ChemicalBook--->CAS DataBase List--->99-92-3

99-92-3

99-92-3 Structure

99-92-3 Structure
IdentificationMore
[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 PropertiesBack Directory
[Appearance]

SLIGHTLY YELLOW TO BROWN CRYSTALLINE POWDER
[Melting point ]

103-107 °C(lit.)
[Boiling point ]

293 °C(lit.)
[bulk density]

580kg/m3
[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
[InChI]

1S/C8H9NO/c1-6(10)7-2-4-8(9)5-3-7/h2-5H,9H2,1H3
[InChIKey]

GPRYKVSEZCQIHD-UHFFFAOYSA-N
[SMILES]

CC(=O)c1ccc(N)cc1
[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)
Questions And AnswerBack 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.
4-Aminoacetophenone
[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.

Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302
[Precautionary statements ]

P264-P270-P301+P312-P501
[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
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
[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
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethanol-->Aniline-->Zinc chloride-->Stannous chloride dihydrate-->4-Nitroacetophenone-->Acetanilide-->2-Benzoylacetanilide-->4',4'''-Azobisacetophenone-->4-Ethynylaniline-->p-Azidoacetophenone-->4-Ethylaniline-->4-Aminoacetophenone oxime-->4'-Bromoacetophenone-->4'-Chloroacetophenone
[Preparation Products]

4'-Hydroxyacetophenone-->4'-(Imidazol-1-yl)acetophenone-->Direct Red 23-->4-(1H-Indol-2-yl)-phenylamine-->4-Amino-alpha-tert-butylamine-3,5-dichloroacetophenone-->4'-Iodoacetophenone-->4-Amino-3,5-dichloroacetophenone-->Acetohexamide-->1-(4-Amino-3-chloro-phenyl)-ethanone-->Carbamic acid, N-(4-acetylphenyl)-, methyl ester-->NISTC4150372
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

4-Aminoacetophenone(99-92-3).msds
Hazard InformationBack 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.
Spectrum DetailBack Directory
[Spectrum Detail]

4-Aminoacetophenone(99-92-3)MS
4-Aminoacetophenone(99-92-3)1HNMR
4-Aminoacetophenone(99-92-3)13CNMR
4-Aminoacetophenone(99-92-3)IR1
4-Aminoacetophenone(99-92-3)IR2
4-Aminoacetophenone(99-92-3)IR3
4-Aminoacetophenone(99-92-3)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

4'-Aminoacetophenone, 99%(99-92-3)
[Alfa Aesar]

4'-Aminoacetophenone, 99%(99-92-3)
[Sigma Aldrich]

99-92-3(sigmaaldrich)
[TCI AMERICA]

4'-Aminoacetophenone,>98.0%(T)(99-92-3)
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