2-Chloro-4-iodopyridine

Base Information

• Chemical Name: 2-Chloro-4-iodopyridine
• CAS No.: 153034-86-7
• Molecular Formula: C5H3ClIN
• Molecular Weight: 239.443
• Hs Code.: 29339900
• European Community (EC) Number: 628-020-0
• DSSTox Substance ID: DTXSID70363977
• Nikkaji Number: J566.227C
• Wikidata: Q72452577
• Mol file: 153034-86-7.mol

Synonyms:2-chloro-4-iodo-pyridine;4-Iodo-2-chloropyridine;

Chemical Property of 2-Chloro-4-iodopyridine

Chemical Property:

• Appearance/Colour: Off-white crystal
• Vapor Pressure: 0.026mmHg at 25°C
• Melting Point: 42-43 °C(lit.)
• Refractive Index: 1.642
• Boiling Point: 255.5 °C at 760 mmHg
• PKA: -0.03±0.10(Predicted)
• Flash Point: 108.3 °C
• PSA: 12.89000
• Density: 2.052 g/cm³
• LogP: 2.33960
• Storage Temp.: Refrigerator
• Sensitive.: Light Sensitive
• Solubility.: Chloroform, Ethyl Acetate
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 238.89987
• Heavy Atom Count: 8
• Complexity: 78.8

Purity/Quality:

99% ^*data from raw suppliers

2-Chloro-4-iodopyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-41-43-36/37/38-20/22
• Safety Statements: 26-36/37/39-36-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C=C1I)Cl
• Uses: 2-Chloro-4-iodopyridine (cas# 153034-86-7) is a compound useful in organic synthesis.

Technology Process of 2-Chloro-4-iodopyridine

There total 11 articles about 2-Chloro-4-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: 95.0%

2-chloro-3-iodopyridine (78607-36-0) → 2-chloro-4-iodopyridine (153034-86-7)

Guidance literature:

With lithium diisopropyl amide;

DOI:10.1016/j.bmcl.2005.11.039

Reference yield: 79.0%

2-chloropyridine-4-carbonyl chloride (65287-34-5) → 2-chloro-4-iodopyridine (153034-86-7)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In toluene; at 125 ℃; for 12h;

DOI:10.1038/s41557-018-0078-8

Reference yield: 67.0%

2-chloropyridine (109-09-1) → 2-chloro-4-iodopyridine (153034-86-7) + 2-chloro-3-iodopyridine (78607-36-0)

Guidance literature:

2-chloropyridine; With Bu(TMP)2MgLi; In diethyl ether; at -10 ℃; for 2h;

With iodine; In diethyl ether; at 20 ℃; Further stages.;

DOI:10.1016/j.tetlet.2004.08.151

upstream raw materials:

4-Amino-2-chloropyridine

2-chloro-3-iodopyridine

2-chloropyridine

2-chloropyridine-N-oxide

Downstream raw materials:

2-chloro-4-trifluoromethyl pyridine

2-chloro-4-[(trimethylsilyl)ethynyl]pyridine

4-((3-bromophenyl)ethynyl)-2-chloropyridine

2-(2-Chloro-5-methoxy-phenyl)-1-(2-chloro-pyridin-4-yl)-propan-1-ol

Refernces

• 1、 Lee, Yong Ho,Morandi, Bill. "Metathesis-active ligands enable a catalytic functional group metathesis between aroyl chlorides and aryl iodides". . p. 1016 - 1022. Retrieved 2018/09/06.
• 2、 Chevallier, Floris,Charlot, Marina,Mongin, Florence,Champagne, Beno?t,Franz, Edith,Clays, Koen,Blanchard-Desce, Mireille. "Synthetic, Optical and Theoretical Study of Alternating Ethylenedioxythiophene–Pyridine Oligomers: Evolution from Planar Conjugated to Helicoidal Structure towards a Chiral Configuration". . p. 4090 - 4101. Retrieved 2016/12/23.