- 2-Bromo-4-methylpyridine
- 2-Bromo-4-methylpyridine-3-carbonitrile
- 4926-45-8Imidazo[1,2-a]pyridine,3-nitro-
- 4926-47-0Imidazo[1,2-a]pyridine,3-bromo-
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Cas Database |
| Name |
2-Bromo-4-methylpyridine |
EINECS | -0 |
| CAS No. | 4926-28-7 | Density | 1.494 g/cm3 |
| PSA | 12.89000 | LogP | 2.15250 |
| Solubility | N/A | Melting Point |
218 - 228oC |
| Formula | C6H6BrN | Boiling Point | 219.8 °C at 760 mmHg |
| Molecular Weight | 172.024 | Flash Point | 86.7 °C |
| Transport Information | N/A | Appearance | Colorless to orange oily liquid |
| Safety | 26-36-36/37/39 | Risk Codes | 36/37/38-20/21/22 |
| Molecular Structure |
|
Hazard Symbols |
 Xi,  Xn
|
| Synonyms |
4-Picoline,2-bromo- (6CI,7CI,8CI);2-Bromo-4-picoline;4-Methyl-2-bromopyridine; |
Article Data | 29 |
2-Bromo-4-methylpyridine Synthetic route
| Conditions | Yield |
|---|---|
| With hydrogen bromide; bromine; sodium nitrite In water at 0℃; for 3h; | 94% |
| With sodium hydroxide; hydrogen bromide; bromine; sodium nitrite In water | 90% |
| With hydrogen bromide; bromine; sodium nitrite at 5℃; | 87% |
| Conditions | Yield |
|---|---|
| Stage #1: picoline With n-butyllithium; 2-(N,N-dimethylamino)ethanol In hexane at 0℃; for 1h; Stage #2: With carbon tetrabromide In tetrahydrofuran; hexane at -78℃; for 1h; Further stages.; | 70% |
- 108-89-4
picoline
- 78948-09-1
acetyl hypofluorite
A
- 4926-28-7
2-Bromo-4-picoline
B
- 108168-80-5
4-methylpyridin-2-yl acetate
| Conditions | Yield |
|---|---|
| With 1,2-dibromomethane Ambient temperature; | A 55% B n/a |
| Conditions | Yield |
|---|---|
| With phosphorus tribromide In water |
- 695-34-1
2-Amino-4-methylpyridine
A
- 4926-28-7
2-Bromo-4-picoline
B
- 83004-14-2
2-bromo-4-bromomethyl pyridine
| Conditions | Yield |
|---|---|
| With tert-butylhypochlorite; dichloromethane; oxygen; sodium hydrogencarbonate at 70℃; for 20h; Green chemistry; | 55 %Spectr. |
- 4926-28-7
2-Bromo-4-picoline
| Conditions | Yield |
|---|---|
| With potassium phosphate; methanesulfonic acid(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II) In tetrahydrofuran at 120℃; for 0.75h; Inert atmosphere; Sealed tube; Microwave irradiation; | 100% |
| Conditions | Yield |
|---|---|
| With zinc; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran Alkylation; | 99% |
- 4926-28-7
2-Bromo-4-picoline
| Conditions | Yield |
|---|---|
| With 1H-imidazole; copper(l) iodide; potassium carbonate In toluene at 120℃; for 72.41h; Inert atmosphere; | 99% |
| Conditions | Yield |
|---|---|
| With potassium fluoride; bis(1,5-cyclooctadiene)nickel (0); N,N-dimethyl acetamide; 4,4'-di-tert-butyl-2,2'-bipyridine; magnesium chloride; zinc at 0 - 20℃; for 15h; Schlenk technique; Sealed tube; Inert atmosphere; chemoselective reaction; | 99% |
2-Bromo-4-methylpyridine Specification
The 2-Bromo-4-methylpyridine is an organic compound with the formula C6H6BrN. The IUPAC name of this chemical is 2-bromo-4-methylpyridine. With the CAS registry number 4926-28-7, it is also named as Pyridine, 2-bromo-4-methyl-. The product's categories are compounds of Pyridine; Pyridine; pyridine derivative; Pyridine Series; Pyridines, Pyrimidines, Purines and Pteredines; Pyridines; Bromopyridines; Halopyridines; Boronic Acid; C6Heterocyclic Building Blocks; Halogenated Heterocycles; Heterocyclic Building Blocks; Brominated Heterocyclic Series. Besides, it is colorless to orange oily liquid, which should be stored in a dark cool and dry place.
Physical properties about 2-Bromo-4-methylpyridine 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: 86.7 °C; (17)Enthalpy of Vaporization: 43.76 kJ/mol; (18)Boiling Point: 219.8 °C at 760 mmHg; (19)Vapour Pressure: 0.173 mmHg at 25°C.
Preparation: this chemical can be prepared by 4-methyl-pyridin-2-ylamine. This reaction will need reagent NaNO2, HBr and Br2.
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Uses of 2-Bromo-4-methylpyridine: it can be used to produce 4-methyl-2-trimethylsilanyl-pyridine at temperature of 70 °C. It will need reagent Mg, I2 and solvent tetrahydrofuran with reaction time of 1 hour. The yield is about 73%.
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When you are using this chemical, please be cautious about it as the following:
It is harmful by inhalation, in contact with skin and if swallowed. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable gloves and eye/face protection.
You can still convert the following datas into molecular structure:
(1)SMILES: Cc1ccnc(c1)Br
(2)InChI: InChI=1/C6H6BrN/c1-5-2-3-8-6(7)4-5/h2-4H,1H3
(3)InChIKey: LSZMVESSGLHDJE-UHFFFAOYAK
(4)Std. InChI: InChI=1S/C6H6BrN/c1-5-2-3-8-6(7)4-5/h2-4H,1H3
5)Std. InChIKey: LSZMVESSGLHDJE-UHFFFAOYSA-N
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