EtOH or aqueous EtOH. [Beilstein 7 IV 657.]
4-Nitroacetophenone Preparation Products And Raw materials
Raw materials
Preparation Products
4-Nitroacetophenone Suppliers
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- Switzerland
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View Lastest Price from 4-Nitroacetophenone manufacturers
- Product
- 4-Nitroacetophenone 100-19-6
- Price
- US $0.00/kg
- Min. Order
- 50kg
- Purity
- HPLC≥98%
- Supply Ability
- 10000kg
- Release date
- 2024-03-21
- Product
- 4-Nitroacetophenone 100-19-6
- Price
- US $120.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20ton
- Release date
- 2024-06-04
- Product
- 4-Nitroacetophenone 100-19-6
- Price
- US $40.00/kg
- Min. Order
- 1kg
- Purity
- 0.99
- Supply Ability
- 10 tons
- Release date
- 2023-09-05