18280
3-Bromopyridine
purum, ≥97.0% (GC)
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About This Item
Empirical Formula (Hill Notation):
C5H4BrN
CAS Number:
Molecular Weight:
158.00
EC Number:
210-952-0
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
105880
MDL number:
InChI key
NYPYPOZNGOXYSU-UHFFFAOYSA-N
InChI
1S/C5H4BrN/c6-5-2-1-3-7-4-5/h1-4H
SMILES string
Brc1cccnc1
grade
purum
assay
≥97.0% (GC)
bp
173 °C (lit.)
density
1.64 g/mL at 25 °C (lit.)
Application
3-Bromopyridine was used in the synthesis of cis-1-methyl-1,2,3,3a,4,8b-hexahydropyrrolo[3,2-f]pyrindine (a nicotine analog). It was also used in the preparation of 3-pyridylboronic acid.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
125.6 °F - closed cup
flash_point_c
52 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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Hongbin Zhai et al.
Organic letters, 4(25), 4385-4386 (2002-12-06)
[reaction: see text] The title compound, 2, has been synthesized in 45% overall yield in six steps from 3-bromopyridine. The hexahydropyrrolo[3,2-f]pyrindine skeleton was constructed from key intermediate 5, via intramolecular azomethine ylide-alkene [3 + 2] cycloaddition. The present work constitutes
Wenjie Li et al.
The Journal of organic chemistry, 67(15), 5394-5397 (2002-07-20)
3-Pyridylboronic acid was prepared in high yield and bulk quantity from 3-bromopyridine via a protocol of lithium-halogen exchange and "in situ quench". This technique was further studied and evaluated on other aryl halides in the preparation of arylboronic acids.
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