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6-Bromo-4-chloro-3-nitroquinoline
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Name

6-Bromo-4-chloro-3-nitroquinoline

 EINECS N/A
CAS No. 723281-72-9 Density 1.834 g/cm3
PSA 58.71000 LogP 4.08210
Solubility N/A Melting Point N/A
Formula C9H4BrClN2O2 Boiling Point 387.626 °C at 760 mmHg
Molecular Weight 287.5 Flash Point 188.23 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 723281-72-9 (6-BROMO-4-CHLORO-3-NITROQUINOLINE) Hazard Symbols N/A
Synonyms

6-BROMO-4-CHLORO-3-NITROQUINOLINE;

Article Data 37

6-Bromo-4-chloro-3-nitroquinoline Synthetic route

853908-50-6

6-bromo-3-nitroquinolin-4-ol

723281-72-9

6-bromo-4-chloro-3-nitroquinoline

Conditions
ConditionsYield
With trichlorophosphate for 0.75h; Reflux;100%
With trichlorophosphate at 100℃; for 4h;95%
With trichlorophosphate at 100℃; for 3h;95%

C10H6BrNO3

723281-72-9

6-bromo-4-chloro-3-nitroquinoline

Conditions
ConditionsYield
With trichlorophosphate at 120℃; for 1h;53%
1201643-75-5

(E)-5-bromo-2-((2-nitrovinyl)amino)benzoic acid

723281-72-9

6-bromo-4-chloro-3-nitroquinoline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium acetate / acetic anhydride / 3 h / 120 °C
2: trichlorophosphate / 0.75 h / 120 °C
View Scheme
Multi-step reaction with 2 steps
1: potassium acetate; acetic anhydride / 2 h / 120 °C
2: trichlorophosphate; N,N-dimethyl-formamide / 4 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1: acetic anhydride; potassium acetate / 2 h / 120 °C
2: trichlorophosphate / 4 h / 100 °C
View Scheme
853908-49-3

5-bromo-2-((2-nitroethenyl)amino)benzoic acid

723281-72-9

6-bromo-4-chloro-3-nitroquinoline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetic anhydride; potassium acetate / 3 h / 120 °C
2: trichlorophosphate / 0.75 h / 120 °C
View Scheme
Multi-step reaction with 2 steps
1: acetic anhydride; sodium acetate / 2 h / 120 °C
2: trichlorophosphate / 0.75 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1: potassium acetate; acetic anhydride / 1.5 h / 120 °C
2: trichlorophosphate / 0.75 h / 120 °C
View Scheme
5794-88-7

5-Bromo-2-aminobenzoic acid

723281-72-9

6-bromo-4-chloro-3-nitroquinoline

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: hydrogenchloride / water / 24 h / 20 °C
2: 24 h / 20 °C
3: acetic anhydride; sodium acetate / 2 h / 120 °C
4: trichlorophosphate / 0.75 h / Reflux
View Scheme
Multi-step reaction with 4 steps
1: hydrogenchloride / water / 24 h / 20 °C
2: 24 h / 20 °C
3: acetic anhydride; potassium acetate / 2 h / 120 °C
4: trichlorophosphate / 0.75 h / Reflux
View Scheme
Multi-step reaction with 4 steps
1: hydrogenchloride / water / 24 h / 20 °C
2: 24 h / 20 °C
3: potassium acetate; acetic anhydride / 2 h / 120 °C
4: trichlorophosphate / 0.75 h / Reflux
View Scheme
74189-16-5

2-amino-5-bromobenzoic acid hydrochloride

723281-72-9

6-bromo-4-chloro-3-nitroquinoline

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 24 h / 20 °C
2: acetic anhydride; sodium acetate / 2 h / 120 °C
3: trichlorophosphate / 0.75 h / Reflux
View Scheme
Multi-step reaction with 3 steps
1: 24 h / 20 °C
2: acetic anhydride; potassium acetate / 2 h / 120 °C
3: trichlorophosphate / 0.75 h / Reflux
View Scheme
Multi-step reaction with 3 steps
1: 24 h / 20 °C
2: potassium acetate; acetic anhydride / 2 h / 120 °C
3: trichlorophosphate / 0.75 h / Reflux
View Scheme
Multi-step reaction with 3 steps
1: 24 h / 20 °C
2: potassium acetate; acetic anhydride / 2 h / 120 °C
3: trichlorophosphate / 0.75 h / Reflux
View Scheme
Multi-step reaction with 3 steps
1.1: sodium hydroxide / water / 2.17 h / 0 - 20 °C
1.2: 0 °C
1.3: 18 h / 20 °C
2.1: potassium acetate; acetic anhydride / 1.5 h / 120 °C
3.1: trichlorophosphate / 0.75 h / 120 °C
View Scheme
106-40-1

4-bromo-aniline

723281-72-9

6-bromo-4-chloro-3-nitroquinoline

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: ethanol / 0.17 h / 90 °C
1.2: 0.5 h
2.1: diphenylether / 0.08 h / 220 °C
3.1: nitric acid / propionic acid / 2 h / 125 °C
4.1: trichlorophosphate; triethylamine / 1.5 h / Reflux
View Scheme
Multi-step reaction with 4 steps
1: ethanol / 6 h / 105 °C
2: diphenylether / 0.25 h / 200 °C / Microwave irradiation
3: nitric acid / propionic acid / 2 h / 125 °C
4: trichlorophosphate / N,N-dimethyl-formamide / 3 h / 100 °C
View Scheme
1551219-53-4

C13H12BrNO4

723281-72-9

6-bromo-4-chloro-3-nitroquinoline

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: diphenylether / 0.08 h / 220 °C
2: nitric acid / propionic acid / 2 h / 125 °C
3: trichlorophosphate; triethylamine / 1.5 h / Reflux
View Scheme
145369-94-4

6-bromoquinolin-4-ol

723281-72-9

6-bromo-4-chloro-3-nitroquinoline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: nitric acid / propionic acid / 2 h / 125 °C
2: trichlorophosphate; triethylamine / 1.5 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1: nitric acid / propionic acid / 2 h / 125 °C
2: trichlorophosphate / N,N-dimethyl-formamide / 3 h / 100 °C
View Scheme
Multi-step reaction with 2 steps
1: nitric acid / propionic acid / 2 h / 125 °C
2: N,N-dimethyl-formamide; trichlorophosphate / 2 h / 110 °C
View Scheme
Multi-step reaction with 2 steps
1: nitric acid; propionic acid / 2 h
2: trichlorophosphate / N,N-dimethyl-formamide / 110 °C
View Scheme
118-92-3

anthranilic acid

723281-72-9

6-bromo-4-chloro-3-nitroquinoline

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: ammonium bromide; dihydrogen peroxide; acetic acid / 16 h / 10 - 20 °C
2: ethanol / 18 h / 20 °C
3: potassium acetate; acetic anhydride / 2 h / 120 °C
4: trichlorophosphate; N,N-dimethyl-formamide / 4 h / Reflux
View Scheme

6-Bromo-4-chloro-3-nitroquinoline Specification

The IUPAC name of this chemical is 6-bromo-4-chloro-3-nitroquinoline. With the CAS registry number 723281-72-9, it is also named as quinoline, 6-bromo-4-chloro-3-nitro-. And its molecule fomular is C9H4BrClN2O2. In addition, this chemical is white solid which is used as intermediate. Furthermore, it must be sealed in the container and avoid direct sunshine.

The other characteristics of 6-Bromo-4-chloro-3-nitroquinoline can be summarized as: (1)ACD/LogP: 4.18; (2)ACD/LogD (pH 5.5): 3; (3)ACD/LogD (pH 7.4): 3; (4)ACD/BCF (pH 5.5): 160; (5)ACD/BCF (pH 7.4): 160; (6)ACD/KOC (pH 5.5): 1317; (7)ACD/KOC (pH 7.4): 1317; (8)#H bond acceptors: 4; (9)#H bond donors: 0; (10)#Freely Rotating Bonds: 1; (11)Index of Refraction: 1.711; (12)Molar Refractivity: 61.317 cm3; (13)Molar Volume: 156.75 cm3; (14)Polarizability: 24.308×10-24 cm3; (15)Surface Tension: 66.19 dyne/cm; (16)Enthalpy of Vaporization: 61.182 kJ/mol; (17)Vapour Pressure: 0 mmHg at 25°C; (18)Exact Mass: 285.914468; (19)MonoIsotopic Mass: 285.914468; (20)Topological Polar Surface Area: 58.7; (21)Heavy Atom Count: 15; (22)Complexity: 261.

People can use the following data to convert to the molecule structure.
1. SMILES: O=N(=O)c1cnc2ccc(Br)cc2c1Cl;
2. InChI: InChI=1/C9H4BrClN2O2/c10-5-1-2-7-6(3-5)9(11)8(4-12-7)13(14)15/h1-4H;
3. InChIKey: KHKPVEMMXJCWGP-UHFFFAOYAL.

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