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4-Aminoacetophenone

4-Aminoacetophenone Structure
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
Molecular Weight:
135.16
MOL File:
99-92-3.mol
MSDS File:
SDS
Modify Date:
2024/5/30 19:23:35

4-Aminoacetophenone Properties

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)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P501
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
Toxicity LD50 orally in Rabbit: 381 mg/kg
NFPA 704
1
2 0

4-Aminoacetophenone price More Price(13)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) A38002 4′-Aminoacetophenone 99% 99-92-3 25G ₹3247.5 2022-06-14 Buy
Sigma-Aldrich(India) PHR1747 4′-Aminoacetophenone Pharmaceutical Secondary Standard; Certified Reference Material 99-92-3 200MG ₹18813.85 2022-06-14 Buy
Sigma-Aldrich(India) A38002 4′-Aminoacetophenone 99% 99-92-3 100G ₹8324.43 2022-06-14 Buy
TCI Chemicals (India) A0251 4'-Aminoacetophenone 99-92-3 25G ₹2600 2022-05-26 Buy
TCI Chemicals (India) A0251 4'-Aminoacetophenone 99-92-3 100G ₹7000 2022-05-26 Buy
Product number Packaging Price Buy
A38002 25G ₹3247.5 Buy
PHR1747 200MG ₹18813.85 Buy
A38002 100G ₹8324.43 Buy
A0251 25G ₹2600 Buy
A0251 100G ₹7000 Buy

4-Aminoacetophenone Chemical Properties,Uses,Production

Chemical Properties

slightly yellow to brown crystalline powder

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].

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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