| Identification | More | [Name]
4-Aminoacetophenone | [CAS]
99-92-3 | [Synonyms]
1-(4-AMINOPHENYL)ETHAN-1-ONE
1-(4-AMINOPHENYL)ETHANONE
4-ACETYLANILINE
4'-AMINOACETOPHENONE
4-AMINOACETOPHENONE
4-AMINOPHENYLMETHYL KETONE
AKOS BBS-00003272
AMINOACETOPHENONE-4
LABOTEST-BB LTBB000536
P-AMINOACETOPHENONE
P-AMINOACETYLBENZENE
P-AMINOPHENYLMETHYLKETONE
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] | [EINECS(EC#)]
202-801-2 | [Molecular Formula]
C8H9NO | [MDL Number]
MFCD00007896 | [Molecular Weight]
135.16 | [MOL File]
99-92-3.mol |
| Chemical Properties | Back Directory | [Appearance]
SLIGHTLY YELLOW TO BROWN CRYSTALLINE POWDER | [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 | [form ]
Crystalline Powder | [pka]
2.17±0.10(Predicted) | [color ]
Slightly yellow to brown | [Specific Gravity]
0.77 | [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]
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| Questions And Answer | Back Directory | [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.
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| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3 | [RTECS ]
AM5500000 | [TSCA ]
T | [HazardClass ]
IRRITANT-HARMFUL | [HS Code ]
29223900 | [Safety Profile]
Poison by ingestion and intraperitoneal routes. When heated to decomposition it emits toxic fumes of NO,. See also AROMATIC AMINES | [Hazardous Substances Data]
99-92-3(Hazardous Substances Data) | [Toxicity]
LD50 orally in Rabbit: 381 mg/kg |
| Hazard Information | Back Directory | [Chemical Properties]
SLIGHTLY YELLOW TO BROWN CRYSTALLINE POWDER | [Uses]
A novel utilization of aminophenone derivative in toxicology, 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 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. | [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. |
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