117846-58-9

Basic information

• Product Name: 3,5-Dimethyl-2,6-dibromopyridine
• Synonyms: 3,5-Dimethyl-2,6-dibromopyridine
• CAS NO: 117846-58-9
• Molecular Formula: C₇H₇Br₂N
• Molecular Weight: 264.94518
• Product Categories: Heterocycle-Pyridine series
• Mol File: 117846-58-9.mol
• Article Data: 7

Chemical Properties

• Melting Point: 107-108 °C
• Boiling Point: 303.1 °C at 760 mmHg
• Flash Point: 137.1 °C
• Appearance: /
• Density: 1.795 g/cm³
• Vapor Pressure: 0.00171mmHg at 25°C
• Refractive Index: 1.583
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: -3.07±0.20(Predicted)
• CAS DataBase Reference: 3,5-Dimethyl-2,6-dibromopyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-Dimethyl-2,6-dibromopyridine(117846-58-9)
• EPA Substance Registry System: 3,5-Dimethyl-2,6-dibromopyridine(117846-58-9)

Safety Data

• Hazardous Substances Data: 117846-58-9(Hazardous Substances Data)

Usage

General Description

3,5-Dimethyl-2,6-dibromopyridine is a chemical compound that belongs to the organic family called pyridines, specifically dibromopyridines. The molecular formula of this compound is C7H7Br2N and it has a molar mass of 282.947 g/mol. Most commonly, this compound is used in various fields of scientific research, primarily in organic synthesis, serving as a crucial intermediate in creating more complex chemical entities. Safety precautions need to be taken while handling this compound as it can cause skin and eye irritation, and could be harmful if ingested or inhaled.

InChI:InChI=1/C7H7Br2N/c1-4-3-5(2)7(9)10-6(4)8/h3H,1-2H3

Upstream product

• 591-22-0 3,5-Lutidine 
• 41995-30-6 2-amino-3,5-dimethylpyridine 

Downstream Products

• 34595-91-0 2,3,5-trimethyl-6-bromopyridine 
• 1421448-34-1 1-(6-bromo-3,5-dimethylpyridin-2-yl)ethan-1-one 

Relevant articles and documents

A novel strategy for developing yellow diarylethenes based on acid stimulus

A novel strategy for the preparation of yellow diarylethenes was established based on the acidichromism of two new diarylethenes with a bromopyridine moiety. The bromopyridine was connected directly to the central perfluorocyclopentene ring to participate in photoisomerization reaction. The two diarylethenes exhibited favorable photochromism and function as notable fluorescence switches in solution. The absorption maxima of their closed-ring isomers shifted dramatically to shorter wavelengths with notable color change from red to yellow upon the stimulation of trifluoroacetic acid.

A sensitive sensor for Cu(II) based on a novel diarylethene with a bipyridyl moiety

A novel diarylethene with a bipyridyl unit has been designed and synthesized for the first time. Its photochromic behaviors could be modulated by protonation and coordination with Cu(II). The absorption maximum of the closed-ring isomer shifted from 569 to 666 nm when trifluoroacetic acid was added. Furthermore, the closed-ring isomer behaved as a sensitive colorimetric sensor, exhibiting an open-ring reaction upon exposure to Cu(II). Its high selectivity toward Cu(II) over other competitive species makes the 'naked-eye' detection of Cu(II) possible.

Synthesis method of 3,5-dimethyl-2,6-dibromopyridine

The invention relates to the field of organic chemistry and particularly relates to a synthesis method of 3,5-dimethyl-2,6-dibromopyridine. The synthesis method comprises the steps of (1) adopting 3,5-dimethyl-2-aminopyridine as a raw material, adding the 3,5-dimethyl-2-aminopyridine and acetic anhydride to a four-mouth flask, raising the temperature until refluxing, and carrying out thin-layer chromatography tracking reaction; (2) when the temperature of a reaction liquid in the step (1) is reduced to below 23 DEG C, dropwise adding liquid bromine, reacting at 40-55 DEG C for 2-3h after dropwise adding, adding water to the system until all solids are dissolved, dropwise adding a sodium hydroxide solution, generating a lot of sediments and further reacting for 20-40min, carrying out suction filtration, drying and recrystallizing to obtain 3,5-dimethyl-2-amino-6-bromopyridine; and (3) adding the 3,5-dimethyl-2-amino-6-bromopyridine to a hydrogen bromide solution, dropwise adding a saturated sodium nitrite solution in the presence of a catalytic amount of cuprous bromide, controlling the temperature to be -3 DEG C to -4 DEG C and reacting for 2-3h to obtain the 3,5-dimethyl-2,6-dibromopyridine. The method is mild in reaction condition, high in yield, available in raw material, relatively low in cost and short in process route.