99-92-3 Usage
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.
Synthesis
Through a Williamson ether synthesis method and Smiles rearrangement reaction, benzamide compounds are produced, then the 4-aminoacetophenone preparation is finished after hydrolysis.
Applications
Different sources of media describe the Applications of 99-92-3 differently. You can refer to the following data:
1. 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.
2. A novel utilization of aminophenone derivative in toxicology, for treating intoxications with cyanogenic toxic substances.
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
Different sources of media describe the Uses of 99-92-3 differently. You can refer to the following data:
1. A novel utilization of aminophenone derivative in toxicology, for treating intoxications with cyanogenic toxic substances.
2. 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.
3. 4-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.34.2013Tetrahedron 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.
Check Digit Verification of cas no
The CAS Registry Mumber 99-92-3 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 9 respectively; the second part has 2 digits, 9 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 99-92:
(4*9)+(3*9)+(2*9)+(1*2)=83
83 % 10 = 3
So 99-92-3 is a valid CAS Registry Number.
99-92-3Relevant articles and documents
Palladated halloysite hybridized with photo-polymerized hydrogel in the presence of cyclodextrin: An efficient catalytic system benefiting from nanoreactor concept
Sadjadi, Samahe,Atai, Mohammad
, (2019)
Considering the excellent performance of halloysite as a catalyst support and in an attempt to benefit from the concept of nanoreactors in the catalysis, an innovative catalytic system has been designed, in which acrylamide and bis-acrylamide were photo-p
Cu2O-CuO/Chitosan Composites as Heterogeneous Catalysts for Benzylic C?H Oxidation at Room Temperature
Kanarat, Jurin,Bunchuay, Thanthapatra,Klysubun, Wantana,Tantirungrotechai, Jonggol
, p. 4833 - 4840 (2021/10/07)
Recently, in catalysis, chitosan has been exploited as a macrochelating ligand for metal active species due to the presence of various functional groups in its structure. Moreover, copper-based catalysts are classified as one of the most environmentally friendly catalytic systems and their use for the oxidation of alkylarene has not been established much. Therefore, in this work, the hydrothermal synthesis of copper oxide-chitosan composites as heterogeneous catalysts for the benzylic C?H oxidation of alkylarene was investigated. Characterization results reveal mixed phases of CuO and Cu2O, inferring the ability of chitosan to act as a reducing sugar under the hydrothermal condition. The pre-existing interaction between copper species and chitosan as well as the co-existence of the Cu2O and CuO structures give rise to the efficient performance of the catalysts. The synthesized composites exhibit high activity for the oxidation of fluorene to 9-fluorenone at room temperature and small catalyst loading (1 mol % of Cu, >90 % conversion and 100 % selectivity). Superior TOF was observed, and a good scope of substrates can be converted to corresponding ketones in 48–97 % yields with these copper oxide-chitosan catalysts. In addition, the catalysts can be used for up to nine cycles without significant decrease of the activity.
NaI/PPh3-Mediated Photochemical Reduction and Amination of Nitroarenes
Qu, Zhonghua,Chen, Xing,Zhong, Shuai,Deng, Guo-Jun,Huang, Huawen
supporting information, p. 5349 - 5353 (2021/07/21)
A mild transition-metal- and photosensitizer-free photoredox system based on the combination of NaI and PPh3 was found to enable highly selective reduction of nitroarenes. This protocol tolerates a broad range of reducible functional groups such as halogen (Cl, Br, and even I), aldehyde, ketone, carboxyl, and cyano. Moreover, the photoredox catalysis with NaI and stoichiometric PPh3 provides also an alternative entry to Cadogan-type reductive amination when o-nitrobiarenes were used.
UiO-66/btb/Pd as a stable catalyst reduction of 4-nitrophenol into 4-aminophenol
Kiani, Zahra,Zhiani, Rahele,Khosroyar, Susan,Motavalizadehkakhky, Alireza,Hosseiny, Malihesadat
, (2020/12/21)
In order to synthesize highly sparse nanoparticles, UiO-66-NH2 can be utilized as an appropriate support. It has great surface area, which is functionalized by 1,3-bis(dimethylthiocarbamoyloxy)benzene compounds that can act as the powerful performers, hence, the Pd (II) is a complex without aggregate over the UiO-66-NH2 microspheres structures (UiO-66/btb/Pd). Nitro-aromatic pollution in industrial waste streams threat wellbeing of water resources. The produced UiO-66/btb/Pd nanocatalyst showed appropriate catalytic activity for reduce nitro-aromatic compounds in aqueous solution. XRD, EDS, SEM, FT-IR, and TEM were utilized for characterizing the nanostructures UiO-66/btb/Pd.
