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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:
625-92-3
Molecular Weight:
236.89
Beilstein:
108477
EC Number:
210-916-4
MDL number:
MFCD00014634
UNSPSC Code:
12352100
PubChem Substance ID:
24847407
NACRES:
NA.22

Assay

≥98.0%

form

solid

mp

110-115 °C (lit.)

functional group

bromo

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCR1822
MKBP8998V
MKBN5102V
MKBF0192V
MKBH3639V

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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)
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)

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