Identification | More | [Name]
5-Bromo-2-picoline | [CAS]
3430-13-5 | [Synonyms]
2-METHYL-5-BROMOPYRIDINE 3-BROMO-6-METHYLPYRIDINE 5-BROMO-2-METHYLPYRIDINE 5-BROMO-2-PICOLINE 5-BROMOPICOLINE 3-BROMO-6-PICOLINE 5-Bromo-2-methylpyridine 98% Pyridine, 5-bromo-2-methyl- 2-METHYL-5-BROMOPYRIDINE 98.5%(MIN) 5-BROMO-2-METHYLPYRIDINE (5-BROMO-2-PICOLINE) 5-BROMO-2-PICOLINE5-BROMO-2-METHYLPYRIDINE 2-Methyl-5-bromopyrid | [EINECS(EC#)]
625-656-0 | [Molecular Formula]
C6H6BrN | [MDL Number]
MFCD00661170 | [Molecular Weight]
172.02 | [MOL File]
3430-13-5.mol |
Chemical Properties | Back Directory | [Appearance]
Light yellow Cryst | [Melting point ]
32-36 °C
| [Boiling point ]
74 °C / 17mmHg | [density ]
1.494±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
Chloroform (Slightly), Ethyl Acetate (Slightly) | [form ]
Solid | [pka]
3.59±0.10(Predicted) | [color ]
Off-White to Light Yellow | [BRN ]
107324 | [InChI]
InChI=1S/C6H6BrN/c1-5-2-3-6(7)4-8-5/h2-4H,1H3 | [InChIKey]
OFKWIQJLYCKDNY-UHFFFAOYSA-N | [SMILES]
C1(C)=NC=C(Br)C=C1 | [CAS DataBase Reference]
3430-13-5(CAS DataBase Reference) |
Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
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 ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36:Wear suitable protective clothing . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29333990 |
Questions And Answer | Back Directory | [Description]
It is an important intermediate in the organic synthesis, which has many applications, such as pharmaceutical intermediate, organic synthesis, organic solvent, production of dyes, pesticide, and spice. Specifically, this chemical can act as the raw material to prepare 2:2’-dipyridyl and its derivatives.1 Moreover, this compound may be involved in the synthesis of biaryls through a one-pot tandem borylation/Suzuki-Miyaura cross-coupling reaction catalyzed by a palladacycle.2 In addition, 5-bromo-2-methylpyridine has been demonstrated to function as the substrate in a general palladium-catalyzed coupling of aryl bromides/triflates and thiols.3 Besides, this substance can facilitate the synthesis of 5-arylamino-2-picolines via displacement of bromide by anthranilic acid and decarboxylation.4
| [Referrence]
- Willink, H. D. T.; Wibaut, J. P., The preparation of 2 : 2'-dipyridyl and some of its derivatives. Recueil Des Travaux Chimiques Des Pays-Bas 1935, 54, 275-283.
- Wang, L. H.; Cui, X. L.; Li, J. Y.; Wu, Y. S.; Zhu, Z. W.; Wu, Y. J., Synthesis of Biaryls through a One-Pot Tandem Borylation/Suzuki-Miyaura Cross-Coupling Reaction Catalyzed by a Palladacycle. Eur. J. Org. Chem. 2012, 595-603.
- Itoh, T.; Mase, T., A general palladium-catalyzed coupling of aryl bromides/triflates and thiols. Org. Lett. 2004, 6, 4587-4590.
- Louis H. Peterson; Tolman, R. L., Reinvestigation of the synthesis of 5-arylamino-2-picolines J. Heterocycl. Chem. 1977.
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Hazard Information | Back Directory | [Chemical Properties]
Light yellow Cryst | [Uses]
5-Bromo-2-picoline is a halogenated pyridine derivative used is a building block in the preparation of nitrogen containing heterocyclic compounds. |
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