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CAS No.: | 223463-13-6 |
---|---|
Name: | 5-Bromo-2-iodopyridine |
Article Data: | 17 |
Molecular Structure: | |
Formula: | C5H3BrIN |
Molecular Weight: | 283.894 |
Synonyms: | 2-Iodo-5-Bromopyridine;2-Iodo-5-Fluoropyridine;5-Bromo-2-idiopyridine;5-bromo-2-iodo-pyridine;5-bromo-2-iodo pyridine; |
EINECS: | -0 |
Density: | 2.347 g/cm3 |
Melting Point: | 113-117 °C(lit.) |
Boiling Point: | 258.8 °C at 760 mmHg |
Flash Point: | 110.3 °C |
Appearance: | Light yellow cryst. |
Hazard Symbols: | Xi |
Risk Codes: | 36/37/38 |
Safety: | 26-36-37/39 |
PSA: | 12.89000 |
LogP: | 2.44870 |
2,5-dibromopyridine
2-iodo-5-bromopyridine
Conditions | Yield |
---|---|
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% |
2-iodo-5-bromopyridine
Conditions | Yield |
---|---|
With phosphorus trichloride In dichloromethane for 1h; Reflux; | 75% |
5-bromo-2-pyridylamine
2-iodo-5-bromopyridine
Conditions | Yield |
---|---|
With N-iodo-succinimide; sodium nitrite In N,N-dimethyl-formamide at 20℃; for 4h; | 72% |
With acetic acid; potassium iodide; sodium nitrite |
2,5-dibromopyridine
A
2-bromo-5-iodo-pyridine
B
2,5-di-iodopyridine
C
2-iodo-5-bromopyridine
Conditions | Yield |
---|---|
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. |
Conditions | Yield |
---|---|
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. |
2-amino-5-bromopyridine 1-oxide
2-iodo-5-bromopyridine
Conditions | Yield |
---|---|
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 |
2-iodo-5-bromopyridine
3-Aminophenylboronic acid
3-(5-bromopyridin-2-yl)aniline
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 100℃; Suzuki Coupling; Sealed tube; | 100% |
2-iodo-5-bromopyridine
N,N-dimethyl-formamide
5-bromo-pyridine-2-carbaldehyde
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
2-iodo-5-bromopyridine
4-(diphenylamino)phenyl boronic acid
4-(5-bromopyridin-2-yl)-N,N-diphenylaniline
Conditions | Yield |
---|---|
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% |
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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
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 , 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.