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4'-Amino-3',5'-dichloroacetophenone
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Name

4'-Amino-3',5'-dichloroacetophenone

 EINECS 253-368-1
CAS No. 37148-48-4 Density 1.386 g/cm3
PSA 43.09000 LogP 3.35940
Solubility N/A Melting Point 162-166 °C(lit.)
Formula C8H7Cl2NO Boiling Point 351.5 °C at 760 mmHg
Molecular Weight 204.056 Flash Point 166.4 °C
Transport Information N/A Appearance white to light yellow crystal powder
Safety 26-37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 37148-48-4 (4-Amino-3,5-dichloroacetophenone) Hazard Symbols IrritantXi
Synonyms

1-(4-Amino-3,5-dichlorophenyl)ethanone;4-Acetyl-2,6-dichloroaniline;1-(4-Amino-3,5-dichlorphenyl)ethanon;4-Amino-3,5-dichloroacetophenone;

 

4'-Amino-3',5'-dichloroacetophenone Synthetic route

108-24-7

acetic anhydride

608-31-1

2,6-Dichloroaniline

37148-48-4

1-(4-amino-3,5-dichlorophenyl)-1-ethanone

Conditions
ConditionsYield
With aluminum (III) chloride In dichloromethane at 0 - 20℃;98.9%
75-36-5

acetyl chloride

608-31-1

2,6-Dichloroaniline

37148-48-4

1-(4-amino-3,5-dichlorophenyl)-1-ethanone

Conditions
ConditionsYield
With iron(III) chloride In chloroform at 0 - 20℃; for 6h;88.6%
99-92-3

4-Aminoacetophenone

A

6953-83-9

1-(4-amino-3-chlorophenyl)ethan-1-one

B

37148-48-4

1-(4-amino-3,5-dichlorophenyl)-1-ethanone

Conditions
ConditionsYield
With N-chloro-succinimide In acetonitrile at 20℃; for 3.5h;A 18%
B 80%
With N-chloro-succinimide In acetonitrile at 20℃; for 4.5h;A 45%
B 20%
99-92-3

4-Aminoacetophenone

37148-48-4

1-(4-amino-3,5-dichlorophenyl)-1-ethanone

Conditions
ConditionsYield
With chlorine; acetic acid
7782-50-5

chlorine

99-92-3

4-Aminoacetophenone

64-19-7

acetic acid

A

37148-48-4

1-(4-amino-3,5-dichlorophenyl)-1-ethanone

B

634-93-5

2,4,6-trichloroaniline

37148-48-4

1-(4-amino-3,5-dichlorophenyl)-1-ethanone

120215-63-6

C8H8Cl2N2O

Conditions
ConditionsYield
With hydroxylamine In tetrahydrofuran100%
37148-48-4

1-(4-amino-3,5-dichlorophenyl)-1-ethanone

37148-47-3

1-(4-amino-3,5-dichlorophenyl)-2-bromoethan-1-one

Conditions
ConditionsYield
With bromine at 20℃; for 3h;95.2%
Stage #1: 1-(4-amino-3,5-dichlorophenyl)-1-ethanone With bromine In chloroform for 0.5h; Reflux; Inert atmosphere;
Stage #2: With triethylamine; phosphonic acid diethyl ester In tetrahydrofuran at 0 - 20℃; for 0.166667h; Inert atmosphere;		89%
Stage #1: 1-(4-amino-3,5-dichlorophenyl)-1-ethanone With bromine In tetrahydrofuran; chloroform for 0.416667h; Reflux;
Stage #2: With diethyl phosphite; triethylamine In tetrahydrofuran at 20℃; for 0.166667h;		89%
37148-48-4

1-(4-amino-3,5-dichlorophenyl)-1-ethanone

3,5-dichloro-4-bromoacetophenone

Conditions
ConditionsYield
With hydrogen bromide; copper(I) bromide; sodium nitrite In water at 0 - 5℃; for 4.5h;90%
37148-48-4

1-(4-amino-3,5-dichlorophenyl)-1-ethanone

75-05-8

acetonitrile

2,6-dichloro-4-(2,6-dimethylpyrimidin-4-yl)aniline

Conditions
ConditionsYield
With sodium hydroxide; copper dichloride at 120℃; for 24h; Schlenk technique; Inert atmosphere;84%
With sodium hydroxide; copper dichloride at 110℃; for 20h; Inert atmosphere;84%
37148-48-4

1-(4-amino-3,5-dichlorophenyl)-1-ethanone

copper dichloride

35981-65-8

3’,4’,5’-Trichloroacetophenone

Conditions
ConditionsYield
With tert.-butylnitrite In acetonitrile at 65℃; for 1h; Glovebox; Schlenk technique; Reflux;80%

4'-Amino-3',5'-dichloroacetophenone Specification

The Ethanone,1-(4-amino-3,5-dichlorophenyl)-, with the CAS registry number 37148-48-4 and EINECS registry number 253-368-1, has the systematic name of 1-(4-amino-3,5-dichlorophenyl)ethanone. It is a kind of white to light yellow crystal powder, and belongs to the product categories: Aromatic Acetophenones & Derivatives (substituted); (Intermediate of leflunomide); Chemical Amines; Amines; Aromatics. And the molecular formula of the chemical is C8H7Cl2NO.

The characteristics of Ethanone,1-(4-amino-3,5-dichlorophenyl)- are as followings: (1)ACD/LogP: 2.87; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.87; (4)ACD/LogD (pH 7.4): 2.87; (5)ACD/BCF (pH 5.5): 89.2; (6)ACD/BCF (pH 7.4): 89.2; (7)ACD/KOC (pH 5.5): 866.33; (8)ACD/KOC (pH 7.4): 866.33; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 20.31 Å2; (13)Index of Refraction: 1.599; (14)Molar Refractivity: 50.3 cm3; (15)Molar Volume: 147.1 cm3; (16)Polarizability: 19.94×10-24cm3; (17)Surface Tension: 49.3 dyne/cm; (18)Density: 1.386 g/cm3; (19)Flash Point: 166.4 °C; (20)Enthalpy of Vaporization: 59.62 kJ/mol; (21)Boiling Point: 351.5 °C at 760 mmHg; (22)Vapour Pressure: 4.1E-05 mmHg at 25°C. 

You should be cautious while dealing with this chemical. It irritates to eyes, respiratory system and skin. Therefore, you had better take the following instructions: Wear suitable gloves and eye/face protection, and if in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: Clc1cc(cc(Cl)c1N)C(=O)C
(2)InChI: InChI=1/C8H7Cl2NO/c1-4(12)5-2-6(9)8(11)7(10)3-5/h2-3H,11H2,1H3
(3)InChIKey: JLPKZJDZXIKSCP-UHFFFAOYAO

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