3-Bromopyridine
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Names | |
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Preferred IUPAC name
3-Bromopyridine | |
Identifiers | |
3D model (JSmol)
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105880 | |
ChEBI | |
ChemSpider | |
EC Number |
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PubChem CID
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UNII | |
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Properties | |
C5H4BrN | |
Molar mass | 157.998 g·mol−1 |
Appearance | colorless liquid |
Density | 1.640 g/cm3 |
Melting point | −27 |
Boiling point | 173 °C (343 °F; 446 K) |
Hazards | |
GHS labelling: | |
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Danger | |
H226, H301, H302, H311, H315, H319, H332, H335 | |
P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P280, P301+P310, P301+P312, P302+P352, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P361, P362, P363, P370+P378, P403+P233, P403+P235, P405, P501 | |
Flash point | 51 °C (124 °F; 324 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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3-Bromopyridine is an organohalide with the formula C5H4BrN. It is a colorless liquid that is mainly used as a building block in organic synthesis.[1][2]
It participates as a substrate in many reactions associated with aryl halides, e.g., the Heck reaction[3] and Buchwald-Hartwig coupling.[4]
Related compounds
References
- ^ Li, Wenjie; Nelson, Dorian P.; Jensen, Mark S.; Hoerrner, R. Scott; Cai, Dongwei; Larsen, Robert D. (2005). "Synthesis of 3-Pyridylboronic Acid and ITS Pinacol Ester. Application of 3-Pyridylboronic Acid in Suzuki Coupling to Prepare 3-Pyridin-3-Ylquinoline". Organic Syntheses. 81: 89. doi:10.15227/orgsyn.081.0089.
- ^ Shimizu, Shinkichi; Watanabe, Nanao; Kataoka, Toshiaki; Shoji, Takayuki; Abe, Nobuyuki; Morishita, Sinji; Ichimura, Hisao (2007). "Pyridine and Pyridine Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a22_399.
- ^ Heck, Richard F. (1979). "Palladium-catalyzed reactions of organic halides with olefins". Accounts of Chemical Research. 12 (4): 146–151. doi:10.1021/ar50136a006.
- ^ Zhang, Hui; Cai, Qian; Ma, Dawei (2005). "Amino Acid Promoted CuI-Catalyzed C−N Bond Formation between Aryl Halides and Amines or N-Containing Heterocycles". The Journal of Organic Chemistry. 70 (13): 5164–5173. doi:10.1021/jo0504464. PMID 15960520.
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- Pyridines
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