Description Synthesis Applications Notes
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4-Aminoacetophenone

Description Synthesis Applications Notes
Product Name
4-Aminoacetophenone
CAS No.
99-92-3
Chemical Name
4-Aminoacetophenone
Synonyms
1-(4-AMINOPHENYL)ETHAN-1-ONE;1-(4-AMINOPHENYL)ETHANONE;P-AMINOACETOPHENONE;4-ACETYLANILINE;p-Acetylaniline;P-AMINOACETYLBENZENE;1-(4-aminophenyl)-ethanon;NSC 3242;usafek-631;USAF EK-631
CBNumber
CB9299995
Molecular Formula
C8H9NO
Formula Weight
135.16
MOL File
99-92-3.mol
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4-Aminoacetophenone Property

Melting point:
103-107 °C(lit.)
Boiling point:
293 °C(lit.)
Density 
0,77 g/cm
refractive index 
1.5700 (estimate)
Flash point:
292-294°C
storage temp. 
Store below +30°C.
solubility 
6.5g/l
form 
Crystalline Powder
pka
2.17±0.10(Predicted)
Specific Gravity
0.77
color 
Slightly yellow to brown
Water Solubility 
It is soluble in hot water, ethanol and ether.
Merck 
14,413
BRN 
471493
InChIKey
GPRYKVSEZCQIHD-UHFFFAOYSA-N
LogP
0.830
CAS DataBase Reference
99-92-3(CAS DataBase Reference)
NIST Chemistry Reference
Acetophenone, 4'-amino-(99-92-3)
EPA Substance Registry System
4'-Aminoacetophenone (99-92-3)
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Safety

Hazard Codes 
Xn,Xi
Risk Statements 
22-36/37/38-20/21/22
Safety Statements 
26-36
WGK Germany 
3
RTECS 
AM5500000
TSCA 
T
HazardClass 
IRRITANT-HARMFUL
HS Code 
29223900
Hazardous Substances Data
99-92-3(Hazardous Substances Data)
Toxicity
LD50 orally in Rabbit: 381 mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

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.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
A38002
Product name
4′-Aminoacetophenone
Purity
99%
Packaging
25g
Price
$47.8
Updated
2024/03/01
Sigma-Aldrich
Product number
A38002
Product name
4′-Aminoacetophenone
Purity
99%
Packaging
100g
Price
$113
Updated
2024/03/01
TCI Chemical
Product number
A0251
Product name
4'-Aminoacetophenone
Purity
>98.0%(T)
Packaging
25g
Price
$64
Updated
2024/03/01
TCI Chemical
Product number
A0251
Product name
4'-Aminoacetophenone
Purity
>98.0%(T)
Packaging
100g
Price
$190
Updated
2024/03/01
Alfa Aesar
Product number
A13213
Product name
4'-Aminoacetophenone, 99%
Packaging
25g
Price
$26.65
Updated
2024/03/01
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4-Aminoacetophenone Chemical Properties,Usage,Production

Description

4-Aminoacetophenone is in the form of yellow needle-like crystals, with a melting point of 106°C, a boiling point of 293-295°C, and 195-200°C (2kPa). Soluble in hot water, soluble in alcohol, ether, dilute hydrochloric acid and dilute sulfuric acid, it is slightly soluble in benzene and cold water. Has a special pleasant fragrance. It can be used as a pharmaceutical intermediate.

Applications

4′-Aminoacetophenone, is used in pharmaceuticals, medicines and other organic products. It is also used as a reagent for the photometric determination of Ce. As pharmaceutical intemediate or in the determination of palladium and vitaminB1.

Synthesis

Through a Williamson ether synthesis method and Smiles rearrangement reaction, benzamide compounds are produced, then the 4-aminoacetophenone preparation is finished after hydrolysis. 

Notes

Store in cool place. Keep container tightly closed in a dry and well-ventilated place. acids, Incompatible to Acid chlorides, Acid anhydrides, Chloroformates, Strong oxidizing agents, Strong reducing agents. Stable under ordinary conditions.

Chemical Properties

slightly yellow to brown crystalline powder

Uses

4'-Aminoacetophenone, is used in pharmaceuticals, medicines and other organic products. It is also used as a reagent for the photometric determination of Ce. As pharmaceutical intemediate or in the determination of palladium and vitaminB1.

Uses

4-Aminoacetophenone is a novel utilization of aminophenone derivative in toxicology used for treating intoxications with cyanogenic toxic substances.

Uses

4-Aminoacetophenone can be used as an organic reagent to synthesize a variety of organic substances, which is used in the field of anticancer drug preparation and analytical detection. Using it as a raw material, Schiff alkali palladium(II) complexes (cyclopalladiumated compounds) are synthesized by combining metals with carbon atoms. The drug inhibits and kills invasive melanoma cancer cell line (MDA-MB-435)[1]. Hydroxylamine hydrochloride and 4-aminoacetophenone synthesize 4-aminoacetophenone oxime (APO) by oximation reaction, which has a high sensitivity to Organophosphorus (OP）nerve agent mimic-diethylcyanophosphonate. APO can be used to prepare electrochemical sensors with high sensitivity and selectivity to detect OPs[2].

Synthesis Reference(s)

Chemical and Pharmaceutical Bulletin, 34, p. 2013, 1986 DOI: 10.1248/cpb.34.2013
Tetrahedron Letters, 27, p. 4687, 1986 DOI: 10.1016/S0040-4039(00)85038-8

General Description

4′-Aminoacetophenone, commonly known as Clenbuterol Impurity D, is a related compound of sympathomimetic amine drug clenbuterol. Clenbuterol belongs to a group of compounds referred to as β-2-agonists and is generally used in the treatment of asthma.
Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.

Safety Profile

Poison by ingestion and intraperitoneal routes. When heated to decomposition it emits toxic fumes of NO,. See also AROMATIC AMINES

Purification Methods

It is soluble in hot H2O. UV (EtOH) has max 403nm (log 4.42) [Johnson J Am Chem Soc 75 2720 1953]. [Vandenbelt Anal Chem 26 726 1954.] The 2,4-dinitrophenylhydrazone has m 266-267o (from CHCl3 or EtOH) with 403nm (log 4.42), and the max semicarbazone has m 193-194o(dec)(from MeOH). The hydrochloride has m 98o(dec)(from H2O). [Beilstein 14 IV 100.]

Toxicity evaluation

Harmful if swallowed. Causes eye, skin, and respiratory tract irritation. May cause methemoglobinemia.

References

[1] SARTO& L, et al. Anticancer Potential of Palladium(II) Complexes With Schiff Bases Derived from 4-Aminoacetophenone Against Melanoma In Vitro. Anticancer Research, 2019; 39.
[2] Huixiang W, et al. A non-enzymatic electro-chemical sensor for organophosphorus nerve agents mimics and pesticides detections. Organic Electronics, 2017; 252: 1118-1124.

4-Aminoacetophenone Preparation Products And Raw materials

Raw materials

Stannous chloride dihydrate 2-BENZOYLACETANILIDE Ethanol Zinc chloride 4-Nitroacetophenone Decolorizing charcoal Aniline Acetanilide

Preparation Products

4-Amino-3,5-dichloroacetophenone Asthma ACETOHEXAMIDE 4'-(IMIDAZOL-1-YL)ACETOPHENONE Direct Red 23 4'-Iodoacetophenone 4-(1H-INDOL-2-YL)-PHENYLAMINE 4'-Hydroxyacetophenone 4-AMINO-ALPHA-TERT-BUTYLAMINE-3,5-DICHLOROACETOPHENONE
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View Lastest Price from 4-Aminoacetophenone manufacturers

Shanghai Qyubiotech Co., Ltd.
Product
4-Aminoacetophenone 99-92-3
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%+
Supply Ability
10000kgs per Month
Release date
2023-08-16
Dorne Chemical Technology co. LTD
Product
4-Aminoacetophenone 99-92-3
Price
US $10.00/ASSAYS
Min. Order
1ASSAYS
Purity
99%
Supply Ability
10 ton
Release date
2024-03-26
Jinan Finer Chemical Co., Ltd
Product
4-Aminoacetophenone 99-92-3
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
300mt
Release date
2021-08-03

99-92-3, 4-AminoacetophenoneRelated Search:

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