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30766-03-1

Basic Information
CAS No.: 30766-03-1
Name: 4-Bromopyridine-2-carboxylic acid
Article Data: 11
Molecular Structure:
Molecular Structure of 30766-03-1 (4-Bromopyridine-2-carboxylic acid)
Formula: C6H4BrNO2
Molecular Weight: 202.007
Synonyms: 4-Bromopicolinic acid;
EINECS: -0
Density: 1.813 g/cm3
Melting Point: 172-174 °C
Boiling Point: 347.8 °C at 760 mmHg
Flash Point: 164.2 °C
Solubility: Sparingly soluble in dimethyl sulfoxide , methanol and water.
Appearance: Fine needles
Hazard Symbols: IrritantXi
Risk Codes:  Xi:;
">  Xi:;
Safety: 24/25-36/37
PSA: 50.19000
LogP: 1.54230
Synthetic route
22282-99-1

4-bromo-2-methylpyridine

30766-03-1

4-bromo-2-picolinic acid

Conditions
ConditionsYield
With potassium permanganate In water at 80℃;33%
Stage #1: 4-bromo-2-methylpyridine With potassium permanganate; water at 20℃; for 6.5h; Heating / reflux;
Stage #2: With hydrogenchloride; water pH=4;
22%
Stage #1: 4-bromo-2-methylpyridine With potassium permanganate; water for 6.5h; Heating / reflux;
Stage #2: With hydrogenchloride In water pH=4;
22%
62150-45-2

4-bromo-2-cyanopyridine

30766-03-1

4-bromo-2-picolinic acid

Conditions
ConditionsYield
Stage #1: 4-bromo-2-cyanopyridine With sodium hydroxide In water Reflux;
Stage #2: With hydrogenchloride In water at 130℃; for 0.333333h; pH=1 - 2;
20%
931-19-1

2-methylpyridine N-oxide

30766-03-1

4-bromo-2-picolinic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 95 percent / H2SO4, fuming HNO3 / 2 h / 100 - 105 °C
2: 85 percent / PCl3 / CHCl3 / 3 h / Ambient temperature
3: 61 percent / AcBr / 6 h / Heating
4: KMnO4 / H2O / Heating
View Scheme
13508-96-8

2-methyl-4-nitro-pyridine

30766-03-1

4-bromo-2-picolinic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 61 percent / AcBr / 6 h / Heating
2: KMnO4 / H2O / Heating
View Scheme
5470-66-6

2-methyl-4-nitropyridine N-oxide

30766-03-1

4-bromo-2-picolinic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 85 percent / PCl3 / CHCl3 / 3 h / Ambient temperature
2: 61 percent / AcBr / 6 h / Heating
3: KMnO4 / H2O / Heating
View Scheme
Multi-step reaction with 3 steps
1: iron; acetic acid / 2 h / 20 - 100 °C
2: hydrogen bromide; sodium nitrite / water / 16.5 h / -10 - 20 °C
3: potassium permanganate / water / 6.5 h / 20 °C / Heating / reflux
View Scheme
Multi-step reaction with 3 steps
1.1: iron; acetic acid / 2 h / 20 - 100 °C
2.1: hydrogen bromide; sodium nitrite / water / 16.5 h / 0 - 20 °C
3.1: potassium permanganate / water / 6.5 h / 20 °C / Heating / reflux
3.2: pH 4
View Scheme
18437-58-6

3-methyl-4-pyridinamine

30766-03-1

4-bromo-2-picolinic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogen bromide; sodium nitrite / water / 16.5 h / -10 - 20 °C
2: potassium permanganate / water / 6.5 h / 20 °C / Heating / reflux
View Scheme
Multi-step reaction with 2 steps
1.1: hydrogen bromide; sodium nitrite / water / 16.5 h / 0 - 20 °C
2.1: potassium permanganate / water / 6.5 h / 20 °C / Heating / reflux
2.2: pH 4
View Scheme
1120-87-2

4-bromopyridin

30766-03-1

4-bromo-2-picolinic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: 3-chloro-benzenecarboperoxoic acid / diethyl ether / 17 h / 20 °C
2.1: triethylamine / acetonitrile / 3.5 h / Schlenk technique; Inert atmosphere; Reflux
3.1: sodium hydroxide / water / Reflux
3.2: 0.33 h / 130 °C / pH 1 - 2
View Scheme
14248-50-1

4-bromopyridine-1-oxide

30766-03-1

4-bromo-2-picolinic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: triethylamine / acetonitrile / 3.5 h / Schlenk technique; Inert atmosphere; Reflux
2.1: sodium hydroxide / water / Reflux
2.2: 0.33 h / 130 °C / pH 1 - 2
View Scheme
30766-03-1

4-bromo-2-picolinic acid

1117-97-1

N,0-dimethylhydroxylamine

1005342-94-8

4-bromo-pyridine-2-carboxylic acid N-methoxy-N-methyl-amide

Conditions
ConditionsYield
With triethylamine; HATU In N,N-dimethyl-formamide at 20℃; for 2h;100%
89488-25-5

(5‐chloro‐2‐hydroxyphenyl)boronic acid

30766-03-1

4-bromo-2-picolinic acid

4-(5-chloro-2-hydroxyphenyl)picolinic acid

Conditions
ConditionsYield
With sodium carbonate In 1,4-dioxane; water at 87 - 88℃; for 29h; Inert atmosphere;100%
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Chemistry

Empirical Formula: C6H4BrNO2
Molecular Weight: 202.0055
Nominal Mass: 201 Da
Average Mass: 202.0055 Da
Monoisotopic Mass: 200.942533 Da 
Index of Refraction: 1.616 Molar
Refractivity: 38.96 cm3
Molar Volume: 111.3 cm3
Surface Tension: 63.2 dyne/cm
Density: 1.813 g/cm3
Flash Point: 164.2 °C
Enthalpy of Vaporization: 62.49 kJ/mol
Boiling Point: 347.8 °C at 760 mmHg
Vapour Pressure: 1.97E-05 mmHg at 25 °C
Melting point: 172-174 °C
Appearance: Fine needles
Structure of 4-Bromopyridine-2-carboxylic acid (CAS NO.30766-03-1):
                      
IUPAC Name: 4-Bromopyridine-2-carboxylic acid
Canonical SMILES: C1=CN=C(C=C1Br)C(=O)O
InChI: InChI=1S/C6H4BrNO2/c7-4-1-2-8-5(3-4)6(9)10/h1-3H,(H,9,10)
InChIKey: RPHHYRNGCJYQSP-UHFFFAOYSA-N
Product Category of 4-Bromopyridine-2-carboxylic acid (CAS NO.30766-03-1): Bromides;Carboxes;Acids and Derivatives;Heterocycles;pharmacetical;Pyridine series;Organohalides;Aromatics Compounds;Aromatics

Uses

 4-Bromopyridine-2-carboxylic acid (CAS NO.30766-03-1) is a useful synthetic intermediate.

Safety Profile

Hazard Codes: IrritantXi
Hazard Note: Irritant

Specification

 4-Bromopyridine-2-carboxylic acid , its cas register number is 30766-03-1. It also can be called 4-Bromopicolinic acid ; and 4-Bromo-2-pyridinecarboxylic acid .