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Merck
CN

18280

3-溴吡啶

purum, ≥97.0% (GC)

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经验公式(希尔记法):
C5H4BrN
化学文摘社编号:
分子量:
158.00
EC Number:
210-952-0
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
105880
MDL number:
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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.

pictograms

FlameExclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

存储类别

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

法规信息

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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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