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| CAS No.: | 3430-18-0 |
|---|---|
| Name: | 2,5-Dibromo-3-methylpyridine |
| Article Data: | 13 |
| Molecular Structure: | |
|
|
|
| Formula: | C6H5Br2N |
| Molecular Weight: | 250.92 |
| Synonyms: | pyridine, 2,5-dibromo-3-methyl-;2,5-Dibromo-3-methylpyridine; |
| EINECS: | -0 |
| Density: | 1.911 g/cm3 |
| Melting Point: | 43-47 °C(lit.) |
| Boiling Point: | 260 °C at 760 mmHg |
| Flash Point: | 111.1 °C |
| Appearance: | Off-white to beige crystalline powder |
| Hazard Symbols: |
 Xn，  Xi
|
| Risk Codes: | 22-36/38-36/37/38-20/21/22 |
| Safety: | 26-36/37/39-36 |
| Transport Information: | UN 2811 6.1/PG 3 |
| PSA: | 12.89000 |
| LogP: | 2.91500 |
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| Conditions | Yield |
|---|---|
| With hydrogen bromide; bromine; sodium nitrite In water at -15℃; for 3h; | 94% |
| With hydrogen bromide; bromine; sodium nitrite In water at -15 - 23℃; for 3h; | 94% |
| Stage #1: 5-bromo-3-methyl-pyridin-2-ylamine With hydrogen bromide; bromine at -15 - -10℃; Stage #2: With sodium nitrite at 15 - 20℃; Temperature; | 91.8% |
| Conditions | Yield |
|---|---|
| With hydrogen bromide; bromine; sodium nitrite 1.) bromination; 2.) water, -10 deg C, 1.5 h, 0 deg C, 0.5 h; Multistep reaction; | |
| Multi-step reaction with 2 steps 1: N-Bromosuccinimide; ammonium acetate / acetonitrile / 0.42 h / 20 °C / Cooling with ice 2: hydrogen bromide; bromine; sodium nitrite / water / 3 h / -15 °C View Scheme | |
| Multi-step reaction with 2 steps 1: N-Bromosuccinimide; ammonium acetate / acetonitrile / 0.42 h / 0 - 23 °C 2: hydrogen bromide; bromine; sodium nitrite / water / 3 h / -15 - 23 °C View Scheme |
- 3430-18-0
2,5-dibromo-3-methylpyridine
| Conditions | Yield |
|---|---|
| With toluene-4-sulfonic acid at 100℃; | 99% |
| Conditions | Yield |
|---|---|
| In water at 150℃; for 1h; Microwave irradiation; | 98% |
| In water at 150℃; for 1h; Microwave irradiation; | 98% |
- 3430-18-0
2,5-dibromo-3-methylpyridine
- 376587-52-9
5-bromo-2-iodo-3-methylpyridine
| Conditions | Yield |
|---|---|
| With sodium iodide In acetyl chloride; acetonitrile for 24h; Reflux; | 97% |
| With acetyl chloride; sodium iodide In acetonitrile for 24h; Reflux; | 97% |
| With acetyl chloride; sodium iodide In acetonitrile for 16h; Reflux; | 94.78% |
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morpholine
- 3430-18-0
2,5-dibromo-3-methylpyridine
- 566158-47-2
4-(5-bromo-3-methylpyridin-2-yl)morpholine
| Conditions | Yield |
|---|---|
| at 210℃; for 0.166667h; Sealed tube; Microwave irradiation; | 97% |
| at 140℃; for 6h; |
| Conditions | Yield |
|---|---|
| Stage #1: acetonitrile With n-butyllithium In tetrahydrofuran at -78℃; for 0.916667h; Stage #2: 2,5-dibromo-3-methylpyridine In tetrahydrofuran at -78 - 20℃; for 2h; | 97% |
| Stage #1: acetonitrile With n-butyllithium In tetrahydrofuran at -78℃; for 1.5h; Inert atmosphere; Stage #2: 2,5-dibromo-3-methylpyridine In tetrahydrofuran at 33℃; for 3h; Temperature; | 86% |
| Conditions | Yield |
|---|---|
| Stage #1: benzyl alcohol With sodium hydride In tetrahydrofuran for 1.5h; Reflux; Stage #2: 2,5-dibromo-3-methylpyridine In tetrahydrofuran at 20℃; for 12h; Reflux; | 95% |
| Conditions | Yield |
|---|---|
| In methanol at 20℃; for 18h; | 93% |
- 3430-18-0
2,5-dibromo-3-methylpyridine
- 109-86-4
2-methoxy-ethanol
- 1288996-83-7
5-bromo-2-(2-methoxy-ethoxy)-3-methyl-pyridine
| Conditions | Yield |
|---|---|
| Stage #1: 2-methoxy-ethanol With sodium hydride In dimethyl sulfoxide; mineral oil at 20℃; for 0.5h; Stage #2: 2,5-dibromo-3-methylpyridine In dimethyl sulfoxide; mineral oil at 60℃; for 1h; | 91% |
| Stage #1: 2-methoxy-ethanol With sodium hydride In dimethyl sulfoxide; mineral oils at 20℃; for 0.5h; Stage #2: 2,5-dibromo-3-methylpyridine In dimethyl sulfoxide; mineral oils at 60℃; for 1h; | 91% |
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Chemistry
Molecular Structure of 2,5-Dibromo-3-picoline (CAS NO.3430-18-0):
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IUPAC Name: 2,5-dibromo-3-methylpyridine
Empirical Formula: C6H5Br2N
Molecular Weight: 250.9186
H bond acceptors: 1
H bond donors: 0
Freely Rotating Bonds: 0
Polar Surface Area: 12.89 Å2
Index of Refraction: 1.593
Molar Refractivity: 44.54 cm3
Molar Volume: 131.3 cm3
Surface Tension: 44.9 dyne/cm
Density: 1.911 g/cm3
Flash Point: 111.1 °C
Enthalpy of Vaporization: 47.76 kJ/mol
Boiling Point: 260 °C at 760 mmHg
Vapour Pressure: 0.0203 mmHg at 25°C
Melting point: 42-47 oC
SMILES: Cc1cc(cnc1Br)Br
InChI: InChI=1/C6H5Br2N/c1-4-2-5(7)3-9-6(4)8/h2-3H,1H3
Product Categories: Pyridine; Pyridines, Pyrimidines, Purines and Pteredines; Halides; Pyridines; Bromopyridines; Halopyridines; Boronic Acid; C6Heterocyclic Building Blocks; Halogenated Heterocycles; Heterocyclic Building Blocks
Safety Profile
Hazard Codes: 
Xn,
Xi
Risk Statements: 22-36/38-36/37/38-20/21/22
R22:Harmful if swallowed.
R36/38:Irritating to eyes and skin.
R36/37/38:Irritating to eyes, respiratory system and skin.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-36/37/39-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S36:Wear suitable protective clothing.
RIDADR: UN 2811 6.1/PG 3
WGK Germany: 3
HazardClass: 6.1
PackingGroup: III
Specification
2,5-Dibromo-3-picoline , with CAS number of 3430-18-0, can be called 2,5-Dibromo-3-methylpyridine ; 2,5-Dibromo-3-methylpyridine ; pyridine, 2,5-dibromo-3-methyl- . It is an off-white to beige crystalline powder.