3-Bromo-5-iodopyridine

Base Information

• Chemical Name: 3-Bromo-5-iodopyridine
• CAS No.: 233770-01-9
• Molecular Formula: C5H3BrIN
• Molecular Weight: 283.894
• Hs Code.: 2933399090
• European Community (EC) Number: 625-265-5
• DSSTox Substance ID: DTXSID50356206
• Nikkaji Number: J1.688.876A
• Wikidata: Q72457634
• Mol file: 233770-01-9.mol

Synonyms:3-bromo-5-iodopyridine;233770-01-9;3-Bromo-5-iodo-pyridine;Pyridine, 3-bromo-5-iodo-;MFCD03086019;5-BROMO-3-IODOPYRIDINE;SCHEMBL320374;3-Bromo-5-iodopyridine, 95%;DTXSID50356206;AOOZLVWDZUPEHT-UHFFFAOYSA-N;BCP22125;BBL100753;STL554547;AKOS005255449;AB13102;AC-6899;AM62380;BS-2044;CS-W007831;SS-6056;SY031472;A4909;B4346;FT-0649699;EN300-202965;AO-801/41077497;3-Bromo-5-iodopyridine;J-512025;Z1269188472

Chemical Property of 3-Bromo-5-iodopyridine

Chemical Property:

• Appearance/Colour: off-white cryst
• Vapor Pressure: 0.0142mmHg at 25°C
• Melting Point: 131.3-131.4°C
• Refractive Index: 1.665
• Boiling Point: 266.5 °C at 760 mmHg
• PKA: 0.85±0.20(Predicted)
• Flash Point: 115 °C
• PSA: 12.89000
• Density: 2.347 g/cm³
• LogP: 2.44870
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Sensitive.: Light Sensitive
• Water Solubility.: Slightly soluble in water.
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 282.84936
• Heavy Atom Count: 8
• Complexity: 78.8

Purity/Quality:

99% ^*data from raw suppliers

3-Bromo-5-iodopyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-41-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=NC=C1I)Br
• Uses: Reactant in the synthesis chiral 4, 4?-Bipyridines. 3-bromo-5-(trifluoromethyl)pyridine is prepared from 3-Bromo-5-iodopyridine.

Technology Process of 3-Bromo-5-iodopyridine

There total 3 articles about 3-Bromo-5-iodopyridine 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: 99.0%

3,5-dibromopyridine (625-92-3) → 3-bromo-5-iodopyridine (233770-01-9)

Guidance literature:

3,5-dibromopyridine; With TurboGrignard; In tetrahydrofuran; at -10 ℃; for 0.166667h; Inert atmosphere; Schlenk technique;

With iodine; In tetrahydrofuran; at -5 ℃; for 0.166667h; Inert atmosphere; Schlenk technique;

DOI:10.1002/adsc.202100865

Reference yield:

3,5-dibromopyridine (625-92-3) → 3-bromo-5-iodopyridine (233770-01-9) + 3,5-diiodopyridine (53710-18-2)

Guidance literature:

3,5-dibromopyridine; With nBu₄ZnLi₂*TMEDA; In toluene; at 20 ℃; for 1h; Inert atmosphere;

With iodine; In tetrahydrofuran; toluene; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1002/chem.201001664

Reference yield:

3-amino-5-bromopyridine (13535-01-8) → 3-bromo-5-iodopyridine (233770-01-9)

Guidance literature:

With hydrogenchloride; potassium iodide; sodium nitrite; Diazotization;

upstream raw materials:

3-amino-5-bromopyridine

3,5-dibromopyridine

Downstream raw materials:

(5-bromopyridin-3-yl)(phenyl)methanone

Refernces

• 1、 Chau, Nguyet Trang Thanh,Meyer, Maxime,Komagawa, Shinsuke,Chevallier, Floris,Fort, Yves,Uchiyama, Masanobu,Mongin, Florence,Gros, Philippe C.. "Homoleptic zincate-promoted room-temperature halogen-metal exchange of bromopyridines". experimental part. p. 12425 - 12433. Retrieved 2011/01/05.
• 2、 -. "PYRIDYL DERIVATIVES AND THEIR USE AS MGLU5 RECEPTOR ANTAGONISTS". Page/Page column 35. . Retrieved 2008/06/13.