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| | 2-Bromo-3-methylpyridine Basic information |
| | 2-Bromo-3-methylpyridine Chemical Properties |
| Boiling point | 218-219 °C (lit.) | | density | 1.544 g/mL at 25 °C (lit.) | | refractive index | n20/D 1.568(lit.) | | Fp | >230 °F | | storage temp. | Inert atmosphere,Room Temperature | | pka | 1.08±0.10(Predicted) | | form | Liquid | | Specific Gravity | 1.55 | | color | Clear slightly yellow to light brown | | BRN | 107896 | | InChI | InChI=1S/C6H6BrN/c1-5-3-2-4-8-6(5)7/h2-4H,1H3 | | InChIKey | PZSISEFPCYMBDL-UHFFFAOYSA-N | | SMILES | C1(Br)=NC=CC=C1C | | CAS DataBase Reference | 3430-17-9(CAS DataBase Reference) |
| Hazard Codes | Xi,Xn | | Risk Statements | 36/37/38-20/21/22 | | Safety Statements | 26-37/39-36/37/39-36 | | WGK Germany | 3 | | Hazard Note | Harmful | | HazardClass | IRRITANT | | PackingGroup | III | | HS Code | 29333990 | | Storage Class | 10 - Combustible liquids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 2-Bromo-3-methylpyridine Usage And Synthesis |
| Description | 2-Bromo-3-methylpyridine is a diazido compound with a hydrogen bond. It reacts rapidly with copper chloride to form the coordination complex Cu(diazido)(Cl)2 and an organic product. | | Chemical Properties | clear slightly yellow to light brown liquid | | Uses | 2-Bromo-3-methylpyridine is a halogenated pyridine analogue containing a bromine functional group. The substance is used as a reaction reagent and as a basic structural unit in organic synthesis for the preparation of other heterocyclic compounds. | | Production Methods | 2-Bromo-3-methylpyridine can be synthesized from 2,4-dibromopyridine by a cross coupling reaction with copper chloride and calcium carbonate in the presence of sodium potassium bicarbonate. | | Synthesis |
A solution of 2,3-dibromopyridine (0.10 M, 3.0 mL) in THF was stirred at T ℃. A solution of n-BuLi (0.40 M, 0.75 mL) in hexane was added dropwise to this solution at a regular pace for 1.0 min. After stirring for 10 min, iodomethane (0.60 M, 1.5 mL) was added dropwise to this mixture at a regular pace for 1.0 min. After stirring at T ℃ for 10 min, a cooling bath was removed. When the reaction mixture reached room temperature and was quenched with H2O, the yields of 2-bromo-3-methylpyridine (2) and 2-bromopyridine (3) and the conversion of 2,3-dibromopyridine (1) was analyzed by GC.
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| | 2-Bromo-3-methylpyridine Preparation Products And Raw materials |
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