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5-Bromo-2-iodopyridine

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Name

5-Bromo-2-iodopyridine

EINECS -0
CAS No. 223463-13-6 Density 2.347 g/cm3
PSA 12.89000 LogP 2.44870
Solubility N/A Melting Point 113-117 °C(lit.)
Formula C5H3BrIN Boiling Point 258.8 °C at 760 mmHg
Molecular Weight 283.894 Flash Point 110.3 °C
Transport Information N/A Appearance Light yellow cryst.
Safety 26-36-37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 223463-13-6 (5-Bromo-2-iodopyridine) Hazard Symbols IrritantXi
Synonyms

2-Iodo-5-Bromopyridine;2-Iodo-5-Fluoropyridine;5-Bromo-2-idiopyridine;5-bromo-2-iodo-pyridine;5-bromo-2-iodo pyridine;

Article Data 17

5-Bromo-2-iodopyridine Synthetic route

624-28-2

2,5-dibromopyridine

223463-13-6

2-iodo-5-bromopyridine

Conditions
ConditionsYield
With hydrogen iodide at 100 - 170℃; for 20h;95%
With hydrogen iodide; potassium iodide for 72h; Reflux;90%
With chloro-trimethyl-silane; sodium iodide In various solvent(s) for 125h; Heating;87%

5-bromo-2-iodopyridine N-oxide

223463-13-6

2-iodo-5-bromopyridine

Conditions
ConditionsYield
With phosphorus trichloride In dichloromethane for 1h; Reflux;75%
1072-97-5

5-bromo-2-pyridylamine

223463-13-6

2-iodo-5-bromopyridine

Conditions
ConditionsYield
With N-iodo-succinimide; sodium nitrite In N,N-dimethyl-formamide at 20℃; for 4h;72%
With acetic acid; potassium iodide; sodium nitrite
624-28-2

2,5-dibromopyridine

A

73290-22-9

2-bromo-5-iodo-pyridine

B

116195-81-4

2,5-di-iodopyridine

C

223463-13-6

2-iodo-5-bromopyridine

Conditions
ConditionsYield
Stage #1: 2,5-dibromopyridine With nBu4ZnLi2*TMEDA In toluene at 20℃; for 1h; Inert atmosphere;
Stage #2: With iodine In tetrahydrofuran; toluene for 18h; Inert atmosphere;
A 41 %Spectr.
B 13 %Spectr.
C 23 %Spectr.
624-28-2

2,5-dibromopyridine

A

73290-22-9

2-bromo-5-iodo-pyridine

B

223463-13-6

2-iodo-5-bromopyridine

Conditions
ConditionsYield
Stage #1: 2,5-dibromopyridine With nBu4ZnLi2 In toluene at 20℃; for 1h; Inert atmosphere;
Stage #2: With iodine In tetrahydrofuran; toluene for 18h; Inert atmosphere;
A 8 %Spectr.
B 80 %Spectr.
696-15-1

2-amino-5-bromopyridine 1-oxide

223463-13-6

2-iodo-5-bromopyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: toluene-4-sulfonic acid; potassium iodide; sodium nitrite / water / 3 h / 20 °C
2: phosphorus trichloride / dichloromethane / 1 h / Reflux
View Scheme
223463-13-6

2-iodo-5-bromopyridine

30418-59-8

3-Aminophenylboronic acid

1191616-42-8

3-(5-bromopyridin-2-yl)aniline

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 100℃; Suzuki Coupling; Sealed tube;100%
223463-13-6

2-iodo-5-bromopyridine

68-12-2, 33513-42-7

N,N-dimethyl-formamide

31181-90-5

5-bromo-pyridine-2-carbaldehyde

Conditions
ConditionsYield
Stage #1: 2-iodo-5-bromopyridine With isopropylmagnesium chloride In tetrahydrofuran at -15 - -5℃; for 1h;
Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at -5 - 25℃; for 1.5h;
99%
With isopropylmagnesium chloride In tetrahydrofuran at -10℃;94%
Stage #1: 2-iodo-5-bromopyridine With isopropylmagnesium chloride In tetrahydrofuran at -15 - 0℃; for 1h;
Stage #2: N,N-dimethyl-formamide In dichloromethane at 0 - 20℃; for 1.5h;
Stage #3: With hydrogenchloride In tetrahydrofuran for 0.5h; below 25 deg C;
90%
223463-13-6

2-iodo-5-bromopyridine

98-80-6

phenylboronic acid

27012-25-5

5-bromo-2-phenylpyridine

Conditions
ConditionsYield
With potassium carbonate In 1,2-dimethoxyethane at 100℃; for 24h; Suzuki Coupling;99%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene for 2h; Inert atmosphere; Reflux;95%
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; water; benzene for 2h; Reflux;94.43%
223463-13-6

2-iodo-5-bromopyridine

201802-67-7

4-(diphenylamino)phenyl boronic acid

1257900-36-9

4-(5-bromopyridin-2-yl)-N,N-diphenylaniline

Conditions
ConditionsYield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; water at 80℃; for 19h; Inert atmosphere;98%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In tetrahydrofuran; water at 80℃; for 20.5h; Inert atmosphere;98%

5-Bromo-2-iodopyridine Chemical Properties

IUPAC Name: 5-bromo-2-iodopyridine 
Empirical Formula: C5H3BrIN
Molecular Weight: 283.8925 
Structure of 5-Bromo-2-iodopyridine (CAS NO.223463-13-6):

Index of Refraction: 1.665
Molar Refractivity: 44.94 cm3
Molar Volume: 120.9 cm3
Polarizability: 17.81×10-24cm3
Surface Tension: 53.8 dyne/cm
Density: 2.347 g/cm3
Flash Point: 110.3 °C
Enthalpy of Vaporization: 47.63 kJ/mol 
Melting Point: 113-117 °C(lit.)
Boiling Point: 258.8 °C at 760 mmHg
Vapour Pressure: 0.0218 mmHg at 25°C 
Sensitive: Light Sensitive 
Product Categories: blocks;Bromides;Iodides;Pyridines;Pyridine;pyridine derivative;Pyridine Series;Halides;Heterocycles;Pyridines derivates;Heterocycle;Bromopyridines;Halopyridines;Iodopyridines;C5Heterocyclic Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks 
Canonical SMILES: C1=CC(=NC=C1Br)I
InChI: InChI=1S/C5H3BrIN/c6-4-1-2-5(7)8-3-4/h1-3H
InChIKey: HSNBRDZXJMPDGH-UHFFFAOYSA-N

5-Bromo-2-iodopyridine Safety Profile

Hazard Codes:  Xi
Hazard Note:Irritant
Risk Statements:
36/37/38:  Irritating to eyes, respiratory system and skin 
Safety Statements:
26:  In case of contact with eyes, rinse immediately with plenty of WATER and seek medical advice 
36:  Wear suitable protective clothing 
37/39:  Wear suitable gloves and eye/face protection 

5-Bromo-2-iodopyridine Specification

 5-Bromo-2-iodopyridine , its cas register number is 223463-13-6. It also can be called 2-Iodo-5-Bromopyridine ; 5-Brom-2-iodpyridin ; pyridine, 5-bromo-2-iodo- . 5-Bromo-2-iodopyridine (CAS NO.223463-13-6) is a light yellow cryst.

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