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2-Aminoacetophenone hydrochloride

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Name

2-Aminoacetophenone hydrochloride

EINECS 226-787-2
CAS No. 5468-37-1 Density 1.084g/cm3
PSA 43.09000 LogP 2.33030
Solubility N/A Melting Point 194 °C (dec.)(lit.)
Formula C8H9NO.HCl Boiling Point 247.3 °C at 760 mmHg
Molecular Weight 171.626 Flash Point 103.4 °C
Transport Information N/A Appearance off-white crystalline powder
Safety 37/39-26 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 5468-37-1 (2-Aminoacetophenone hydrochloride) Hazard Symbols IrritantXi
Synonyms

Acetophenone,2-amino-, hydrochloride (8CI);Ethanone, 2-amino-1-phenyl-, hydrochloride(9CI);2-Amino-1-phenyl-1-ethanone hydrochloride;2-Amino-1-phenylethanonehydrochloride;Phenacylamine hydrochloride;alpha-Aminoacetophenone hydrochloride;

Article Data 51

2-Aminoacetophenone hydrochloride Synthetic route

70-11-1

α-bromoacetophenone

5468-37-1

2-aminoacetophenone hydrochloride

Conditions
ConditionsYield
Stage #1: α-bromoacetophenone With hexamethylenetetramine In chloroform at 50℃; for 2h; Delepine Amine Synthesis;
Stage #2: With hydrogenchloride In ethanol for 2h; Reflux;
99%
Stage #1: α-bromoacetophenone With hexamethylenetetramine In diethyl ether at 20℃; for 12h; Delepine Amine Synthesis;
Stage #2: With hydrogenchloride; water In ethanol for 3h; Reflux;
97%
Stage #1: α-bromoacetophenone With hexamethylenetetramine In chloroform at 20℃;
Stage #2: With hydrogenchloride In ethanol; water at 20℃; for 16h;
94%
614-21-1

2-nitroacetophenone

5468-37-1

2-aminoacetophenone hydrochloride

Conditions
ConditionsYield
With hydrogen; sulfided platinum on carbon In hydrogenchloride; ethanol at 50℃; under 760 Torr; for 2h;98%
5468-37-1

2-aminoacetophenone hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In ethanol; water for 48h; Ambient temperature;96%
127118-86-9

2-diformylamino-1-phenylethanone

5468-37-1

2-aminoacetophenone hydrochloride

Conditions
ConditionsYield
With hydrogenchloride; ethanol for 48h; Ambient temperature;95%
With hydrogenchloride In ethanol for 48h; Ambient temperature; Yield given;
191104-42-4

L-2-methyl-4-N-benzoylpentaphenone

5468-37-1

2-aminoacetophenone hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In methanol Heating; 1;95%
1816-88-2

2-azido-1-phenylethan-1-one

5468-37-1

2-aminoacetophenone hydrochloride

Conditions
ConditionsYield
Stage #1: 2-azido-1-phenylethan-1-one With tin(II) chloride dihdyrate In methanol at 20℃; Inert atmosphere;
Stage #2: With hydrogenchloride In methanol for 12h; Inert atmosphere;
92%
With hydrogenchloride; hydrogen; palladium on activated charcoal In methanol under 2327.2 Torr; for 5h; Ambient temperature;86%
38061-23-3, 81202-39-3

α-Phenylacyl amino acid methyl ester hydrochloride

5468-37-1

2-aminoacetophenone hydrochloride

Conditions
ConditionsYield
With hydrogenchloride92%
1386376-82-4

(R)-N-tert-butanesulfinyl 2-oxo-2-phenylethylamine

5468-37-1

2-aminoacetophenone hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In methanol at 20℃; for 1h;92%
1386376-70-0

(R)-N-tert-butanesulfinyl 2,2-dimethoxy-2-phenylethylamine

5468-37-1

2-aminoacetophenone hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In methanol at 20℃; for 1h;90%
Multi-step reaction with 2 steps
1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0.5 h / -78 °C
2: hydrogenchloride / methanol / 1 h / 20 °C
View Scheme
91994-49-9

2,2,2-trifluoro-N-(2-oxo-2-phenylethyl)acetamide

5468-37-1

2-aminoacetophenone hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In water; isopropyl alcohol at 40℃;89%
With potassium hydroxide at 20℃; for 0.25h;84%

2-Aminoacetophenone hydrochloride Specification

The IUPAC name of 2-Aminoacetophenone hydrochloride is 2-amino-1-phenylethanone hydrochloride. With the CAS registry number 5468-37-1, it is also named as Ethanone, 2-amino-1-phenyl-, hydrochloride. The product's classification code is Drug / Therapeutic Agent. Besides, it is off-white crystalline powder, which should be stored in sealed, dark, cool and dry place at 4 °C. In addition, its molecular formula is C8H9NO.HCl and molecular weight is 171.62.

The other characteristics of this product can be summarized as: (1)EINECS: 226-787-2; (2)ACD/LogP: 0.81; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): -1.16; (5)ACD/LogD (pH 7.4): 0.46; (6)ACD/BCF (pH 5.5): 1; (7)ACD/BCF (pH 7.4): 1.08; (8)ACD/KOC (pH 5.5): 1; (9)ACD/KOC (pH 7.4): 29.19; (10)#H bond acceptors: 2; (11)#H bond donors: 2; (12)#Freely Rotating Bonds: 3; (13)Polar Surface Area: 17.07 Å2; (14)Flash Point: 103.4 °C; (15)Melting Point: 194 °C; (16)Enthalpy of Vaporization: 48.45 kJ/mol; (17)Boiling Point: 247.3 °C at 760 mmHg; (18)Vapour Pressure: 0.0258 mmHg at 25 °C.

Preparation of 2-Aminoacetophenone hydrochloride: this chemical can be prepared by 2-Azido-1-phenyl-ethanone.



This reaction needs HCl, H2, 10percent Pd/C and Methanol at ambient temperature for 5 hours. The yield is 86 %.

Uses of 2-Aminoacetophenone hydrochloride: this chemical is used as intermediate of oil-soluble color former. Similarly, it can react with Acetic acid anhydride to get N-Phenacyl-acetamide.



The yield is 78 %.

When you are using this chemical, please be cautious about it as the following: it is irritating to eyes, respiratory system and skin. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. And you should wear gloves and eye/face protection.

People can use the following data to convert to the molecule structure.
(1)Canonical SMILES: C1=CC=C(C=C1)C(=O)CN.Cl
(2)InChI: InChI=1S/C8H9NO.ClH/c9-6-8(10)7-4-2-1-3-5-7;/h1-5H,6,9H2;1H
(3)InChIKey: CVXGFPPAIUELDV-UHFFFAOYSA-N 

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LDLo intravenous 350mg/kg (350mg/kg)   Quarterly Journal of Pharmacy & Pharmacology. Vol. 9, Pg. 203, 1936.

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