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Cas Database |
| Name |
2-Bromo-5-methylpyridine |
EINECS | -0 |
| CAS No. | 3510-66-5 | Density | 1.494 g/cm3 |
| PSA | 12.89000 | LogP | 2.15250 |
| Solubility | N/A | Melting Point |
41-43 °C(lit.) |
| Formula | C6H6BrN | Boiling Point | 218.7 °C at 760 mmHg |
| Molecular Weight | 172.024 | Flash Point | 86.1 °C |
| Transport Information | N/A | Appearance | light brown solid |
| Safety | 26-37/39-36/37/39-36 | Risk Codes | 36/37/38-20/21/22 |
| Molecular Structure |
|
Hazard Symbols |
 Xn,  Xi
|
| Synonyms |
Pyridine, 2-bromo-5-methyl-;2-bromo-5-methyl-pyridine;2-Bromo-5-picoline; |
Article Data | 40 |
2-Bromo-5-methylpyridine Synthetic route
| Conditions | Yield |
|---|---|
| With hydrogen bromide; bromine; sodium nitrite 1.) -20 deg C, 90 min; 2.) 15 deg C, 1 h 45 min; | 93% |
| With hydrogen bromide; bromine; sodium nitrite at 0℃; | 91% |
| Stage #1: (5-methyl-pyridin-2-yl)amine With hydrogen bromide; bromine In water at -20℃; for 3h; Stage #2: With sodium nitrite at -20℃; for 1h; | 90% |
| Conditions | Yield |
|---|---|
| With sodium hydroxide; bromine; sodium nitrite In water; hydrogen bromide | A n/a B 75% |
| Conditions | Yield |
|---|---|
| Stage #1: 3-Methylpyridine With n-butyllithium; lithium 2-(dimethylamino)ethanolate In hexane at 0℃; for 1h; Metallation; Stage #2: With carbon tetrabromide In tetrahydrofuran; hexane at -78℃; for 1h; Substitution; Further stages.; | 65% |
| Multi-step reaction with 2 steps 1.1: boron trifluoride diethyl etherate / diethyl ether / 0.17 h / 0 °C / Inert atmosphere 2.1: n-butyllithium; diisopropylamine / diethyl ether / 0.42 h / -78 °C 2.2: -78 - 20 °C View Scheme |
| Conditions | Yield |
|---|---|
| With phosphorus tribromide at 190℃; |
- 115185-81-4
6-hydroxy-3-methylpicolinic acid
- 3510-66-5
2-Bromo-5-methylpyridine
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: copper-powder / 300 °C 2: phosphorus (III)-bromide / 190 °C View Scheme |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: aqueous NH3 / 120 - 140 °C 2: copper-powder / 300 °C 3: phosphorus (III)-bromide / 190 °C View Scheme |
| Conditions | Yield |
|---|---|
| With sodium hydroxide; bromine; sodium hydrogensulfite; sodium nitrite In hexane; water |
| Conditions | Yield |
|---|---|
| Stage #1: 2,5-dibromopyridine With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 1.52778E-05h; Stage #2: methyl iodide In tetrahydrofuran; hexane at 0℃; for 0.0025h; | 84 %Chromat. |
| Stage #1: 2,5-dibromopyridine With n-butyllithium In hexane at 0℃; for 1.52778E-05h; Stage #2: methyl iodide In tetrahydrofuran; hexane at 0℃; for 0.0025h; | 84 %Chromat. |
| Conditions | Yield |
|---|---|
| Stage #1: (3-methylpyridine)BF3 With n-butyllithium; diisopropylamine In diethyl ether at -78℃; for 0.416667h; Stage #2: With bromine In diethyl ether at -78 - 20℃; Stage #3: With water In diethyl ether regioselective reaction; | 1.05 g |
- 18368-64-4
2-chloro-5-methylpyridine
- 3510-66-5
2-Bromo-5-methylpyridine
| Conditions | Yield |
|---|---|
| With hydrogen bromide; lithium bromide Reflux; |
2-Bromo-5-methylpyridine Specification
The 2-Bromo-5-methylpyridine with cas registry number of 3510-66-5 is light brown solid. It belongs to the following categories: blocks; Bromides; Pyridines, Pyrimidines, Purines and Pteredines; Aromatics Compounds; Bromopyridines; Halopyridines; Heterocycles; Boronic Acid; Halogenated Heterocycles; Heterocyclic Building Blocks. Both its systematic name and IUPAC name are the same which is called 2-bromo-5-methylpyridine.
The physical properties about this chemical are: (1)ACD/LogP: 1.99; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.99; (4)ACD/LogD (pH 7.4): 1.99; (5)ACD/BCF (pH 5.5): 19.2; (6)ACD/BCF (pH 7.4): 19.2; (7)ACD/KOC (pH 5.5): 288.51; (8)ACD/KOC (pH 7.4): 288.53; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Index of Refraction: 1.553; (13)Molar Refractivity: 36.85 cm3; (14)Molar Volume: 115.1 cm3; (15)Surface Tension: 40 dyne/cm; (16)Density: 1.494 g/cm3; (17)Flash Point: 86.1 °C; (18)Enthalpy of Vaporization: 43.66 kJ/mol; (19)Boiling Point: 218.7 °C at 760 mmHg; (20)Vapour Pressure: 0.183 mmHg at 25°C.
Preparation of 2-Bromo-5-methylpyridine: it can be made by 5-methyl-pyridin-2-ylamine by using reagents HBr, NaNO2 at temperature of -20 ℃.
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Uses of 2-Bromo-5-methylpyridine: it can be used to prepare 6-bromo-nicotinic acid by using reagent aq. KMnO4.
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When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin and harmful by inhalation, in contact with skin and if swallowed. Therefore, wear suitable protective clothing, gloves and eye/face protection during using it. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1)SMILES: Cc1ccc(nc1)Br;
(2)InChI: InChI=1/C6H6BrN/c1-5-2-3-6(7)8-4-5/h2-4H,1H3;
(3)InChIKey: YWNJQQNBJQUKME-UHFFFAOYAE
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