2-BROMO-6-TERT-BUTYLPYRIDINE

Base Information

• Chemical Name: 2-BROMO-6-TERT-BUTYLPYRIDINE
• CAS No.: 195044-14-5
• Molecular Formula: C9H12BrN
• Molecular Weight: 214.105
• Hs Code.: 2933399090
• Mol file: 195044-14-5.mol

Synonyms:2-Bromo-6-tert-butylpyridine;

Chemical Property of 2-BROMO-6-TERT-BUTYLPYRIDINE

Chemical Property:

• Vapor Pressure: 0.146mmHg at 25°C
• Refractive Index: 1.521
• Boiling Point: 223.2 °C at 760 mmHg
• PKA: 1.29±0.10(Predicted)
• Flash Point: 88.8 °C
• PSA: 12.89000
• Density: 1.293 g/cm³
• LogP: 3.14160
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

2-Bromo-6-tert-butylpyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• General Description: 2-Bromo-6-tert-butylpyridine is a key intermediate used in the synthesis of NCN-pincer ligand precursors, particularly in the preparation of complexes featuring a six-membered N-heterocyclic carbene central moiety and pyridyl pendant arms. It is employed in N-C cross-coupling reactions, such as with propane-1,3-diamine, followed by ring closure to form the desired ligand framework. 2-BROMO-6-TERT-BUTYLPYRIDINE plays a crucial role in constructing sterically hindered ligands for transition-metal complexes, including nickel, ruthenium, and rhodium pincer systems, where its bulky tert-butyl group contributes to the steric and electronic properties of the resulting complexes.

Technology Process of 2-BROMO-6-TERT-BUTYLPYRIDINE

There total 6 articles about 2-BROMO-6-TERT-BUTYLPYRIDINE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

2,6-Dibromopyridine (626-05-1) + tert.-butyl lithium (594-19-4) → 2‐bromo‐6‐tert‐butylpyridine (195044-14-5)

Guidance literature:

With copper(l) cyanide; lithium chloride;

DOI:10.1002/ejic.201900591

Reference yield: 94.0%

2,6-Dibromopyridine (626-05-1) → 2‐bromo‐6‐tert‐butylpyridine (195044-14-5)

Guidance literature:

In tetrahydrofuran; at -78 ℃;

DOI:10.1016/j.tetlet.2008.03.096

Reference yield: 87.19%

2,6-Dibromopyridine (626-05-1) + tert-butylmagnesium bromide (2259-30-5) → 2‐bromo‐6‐tert‐butylpyridine (195044-14-5)

Guidance literature:

With copper(l) iodide; In tetrahydrofuran; at 0 - 20 ℃; for 1h;

upstream raw materials:

6-tert-butylpyridin-2(1H)-one

2,6-Dibromopyridine

tert.-butyl lithium

tert-butylmagnesium chloride

Downstream raw materials:

6-(1,1-dimethylethyl)-2-pyridinamine

methyl 6-(tert-butyl)picolinate

6-tert-butyl-2-pyridinecarboxylic acid

6-tert-butyl-2-(4-methylphenyl)pyridine

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