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120162

Sigma-Aldrich

3,5-Dibromopyridine

≥98.0%

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About This Item

Empirical Formula (Hill Notation):
C5H3Br2N
CAS Number:
Molecular Weight:
236.89
Beilstein/REAXYS Number:
108477
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥98.0%

form

solid

mp

110-115 °C (lit.)

SMILES string

Brc1cncc(Br)c1

InChI

1S/C5H3Br2N/c6-4-1-5(7)3-8-2-4/h1-3H

InChI key

SOSPMXMEOFGPIM-UHFFFAOYSA-N

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General description

3,5-Dibromopyridine undergoes lithiation with lithium diisopropylamide and on subsequent reaction with electrophiles yields 4-alkyl-3,5-dibromopyridines.

Application

3,5-Dibromopyridine was used in the synthesis of new Hg(II) complexes with halogen (chloro, bromo, iodo) and 3,5-disubstituted pyridine ligands.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

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Pyridine complexes of mercury (II) halides: Implications of a soft metal center for crystal engineering.
Hu C, et al.
CrystEngComm, 9(7), 603-610 (2007)
Synthesis of 4-alkyl-3, 5-dibromo-, 3-bromo-4, 5-dialkyl-and 3, 4, 5-trialkylpyridines via sequential metalation and metal-halogen exchange of 3, 5-dibromopyridine.
Gu YG and Bayburt EK.
Tetrahedron Letters, 37(15), 2565-2568 (1996)

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