4-Aminoacetophenone

4-Aminoacetophenone Basic information
Description Synthesis Applications Notes
Product Name:4-Aminoacetophenone
Synonyms:1-(4-aminophenyl)-ethanon;1-(4-aminophenyl)ethanone[qr];4’-amino-acetophenon;4’-aminoacetophenone[qr];Acetophenone, p-amino-;Acetophenone,4’-amino-;acetophenone,4-amino-[qr];acetophenone,p-amino-[qr]
CAS:99-92-3
MF:C8H9NO
MW:135.16
EINECS:202-801-2
Product Categories:Amines;Aromatics;99-92-3
Mol File:99-92-3.mol
4-Aminoacetophenone Structure
4-Aminoacetophenone Chemical Properties
Melting point 103-107 °C(lit.)
Boiling point 293 °C(lit.)
density 0,77 g/cm
refractive index 1.5700 (estimate)
Fp 292-294°C
storage temp. Store below +30°C.
solubility 6.5g/l
pka2.17±0.10(Predicted)
form Crystalline Powder
color Slightly yellow to brown
Specific Gravity0.77
Water Solubility It is soluble in hot water, ethanol and ether.
Merck 14,413
BRN 471493
InChIKeyGPRYKVSEZCQIHD-UHFFFAOYSA-N
LogP0.830
CAS DataBase Reference99-92-3(CAS DataBase Reference)
NIST Chemistry ReferenceAcetophenone, 4'-amino-(99-92-3)
EPA Substance Registry System4'-Aminoacetophenone (99-92-3)
Safety Information
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 Data99-92-3(Hazardous Substances Data)
ToxicityLD50 orally in Rabbit: 381 mg/kg
MSDS Information
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4-Aminoacetophenone English
ACROS English
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4-Aminoacetophenone Usage And Synthesis
Description4-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.
4-Aminoacetophenone
SynthesisThrough a Williamson ether synthesis method and Smiles rearrangement reaction, benzamide compounds are produced, then the 4-aminoacetophenone preparation is finished after hydrolysis. 
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.

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 Propertiesslightly yellow to brown crystalline powder
UsesA novel utilization of aminophenone derivative in toxicology, for treating intoxications with cyanogenic toxic substances.
Uses4'-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.
Uses4-Aminoacetophenone is a novel utilization of aminophenone derivative in toxicology used for treating intoxications with cyanogenic toxic substances.
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 Description4′-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 ProfilePoison by ingestion and intraperitoneal routes. When heated to decomposition it emits toxic fumes of NO,. See also AROMATIC AMINES
Purification MethodsIt 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 evaluationHarmful if swallowed. Causes eye, skin, and respiratory tract irritation. May cause methemoglobinemia.
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