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
- Molecular Weight:
- 165.15
- MDL Number:
- MFCD00007355
- MOL File:
- 100-19-6.mol
- MSDS File:
- SDS
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) |
FDA UNII | 4FM2J8HQ27 |
NIST Chemistry Reference | Acetophenone, 4'-nitro-(100-19-6) |
EPA Substance Registry System | 4-Nitroacetophenone (100-19-6) |
SAFETY
Risk and Safety Statements
Symbol(GHS) | GHS07,GHS06 |
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Signal word | Warning | |||||||||
Hazard statements | H302-H301 | |||||||||
Precautionary statements | P301+P310a-P321-P405-P501a-P264-P270-P301+P312+P330-P501 | |||||||||
Hazard Codes | Xn | |||||||||
Risk Statements | 36-22 | |||||||||
Safety Statements | 22-24/25 | |||||||||
WGK Germany | 3 | |||||||||
RTECS | AM9627000 | |||||||||
Hazard Note | Harmful | |||||||||
HS Code | 29147090 | |||||||||
NFPA 704 |
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4-Nitroacetophenone price More Price(36)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich | N9608 | 4′-Nitroacetophenone 98% | 100-19-6 | 5g | $48.2 | 2024-03-01 | Buy |
Sigma-Aldrich | N9608 | 4′-Nitroacetophenone 98% | 100-19-6 | 100g | $71.3 | 2024-03-01 | Buy |
TCI Chemical | N0111 | 4'-Nitroacetophenone >98.0%(GC) | 100-19-6 | 25g | $32 | 2024-03-01 | Buy |
TCI Chemical | N0111 | 4'-Nitroacetophenone >98.0%(GC) | 100-19-6 | 100g | $71 | 2024-03-01 | Buy |
Alfa Aesar | A13877 | 4'-Nitroacetophenone, 98% | 100-19-6 | 50g | $29.8 | 2024-03-01 | Buy |
4-Nitroacetophenone Chemical Properties,Uses,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).
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.
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.
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
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Preparation Products
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Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
Hebei Yanxi Chemical Co., Ltd. | +8617531190177 | peter@yan-xi.com | China | 5857 | 58 |
Hebei Chuanghai Biotechnology Co,.LTD | +86-13131129325 | sales1@chuanghaibio.com | China | 5893 | 58 |
Shaanxi Haibo Biotechnology Co., Ltd | +undefined18602966907 | qinhe02@xaltbio.com | China | 997 | 58 |
Shaanxi Cuikang Pharmaceutical Technology Co., Ltd | +86-18791163155 +86-13119157289 | 13119157289@163.com | China | 2973 | 58 |
Hebei Zhuanglai Chemical Trading Co.,Ltd | +8613343047651 | admin@zlchemi.com | China | 3002 | 58 |
Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21634 | 55 |
Shanghai Time Chemicals CO., Ltd. | +86-021-57951555 +8617317452075 | jack.li@time-chemicals.com | China | 1803 | 55 |
career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29884 | 58 |
SHANDONG ZHI SHANG CHEMICAL CO.LTD | +86 18953170293 | sales@sdzschem.com | China | 2930 | 58 |
Jinan Finer Chemical Co., Ltd | +86-531-88989536 +86-15508631887 | sales@finerchem.com | China | 2964 | 58 |
View Lastest Price from 4-Nitroacetophenone manufacturers
Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
---|---|---|---|---|---|---|---|---|
2024-11-22 | 4-Nitroacetophenone
100-19-6
|
US $120.00 / kg | 1kg | 99% | 20ton | Hebei Zhuanglai Chemical Trading Co.,Ltd | ||
2024-11-22 | 4-Nitroacetophenone
100-19-6
|
US $0.00 / kg | 50kg | HPLC≥98% | 10000kg | Shaanxi Cuikang Pharmaceutical Technology Co., Ltd | ||
2024-10-25 | 4-Nitroacetophenone
100-19-6
|
US $40.00 / kg | 1kg | 0.99 | 10 tons | Hebei Yanxi Chemical Co., Ltd. |
- 4-Nitroacetophenone
100-19-6
- US $120.00 / kg
- 99%
- Hebei Zhuanglai Chemical Trading Co.,Ltd
- 4-Nitroacetophenone
100-19-6
- US $0.00 / kg
- HPLC≥98%
- Shaanxi Cuikang Pharmaceutical Technology Co., Ltd
- 4-Nitroacetophenone
100-19-6
- US $40.00 / kg
- 0.99
- Hebei Yanxi Chemical Co., Ltd.
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