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
4-Aminoacetophenone Property
- Melting point:
- 103-107 °C(lit.)
- Boiling point:
- 293 °C(lit.)
- Density
- 0,77 g/cm
- bulk density
- 580kg/m3
- 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)
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
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..…
N-Bromosuccinimide Price
- Product number
- A38002
- Product name
- 4′-Aminoacetophenone
- Purity
- 99%
- Packaging
- 25g
- Price
- $47.8
- Updated
- 2024/03/01
- Product number
- A38002
- Product name
- 4′-Aminoacetophenone
- Purity
- 99%
- Packaging
- 100g
- Price
- $113
- Updated
- 2024/03/01
- Product number
- A0251
- Product name
- 4'-Aminoacetophenone
- Purity
- >98.0%(T)
- Packaging
- 25g
- Price
- $64
- Updated
- 2024/03/01
- Product number
- A0251
- Product name
- 4'-Aminoacetophenone
- Purity
- >98.0%(T)
- Packaging
- 100g
- Price
- $190
- Updated
- 2024/03/01
- Product number
- A13213
- Product name
- 4'-Aminoacetophenone, 99%
- Packaging
- 25g
- Price
- $26.65
- Updated
- 2024/03/01
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.
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View Lastest Price from 4-Aminoacetophenone manufacturers
- 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
- Product
- 4-Aminoacetophenone 99-92-3
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 1000
- Release date
- 2025-03-24
- Product
- 4-Aminoacetophenone 99-92-3
- Price
- US $100.00-75.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 5000
- Release date
- 2024-08-21