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| CAS No.: | 5315-25-3 |
|---|---|
| Name: | 2-Bromo-6-methylpyridine |
| Article Data: | 40 |
| Molecular Structure: | |
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| Formula: | C6H6BrN |
| Molecular Weight: | 172.024 |
| Synonyms: | 2-Picoline,6-bromo- (6CI,7CI,8CI);2-Bromo-6-picoline;2-Methyl-6-bromopyridine;6-Bromo-2-methylpyridine;6-Bromo-2-picoline;6-Methyl-2-bromopyridine; |
| EINECS: | 226-173-4 |
| Density: | 1.494 g/cm3 |
| Boiling Point: | 199.5 °C at 760 mmHg |
| Flash Point: | 74.4 °C |
| Solubility: | Soluble in chloroform, ethyl aceate. Not miscible or difficult to mix with water. |
| Appearance: | light yellow liquid |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 26-36 |
| PSA: | 25.78000 |
| LogP: | 1.54750 |
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| Conditions | Yield |
|---|---|
| Stage #1: 2-Amino-6-methylpyridine With hydrogen bromide; bromine at -10 - -5℃; for 1.5h; Stage #2: With sodium nitrite In water at -10 - -5℃; for 1.5h; Stage #3: With sodium hydroxide In water at -10℃; | 95% |
| Stage #1: 2-Amino-6-methylpyridine With hydrogen bromide at 60 - 62℃; for 1h; Stage #2: With bromine at -5 - -3℃; for 3h; Stage #3: With sodium nitrite In water for 3h; Temperature; | 93.1% |
| Stage #1: 2-Amino-6-methylpyridine With bromine at -20℃; for 1.5h; Stage #2: With sodium nitrite at -20 - 15℃; Stage #3: With sodium hydroxide at -10 - 20℃; Further stages.; | 90% |
| Conditions | Yield |
|---|---|
| In diethyl ether at -25 - 0℃; for 4h; | 59% |
- 18368-63-3
6-chloro-2-picoline
- 5315-25-3
2-bromo-6-methylpyridine
| Conditions | Yield |
|---|---|
| With trimethylsilyl bromide In various solvent(s) for 100h; Heating; | 47% |
| Conditions | Yield |
|---|---|
| With phosphorus(V) oxybromide |
- 3279-76-3
6-hydroxy-2-methylpyridine
A
- 5315-25-3
2-bromo-6-methylpyridine
B
- 3430-15-7
2,3,5-tribromo-6-methyl-pyridine
| Conditions | Yield |
|---|---|
| With phosphorus pentabromide at 160℃; |
| Conditions | Yield |
|---|---|
| at 160℃; |
- 1824-81-3
2-Amino-6-methylpyridine
- 10035-10-6, 12258-64-9
hydrogen bromide
A
- 5315-25-3
2-bromo-6-methylpyridine
B
- 500587-45-1
3,5-dibromo-2-hydroxy-6-methylpyridine
- 3279-76-3
6-hydroxy-2-methylpyridine
- 7789-69-7
phosphorus pentabromide
A
- 5315-25-3
2-bromo-6-methylpyridine
| Conditions | Yield |
|---|---|
| at 160℃; |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: NaNH2; xylene 2: aqueous hydrobromic acid / Behandeln mit Brom und mit wss. Natriumnitrit-Loesung View Scheme |
| Conditions | Yield |
|---|---|
| Stage #1: 2,6-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; | 94 %Chromat. |
| Stage #1: 2,6-Dibromopyridine With n-butyllithium In hexane at 0℃; for 1.52778E-05h; Stage #2: methyl iodide In tetrahydrofuran; hexane at 0℃; for 0.0025h; | 94 %Chromat. |
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Specification
The 2-Bromo-6-Methyl pyridine is an organic compound with the formula C6H6BrN. The IUPAC name of this chemical is 2-bromo-6-methylpyridine. With the CAS registry number 5315-25-3, it is also named as Pyridine, 2-bromo-6-methyl-. The product's categories are Compounds of Pyridine; Blocks; Bromides; Pyridines; Pyridine; Pyridine Derivative; Halides; Heterocycles; Pyridines, Pyrimidines, Purines and Pteredines; Bromopyridines; Halopyridines; Boronic Acid; C6Heterocyclic Building Blocks; Halogenated Heterocycles; Heterocyclic Building Blocks. Besides, it is light yellow liquid, which should be stored in a dark cool and dry place.
Physical properties about 2-Bromo-6-Methyl pyridine are: (1)ACD/LogP: 1.99; (2)ACD/LogD (pH 5.5): 1.99; (3)ACD/LogD (pH 7.4): 1.99; (4)ACD/BCF (pH 5.5): 19.2; (5)ACD/BCF (pH 7.4): 19.2; (6)ACD/KOC (pH 5.5): 288.5; (7)ACD/KOC (pH 7.4): 288.53; (8)#H bond acceptors: 1; (9)Polar Surface Area: 12.89 Å2; (10)Index of Refraction: 1.553; (11)Molar Refractivity: 36.85 cm3; (12)Molar Volume: 115.1 cm3; (13)Polarizability: 14.61×10-24cm3; (14)Surface Tension: 40 dyne/cm; (15)Density: 1.494 g/cm3; (16)Flash Point: 74.4 °C; (17)Enthalpy of Vaporization: 41.79 kJ/mol; (18)Boiling Point: 199.5 °C at 760 mmHg; (19)Vapour Pressure: 0.482 mmHg at 25°C.
Preparation: this chemical can be prepared by 6-methyl-pyridin-2-ylamine. This reaction will need reagent HBr and NaNO2. The reaction temperature is -20 °C.
Uses of 2-Bromo-6-Methyl pyridine: it can be used to produce 6,6'-dimethyl-[2,2']bipyridinyl. It will need reagent Ni[P(C6H5)3]4. The yield is about 84%.
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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. When you are using it, wear suitable protective clothing. 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: Cc1cccc(n1)Br
(2)InChI: InChI=1/C6H6BrN/c1-5-3-2-4-6(7)8-5/h2-4H,1H3
(3)InChIKey: SOHDPICLICFSOP-UHFFFAOYAL
(4)Std. InChI: InChI=1S/C6H6BrN/c1-5-3-2-4-6(7)8-5/h2-4H,1H3
(5)Std. InChIKey: SOHDPICLICFSOP-UHFFFAOYSA-N