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3,5-Dibromopyridine

CAS No.
625-92-3
Chemical Name:
3,5-Dibromopyridine
Synonyms
NSC 6209;3,5-Dibrompyridin;IFLAB-BB F1995-0190;3,5-DIBROMOPYRIDINE;3,5-dibormopyridine;TIMTEC-BB SBB003237;Pyridine, 3,5-dibromo-;3,5-Dibromopyridine>Perampanel Impurity 12;3,5-Dibromopyridine,99%
CBNumber:
CB1333488
Molecular Formula:
C5H3Br2N
Molecular Weight:
236.89
MDL Number:
MFCD00014634
MOL File:
625-92-3.mol
MSDS File:
SDS
Last updated:2024-04-07 11:01:36

3,5-Dibromopyridine Properties

Melting point 110-115 °C (lit.)
Boiling point 222 °C
Density 2.0383 (rough estimate)
refractive index 1.5800 (estimate)
storage temp. Inert atmosphere,Room Temperature
solubility DMSO (Slightly, Heated), Methanol (Slightly)
pka 0.52±0.20(Predicted)
form Needle-Like Crystals
color White to light beige
Water Solubility Soluble in Chloroform and Methanol. Insoluble in water.
BRN 108477
InChIKey SOSPMXMEOFGPIM-UHFFFAOYSA-N
CAS DataBase Reference 625-92-3(CAS DataBase Reference)
NIST Chemistry Reference 3,5-Dibromopyridine(625-92-3)
EPA Substance Registry System 3,5-Dibromopyridine (625-92-3)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313
Hazard Codes  Xi,Xn
Risk Statements  36/37/38-20/21/22
Safety Statements  26-36-36/37/39
RIDADR  UN2811
WGK Germany  3
HazardClass  IRRITANT
HS Code  29333999
NFPA 704
0
2 0

3,5-Dibromopyridine price More Price(51)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 120162 3,5-Dibromopyridine 99% 625-92-3 10g $55.6 2024-03-01 Buy
TCI Chemical D2573 3,5-Dibromopyridine >98.0%(GC) 625-92-3 5g $61 2024-03-01 Buy
TCI Chemical D2573 3,5-Dibromopyridine >98.0%(GC) 625-92-3 25g $179 2024-03-01 Buy
Alfa Aesar A10875 3,5-Dibromopyridine, 98+% 625-92-3 5g $62.65 2024-03-01 Buy
Alfa Aesar A10875 3,5-Dibromopyridine, 98+% 625-92-3 25g $256.65 2024-03-01 Buy
Product number Packaging Price Buy
120162 10g $55.6 Buy
D2573 5g $61 Buy
D2573 25g $179 Buy
A10875 5g $62.65 Buy
A10875 25g $256.65 Buy

3,5-Dibromopyridine Chemical Properties,Uses,Production

Chemical Properties

Light-Yellow Solid

Uses

3-Acetylamino-5-ethoxypyridine was prepared by converting 3, 5-dibromopyridine with sodium ethylate into 3-bromo-5-ethoxypyridine, allowing this substance to interact with ammonia and acetylating the aminoethoxypyridine thus formed with acetic anhydride. Lithiation of 3, 5-dibromopyridine with LDA and subsequent reaction with electrophiles provided 4-alkyl-3, 5-dibromopyridines 2 in high yield. Ligand was prepared by a Pd(0)-catalyzed cross-coupling reaction of 3,5-dibromopyridine and 5-tributylstannyl-3,3?-bipyridine. The synthesis of 3, 5-bis (2-indolyl) pyridine and 3-[(2-indolyl)-5-phenyl] pyridine derivatives as includes Stille or Suzuki type reactions, which were realized on the 3,5-dibromopyridine.

Definition

ChEBI: 3,5-dibromopyridine is a dibromopyridine.

Application

3,5-Dibromopyridine (3,5-DBP) can be used for:
(1) Spectroscopic analysis: FTIR and FT Raman spectra in the solid phase of 3,5-DBP and 3,5- dichloro-2,4,6-trifluoropyridine (3,5-DCTFP) were recorded in the regions of 4000-400 cm-1 and 3500-100 cm-1, respectively[1].
(2) Chemical reactions: 3,5-DBP can be reacted with phenyl isocyanate. chemoselective Staudinger-Phosphite reaction of 2,4,6-triazido-3,5-dibromopyridine azide moiety[2-3].
(3) Organic synthesis: Using 3,5-dibromopyridine as raw material can be used to prepare 3-acetamido-5-ethoxypyridine[4].

General Description

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

References

[1] V. KRISHNAKUMAR  R. J X. Density functional theory calculations and vibrational spectra of 3,5-dibromopyridine and 3,5-dichloro-2,4,6-trifluoropyridine[J]. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 2005. DOI:10.1016/j.saa.2004.03.038.
[2] SERGEI V. CHAPYSHEV Igor K Y Alexander V Chernyak. Chemoselective Staudinger-Phosphite Reaction on the Azido Groups of 2,4,6-Triazido-3,5-dibromopyridine[J]. Journal of Heterocyclic Chemistry, 2015. DOI:10.1002/jhet.2339.
[3] T. HISANO M. I Toshikazu Matsuoka. THE REACTION OF 3,5-DIBROMOPYRIDINE N-OXIDE WITH PHENYL ISOCYANATE[J]. ChemInform, 1974. DOI:10.1002/CHIN.197448358.
[4] H. J. HERTOG  A. V D L A W M Falter. The reactivity of bromine atoms in brominated pyridines. The preparation of 3-acetylamino-5-ethoxypyridine from 3,5-dibromopyridine?[J]. Recueil des Travaux Chimiques des Pays-Bas, 1948. DOI:10.1002/RECL.19480670507.

110-86-1
625-92-3
Synthesis of 3,5-Dibromopyridine from Pyridine
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View Lastest Price from 3,5-Dibromopyridine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
3,5-Dibromopyridine pictures 2024-01-02 3,5-Dibromopyridine
625-92-3
US $200.00-1.00 / KG 1KG 99%, 99.5% Sublimated g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
3,5-Dibromopyridine pictures 2023-08-30 3,5-Dibromopyridine
625-92-3
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
3,5-Dibromopyridine pictures 2022-10-09 3,5-Dibromopyridine
625-92-3
US $0.00-0.00 / KG 1KG 98% 1Ton Henan Aochuang Chemical Co.,Ltd.
  • 3,5-Dibromopyridine pictures
  • 3,5-Dibromopyridine
    625-92-3
  • US $200.00-1.00 / KG
  • 99%, 99.5% Sublimated
  • Henan Fengda Chemical Co., Ltd
3,5-DIBROMOPYRIDINE IFLAB-BB F1995-0190 3,5-Dibromopyridine,99% 3,5-Dibromopyridine, 98+% 3,5-dibormopyridine 3,5-DibroMopyridine, 97+% 3, 5-2 broMide pyridine 3,5-Dibromopyridine 99% 3,5-DibroMopyridine, 98+% 25GR NSC 6209 3,5-DIBROMOPYRIDINE FOR SYNTHESIS Pyridine, 3,5-dibromo- TIMTEC-BB SBB003237 3,5-Dibromopyridine> Perampanel Impurity 12 3,5-Dibromopyridine ISO 9001:2015 REACH Pyronoprene Impurity 15 3,5-Dibrompyridin 625-92-3 625-72-3 C5H3Br2N C5H3NBr2 C5H3BrN2 Heterocyclic Building Blocks Halogenated Heterocycles Pyridines Building Blocks Bromopyridines Halopyridines Halogenated Heterocycles Heterocyclic Building Blocks C5Heterocyclic Building Blocks Brominated heterocyclic series Boronate Ester Boronic Acid Potassium Trifluoroborate Pyridines derivates API intermediates Halogenated Organohalides Aromatics Compounds Bromopyridines Halopyridines Aromatics Bases & Related Reagents Nucleotides blocks Bromides Pyridines Pyridine Pyridines, Pyrimidines, Purines and Pteredines bc0001 1 625-92-3