3,5-Dibromopyridine

Base Information

• Chemical Name: 3,5-Dibromopyridine
• CAS No.: 625-92-3
• Molecular Formula: C5H3Br2N
• Molecular Weight: 236.894
• Hs Code.: 2933.39
• European Community (EC) Number: 210-916-4
• NSC Number: 6209
• DSSTox Substance ID: DTXSID3073921
• Nikkaji Number: J79.765K
• Wikipedia: 3,5-dibromopyridine
• Wikidata: Q27122668
• Metabolomics Workbench ID: 57797
• Mol file: 625-92-3.mol

Synonyms:3,5-dibromopyridine

Chemical Property of 3,5-Dibromopyridine

Chemical Property:

• Appearance/Colour: Light-Yellow Solid
• Vapor Pressure: 0.155mmHg at 25°C
• Melting Point: 110-115 °C(lit.)
• Refractive Index: 1.607
• Boiling Point: 222 °C at 760 mmHg
• PKA: 0.52±0.20(Predicted)
• Flash Point: 84.3 °C
• PSA: 12.89000
• Density: 2.059 g/cm³
• LogP: 2.60660
• Storage Temp.: Store below +30°C.
• Solubility.: DMSO (Slightly, Heated), Methanol (Slightly)
• Water Solubility.: Soluble in Chloroform and Methanol. Insoluble in water.
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 236.86117
• Heavy Atom Count: 8
• Complexity: 68.8

Purity/Quality:

99% ^*data from raw suppliers

3,5-Dibromopyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C=NC=C1Br)Br
• 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.

Technology Process of 3,5-Dibromopyridine

There total 39 articles about 3,5-Dibromopyridine 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: 91.0%

3,5-dibromopyridine-N-oxide (2402-99-5) → 3,5-dibromopyridine (625-92-3)

Guidance literature:

With titanium tetrachloride; sodium iodide; In acetonitrile; at 30 ℃; for 0.0833333h;

Reference yield: 82.0%

pyridine (110-86-1) → 3,5-dibromopyridine (625-92-3)

Guidance literature:

With thionyl chloride; sulfuric acid; bromine; at 130 ℃; for 10h; Temperature;

Reference yield: 78.0%

4-amino-3,5-dibromopyridine (84539-34-4) → 3,5-dibromopyridine (625-92-3)

Guidance literature:

With trifluoroacetic acid; isopentyl nitrite; In tetrahydrofuran; at 70 ℃; for 7h;

DOI:10.1002/chem.201605272

upstream raw materials:

pyridine

Pyridine-2,3-dicarboxylic acid

pyridinepentacarboxylic acid

piperidine hydrochloride

Downstream raw materials:

3,5-diaminopyridine

3-amino-5-bromopyridine

2-[(5-bromo)pyridin-3-yl]-4,4',5,5'-tetramethyl-1,3-dioxaborolane

3-bromo-5-phenylpyridine

Refernces

• 1、 -. "Preparation method 3,5- dibromopyridine". Paragraph 0032-0036; 0048-0052; 0061-0065; 0074-0078. . Retrieved 2020/05/14.
• 2、 Tinnermann, Hendrik,Sung, Simon,Cala, Beatrice A.,Gill, Hashir J.,Young, Rowan D.. "Catalytic Deoxygenation of Amine and Pyridine N-Oxides Using Rhodium PCcarbeneP Pincer Complexes". . p. 797 - 803. Retrieved 2020/03/13.