ChemicalBook > CAS DataBase List > 4-Nitroacetophenone

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
More
Less

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)
More
Less

Safety

Hazard Codes 
Xn
Risk Statements 
36-22
Safety Statements 
22-24/25
WGK Germany 
3
RTECS 
AM9627000
Hazard Note 
Harmful
HS Code 
29147090
More
Less

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..…

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
N9608
Product name
4′-Nitroacetophenone
Purity
98%
Packaging
5g
Price
$48.2
Updated
2024/03/01
Sigma-Aldrich
Product number
N9608
Product name
4′-Nitroacetophenone
Purity
98%
Packaging
100g
Price
$71.3
Updated
2024/03/01
TCI Chemical
Product number
N0111
Product name
4'-Nitroacetophenone
Purity
>98.0%(GC)
Packaging
25g
Price
$32
Updated
2024/03/01
TCI Chemical
Product number
N0111
Product name
4'-Nitroacetophenone
Purity
>98.0%(GC)
Packaging
100g
Price
$71
Updated
2024/03/01
Alfa Aesar
Product number
A13877
Product name
4'-Nitroacetophenone, 98%
Packaging
50g
Price
$29.8
Updated
2024/03/01
More
Less

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

4-Nitrobenzoyl chloride Ethylbenzene Cobalt stearate 4-Nitroethylbenzene p-Nitroethylbenzene 2-Ethylnitrobenzene Nitric acid Sodium hydroxide Sulfuric acid

Preparation Products

3-(4-NITRO-PHENYL)-ISOXAZOL-5-YLAMINE A-BROMO-4-NITROACETOPHENONE HEXAMINE DL-THREO-2-ACETAMIDO-L-(4-NITROPHENYL)-L,3-PROPANEDIOL 5-(4-NITROPHENYL)-2H-PYRAZOL-3-YLAMINE CLENBUTEROL 4-(1,2,3-THIADIAZOL-4-YL)ANILINE 4-(4-NITROPHENYL)-1,2,3-THIADIAZOLE Chloramphenicol DIETHOXYMETHANE 2-Ethylnitrobenzene 4-AMINO-ALPHA-TERT-BUTYLAMINE-3,5-DICHLOROACETOPHENONE 4-Aminoacetophenone N-[1-(hydroxymethyl)-2-(4-nitrophenyl)-2-oxoethyl]acetamide
More
Less

4-Nitroacetophenone Suppliers

Americas 1 Austria 1 Belgium 2 Canada 1 China 260 Europe 4 Germany 7 India 29 Japan 4 Slovakia 1 South Korea 1 Switzerland 3 The Netherlands 1 Ukraine 1 United Kingdom 10 United States 40 Global 366
HBCChem, Inc.
Tel
+1-510-219-6317
Fax
+1-650-486-1361
Email
sales@hbcchem.com
Country
United States
ProdList
10648
Advantage
60
Alfa Chemistry
Tel
Fax
1-516-927-0118
Email
Info@alfa-chemistry.com
Country
United States
ProdList
24072
Advantage
58
Alchem Pharmtech,Inc.
Tel
8485655694
Email
sales@alchempharmtech.com
Country
United States
ProdList
63687
Advantage
58
Aladdin Scientific
Tel
+1-+1(833)-552-7181
Email
sales@aladdinsci.com
Country
United States
ProdList
57505
Advantage
58
United States Biological
Tel
--
Fax
--
Email
sales@advtechind.com
Country
United States
ProdList
6075
Advantage
58
Alfa Chemistry
Tel
--
Fax
--
Email
info@Alfa-Chemistry.com
Country
United States
ProdList
6814
Advantage
0
Alfa Chem
Tel
--
Fax
--
Email
alfachem@gmail.com
Country
United States
ProdList
226
Advantage
58
Redox Scientific
Tel
--
Fax
--
Email
info@redoxsci.com
Country
United States
ProdList
2380
Advantage
58
Aaron Chemicals LLC.
Tel
--
Fax
--
Email
sales@aaronchem.com
Country
United States
ProdList
109
Advantage
58
Alichem Inc.
Tel
--
Fax
--
Email
sales@alichem.com
Country
United States
ProdList
6167
Advantage
58
AA Blocks LLC
Tel
--
Fax
--
Email
s@aablocks.com
Country
United States
ProdList
536
Advantage
58
Oakwood Products, Inc.
Tel
--
Fax
--
Email
sales@oakwoodchemical.com
Country
United States
ProdList
6193
Advantage
74
Leonid Chemicals Private Limited
Tel
--
Fax
--
Email
careers@leonidchemicals.com
Country
United States
ProdList
1700
Advantage
43
SynQuest Laboratories, Inc.
Tel
--
Fax
--
Email
info@synquestlabs.com
Country
United States
ProdList
6871
Advantage
62
Riedel-de Haen AG
Tel
--
Fax
--
Country
United States
ProdList
6773
Advantage
87
TCI America
Tel
--
Fax
--
Email
sales@tciamerica.com
Country
United States
ProdList
6909
Advantage
75
Frontier Scientific, Inc.
Tel
--
Fax
--
Email
sales@frontiersci.com
Country
United States
ProdList
6222
Advantage
86
Matrix Scientific
Tel
--
Fax
--
Email
sales@matrixscientific.com
Country
United States
ProdList
6632
Advantage
80
NILE CHEMICALS
Tel
--
Fax
--
Email
nilechem@vsnl.net
Country
United States
ProdList
1369
Advantage
61
Ivy Fine Chemicals
Tel
--
Fax
--
Email
sales@ivychem.com
Country
United States
ProdList
6493
Advantage
58
Waterstone Technology, LLC
Tel
--
Fax
--
Email
sales@waterstonetech.com
Country
United States
ProdList
6786
Advantage
30
ChemService Inc.
Tel
--
Fax
--
Country
United States
ProdList
6379
Advantage
68
Lab Express
Tel
--
Fax
--
Email
sales@labexpress.com
Country
United States
ProdList
1577
Advantage
67
Ryan Scientific, Inc.
Tel
--
Fax
--
Email
ryan.reichlyn@ryansci.com
Country
United States
ProdList
6439
Advantage
60
NetQem
Tel
--
Fax
--
Email
sales@netqem.us
Country
United States
ProdList
1641
Advantage
38
Advance Scientific & Chemical
Tel
--
Fax
--
Email
sales@advance-scientific.com
Country
United States
ProdList
6419
Advantage
71
3B Scientific Corporation
Tel
--
Fax
--
Email
sales@3bsc.com
Country
United States
ProdList
6718
Advantage
47
HONEST JOY HOLDINGS LIMITED
Tel
--
Fax
--
Email
sales@honestjoy.cn
Country
United States
ProdList
6675
Advantage
54
AK Scientific, Inc.
Tel
--
Fax
--
Email
sales@aksci.com
Country
United States
ProdList
6347
Advantage
65
Sciencelab.com, Inc.
Tel
--
Fax
--
Email
accounting@sciencelab.com
Country
United States
ProdList
4159
Advantage
82
Pfaltz & Bauer, Inc.
Tel
--
Fax
--
Email
sales@pfaltzandbauer.com
Country
United States
ProdList
6828
Advantage
72
ChemPacific Corporation
Tel
--
Fax
--
Email
sales@chempacific.com
Country
United States
ProdList
6891
Advantage
51
Alfa Aesar
Tel
--
Fax
--
Email
tech@alfa.com
Country
United States
ProdList
6814
Advantage
81
City Chemicals Corporation
Tel
--
Fax
--
Country
United States
ProdList
6460
Advantage
72
Eastern Chemical Corp.
Tel
--
Fax
--
Email
eastern@u-g.com
Country
United States
ProdList
2786
Advantage
34
AB Chem Technologies, LLC
Tel
--
Fax
--
Email
sales@abchemtech.com
Country
United States
ProdList
1101
Advantage
46
ASDI Incorporated
Tel
--
Fax
--
Email
customerservice@asdi.net
Country
United States
ProdList
6922
Advantage
67
Spectrum Chemicals & Laboratory Products
Tel
--
Fax
--
Email
sales@spectrumchemical.com
Country
United States
ProdList
6699
Advantage
77
MP Biomedicals, Inc.
Tel
--
Fax
--
Country
United States
ProdList
6561
Advantage
81
Fisher Scientific
Tel
--
Fax
--
Email
sales@fishersci.com
Country
United States
ProdList
2337
Advantage
86
More
Less

View Lastest Price from 4-Nitroacetophenone manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
4-Nitroacetophenone 100-19-6
Price
US $120.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-06-04
Shaanxi Cuikang Pharmaceutical Technology Co., Ltd
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
Hebei Yanxi Chemical Co., Ltd.
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

100-19-6, 4-NitroacetophenoneRelated Search:

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

  • AURORA KA-7140
  • 4'-NITROACETOPHENONE
  • 4-NITROACETOPHENONE
  • AKOS BBS-00003219
  • 1-(4-NITROPHENYL)ETHAN-1-ONE
  • 1-(4-nitrophenyl)ethanone
  • P-NITROACETOPHENONE
  • 4'-Nitroacetophenone 1-(4-Nitrophenyl)ethan-1-one p-Nitroacetophenone
  • Nitroacetophenone
  • ORTHO-NITROACETOPHENONE
  • 4''-NITROACETOPHENONE CHLOAMPHENICOL
  • p-Nitroacetophenone,97%
  • 4′-Nitroacetophenone ,98%
  • 1-(4-Nitrophenyl)ethan-1-one, 4-Acetylnitrobenzene
  • p-Nitroacetophenone, 97% 100GR
  • NSC 41590
  • 4'-NITROACETOPHENONE FOR SYNTHESIS
  • 1-Acetyl-4-nitrobenzene
  • 4’-nitro-acetophenon
  • 4-Acetylnitrobenzene
  • 4-Nitrophenylmethylketone
  • Acetophenone,4’-nitro-
  • 1-(4-nitrophenyl)-ethanon
  • Bromo-2&rsquo
  • Ethanone, 1-(4-nitrophenyl)-
  • Ethanone,1-(4-nitrophenyl)-
  • Methyl4-nitrophenylketone
  • Methyl-p-nitrophenyl ketone
  • methyl-p-nitrophenylketone
  • Methylp-nitrophenylketone
  • p-Acetylnitrobenzene
  • Paranitroacetophenone
  • PNAP
  • p-Nitroacetophenon
  • p-Nitrophenyl methyl ketone
  • p-nitrophenylmethylketone
  • 4'-Nitroacetophenone, 98%, for synthesis
  • 4'-Nitroacetophenone&gt
  • 100-19-6 4-Nitroacetophenone
  • 4'-Nitroacetophenone
  • 100-19-6
  • O2NC6H4COCH3
  • KETONE
  • Carbonyl Compounds
  • C7 to C8
  • Building Blocks
  • Ketones
  • Organic Building Blocks
  • Building Blocks
  • C7 to C8
  • Carbonyl Compounds
  • Chemical Synthesis
  • Organic Building Blocks
  • C7 to C8
  • Carbonyl Compounds
  • Ketones
  • Aromatic Acetophenones & Derivatives (substituted)
  • 100-19-6