2,3,5-Tribromo-4,6-dimethylpyridine

Base Information

• Chemical Name: 2,3,5-Tribromo-4,6-dimethylpyridine
• CAS No.: 5006-58-6
• Molecular Formula: C7H6 Br3 N
• Molecular Weight: 343.843
• Hs Code.: 2933399090
• NSC Number: 76015
• DSSTox Substance ID: DTXSID50291507
• Wikidata: Q82029481
• ChEMBL ID: CHEMBL1464270
• Mol file: 5006-58-6.mol

Synonyms:2,3,5-tribromo-4,6-dimethylpyridine;5006-58-6;MLS000736828;NSC76015;NCIOpen2_008355;CHEMBL1464270;DTXSID50291507;NSC 76015;NSC-76015;SMR000528339

Chemical Property of 2,3,5-Tribromo-4,6-dimethylpyridine

Chemical Property:

• Vapor Pressure: 0.000921mmHg at 25°C
• Boiling Point: 313.3°Cat760mmHg
• Flash Point: 143.3°C
• PSA: 12.89000
• Density: 2.099g/cm³
• LogP: 3.98590
• Storage Temp.: 2-8°C
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 342.80299
• Heavy Atom Count: 11
• Complexity: 142

Purity/Quality:

99% ^*data from raw suppliers

2,3,5-Tribromo-4,6-dimethylpyridine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=NC(=C1Br)Br)C)Br

Technology Process of 2,3,5-Tribromo-4,6-dimethylpyridine

There total 4 articles about 2,3,5-Tribromo-4,6-dimethylpyridine 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: 88.0%

3,5-dibromo-4,6-dimethylpyridin-2-amine (5407-86-3) → 2,3,5-tribromo-4,6-dimethylpyridine (5006-58-6)

Guidance literature:

3,5-dibromo-4,6-dimethylpyridin-2-amine; With tert.-butylnitrite; bromine; In Bromoform; at 20 ℃; for 2h;

With sodium carbonate; In Bromoform;

DOI:10.1021/jo2013669

Reference yield: 63.0%

3,5-dibromo-4,6-dimethylpyridin-2(1H)-one (857429-63-1) → 2,3,5-tribromo-4,6-dimethylpyridine (5006-58-6)

Guidance literature:

With phosphorus(V) oxybromide; at 180 ℃; for 1h; Reagent/catalyst;

DOI:10.3998/ark.5550190.p009.772

Reference yield:

2-Amino-4,6-dimethylpyridine (5407-87-4) → 2,3,5-tribromo-4,6-dimethylpyridine (5006-58-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: bromine; acetic acid / 1.25 h / 20 °C / Inert atmosphere

1.2: Inert atmosphere; Cooling with ice

2.1: tert.-butylnitrite; bromine / Bromoform / 2 h / 20 °C

With tert.-butylnitrite; bromine; acetic acid; In Bromoform; 2.1: Sandmeyer type reaction;

DOI:10.1021/jo2013669

upstream raw materials:

3,5-dibromo-4,6-dimethylpyridin-2-amine

2-Amino-4,6-dimethylpyridine

3,5-dibromo-4,6-dimethylpyridin-2(1H)-one

Downstream raw materials:

2-(3-(4-methoxybenzyloxy)propyl)-3,5-dibromo-4,6-dimethylpyridine

3-(3,5-di((Z)-dec-1-enyl)-4,6-dimethylpyridin-2-yl)propan-1-ol hydrochloride

3-(4,6-dimethyl-3,5-di((E)-prop-1-enyl)pyridin-2-yl)propan-1-ol hydrochloride

2-(3-(4-methoxybenzyloxy)propyl)-5-bromo-3-((E)-dec-1-enyl)-4,6-dimethylpyridine

Refernces

• 1、 Btachut, Dariusz,Szawkato, Joanna,Pomara?ski, Piotr,Roszkowski, Piotr,Maurin, Jan K.,Czarnocki, Zbigniew. "Efficient synthesis of differently substituted triarylpyridines with the Suzuki-Miyaura cross-coupling reaction". . p. 369 - 389. Retrieved 2017/03/09.