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6-Bromo-4-hydroxy-3-nitroquinoline
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Name

6-Bromo-4-hydroxy-3-nitroquinoline

 EINECS N/A
CAS No. 853908-50-6 Density 1.878 g/cm3
PSA 78.94000 LogP 3.13430
Solubility N/A Melting Point N/A
Formula C9H5BrN2O3 Boiling Point 389.339 °C at 760 mmHg
Molecular Weight 269.054 Flash Point 189.266 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 853908-50-6 (6-Bromo-3-nitro-4-quinolinol) Hazard Symbols N/A
Synonyms

6-Bromo-3-nitroquinolin-4-ol;

Article Data 31

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

145369-94-4

6-bromoquinolin-4-ol

853908-50-6

6-bromo-3-nitroquinolin-4-ol

Conditions
ConditionsYield
With nitric acid; propionic acid for 2h;64.5%
With nitric acid In propionic acid at 125℃; for 2h;50.2%
With nitric acid In propionic acid at 125℃; for 2h;50%
With nitric acid In propionic acid at 125℃; for 2h;
1201643-75-5

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

853908-50-6

6-bromo-3-nitroquinolin-4-ol

Conditions
ConditionsYield
With potassium acetate In acetic anhydride at 120℃; for 3h;64%
With potassium acetate In acetic anhydride at 120℃; for 1.5h;43%
With potassium acetate; acetic anhydride at 120℃; for 2h;38%
853908-49-3

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

853908-50-6

6-bromo-3-nitroquinolin-4-ol

Conditions
ConditionsYield
With sodium acetate; acetic anhydride at 120℃; for 2h;60%
With potassium acetate; acetic anhydride at 120℃; for 2h;60%
With potassium acetate; acetic anhydride at 60 - 110℃; for 4h;56%

5-bromo-2-(2-nitro-ethylidenamino)-benzoic acid

853908-50-6

6-bromo-3-nitroquinolin-4-ol

Conditions
ConditionsYield
With sodium acetate; acetic anhydride
853908-49-3

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

108-24-7

acetic anhydride

853908-50-6

6-bromo-3-nitroquinolin-4-ol

Conditions
ConditionsYield
With potassium acetate at 120℃; for 1.5h;
5794-88-7

5-Bromo-2-aminobenzoic acid

853908-50-6

6-bromo-3-nitroquinolin-4-ol

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

2-amino-5-bromobenzoic acid hydrochloride

853908-50-6

6-bromo-3-nitroquinolin-4-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 24 h / 20 °C
2: acetic anhydride; sodium acetate / 2 h / 120 °C
View Scheme
Multi-step reaction with 2 steps
1: 24 h / 20 °C
2: acetic anhydride; potassium acetate / 2 h / 120 °C
View Scheme
Multi-step reaction with 2 steps
1: 24 h / 20 °C
2: potassium acetate; acetic anhydride / 2 h / 120 °C
View Scheme
Multi-step reaction with 2 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
View Scheme
106-40-1

4-bromo-aniline

853908-50-6

6-bromo-3-nitroquinolin-4-ol

Conditions
ConditionsYield
Multi-step reaction with 3 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
View Scheme
Multi-step reaction with 3 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
View Scheme
1551219-53-4

C13H12BrNO4

853908-50-6

6-bromo-3-nitroquinolin-4-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: diphenylether / 0.08 h / 220 °C
2: nitric acid / propionic acid / 2 h / 125 °C
View Scheme
118-92-3

anthranilic acid

853908-50-6

6-bromo-3-nitroquinolin-4-ol

Conditions
ConditionsYield
Multi-step reaction with 3 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
View Scheme

6-Bromo-4-hydroxy-3-nitroquinoline Specification

This chemical is called 6-Bromo-4-hydroxy-3-nitroquinoline, and it's also named as 6-bromo-3-nitro-quinolin-4-ol. With the molecular formula of C9H5BrN2O3, its molecular weight is 269.05. The CAS registry number of this chemical is 853908-50-6.

Other characteristics of the 6-Bromo-4-hydroxy-3-nitroquinoline can be summarised as followings: (1)ACD/LogP: 2.42; (2)# of Rule of 5 Violations: 0; (3)ACD/BCF (pH 5.5): 1; (4)ACD/BCF (pH 7.4): 1; (5)ACD/KOC (pH 5.5): 1.785; (6)ACD/KOC (pH 7.4): 1; (7)#H bond acceptors: 5; (8)#H bond donors: 1; (9)#Freely Rotating Bonds: 2; (10)Polar Surface Area: 78.94 Å2; (11)Index of Refraction: 1.749; (12)Molar Refractivity: 58.304 cm3; (13)Molar Volume: 143.229 cm3; (14)Polarizability: 23.113×10-24cm3; (15)Surface Tension: 78.436 dyne/cm; (16)Density: 1.878 g/cm3; (17)Flash Point: 189.266 °C; (18)Enthalpy of Vaporization: 66.363 kJ/mol; (19)Boiling Point: 389.339 °C at 760 mmHg Vapour Pressure: 0 mmHg at 25°C.

You can still convert the following datas into molecular structure:  
1.SMILES: c1cc2c(cc1Br)c(c(cn2)N(=O)=O)O
2.InChI: InChI=1/C9H5BrN2O3/c10-5-1-2-7-6(3-5)9(13)8(4-11-7)12(14)15/h1-4H,(H,11,13)
3.InChIKey: AMKJVYOALDEARM-UHFFFAOYAW

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