2-Iodoquinoline

Base Information

• Chemical Name: 2-Iodoquinoline
• CAS No.: 6560-83-4
• Molecular Formula: C9H6IN
• Molecular Weight: 255.058
• Hs Code.: 2933499090
• NSC Number: 56811
• UNII: 9NKM87FWD5
• DSSTox Substance ID: DTXSID5064411
• Nikkaji Number: J265.559D
• Wikidata: Q81991530
• Mol file: 6560-83-4.mol

Synonyms:2-Iodoquinoline;6560-83-4;Quinoline, 2-iodo-;2-Iodo-quinoline;iodoquinoline;C9H6IN;9NKM87FWD5;NSC 56811;NSC-56811;NSC56811;BERYLLIUMOXIDE;2-IODO QUINOLINE;UNII-9NKM87FWD5;SCHEMBL372222;DTXSID5064411;C9-H6-I-N;MFCD00128938;AKOS016009193;SB38149;AM804199;AS-39434;CS-0037774;EN300-646033;A854545

Chemical Property of 2-Iodoquinoline

Chemical Property:

• Vapor Pressure: 0.000585mmHg at 25°C
• Melting Point: >300 °C
• Refractive Index: 1.724
• Boiling Point: 320.7 °C at 760 mmHg
• PKA: 1.67±0.40(Predicted)
• Flash Point: 147.8 °C
• PSA: 12.89000
• Density: 1.837 g/cm³
• LogP: 2.83940
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 254.95450
• Heavy Atom Count: 11
• Complexity: 138

Purity/Quality:

98.5% ^*data from raw suppliers

2-Iodo-quinoline 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC(=N2)I

Technology Process of 2-Iodoquinoline

There total 9 articles about 2-Iodoquinoline 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: 98.0%

lithium tert-butyl(quinolin-2-yl)(2,2,6,6-tetramethylpiperidin-1-yl)zincate*2MgCl2 → 2-iodoquinoline (6560-83-4)

Guidance literature:

With iodine; In tetrahydrofuran; at 25 ℃; for 1h; Inert atmosphere;

DOI:10.1002/ejoc.201801192

Reference yield: 96.0%

2-hydroxyquinoline (59-31-4) → 2-iodoquinoline (6560-83-4)

Guidance literature:

2-hydroxyquinoline; With pyridine; trifluoromethylsulfonic anhydride; In tert-butyl methyl ether; at 20 - 40 ℃; for 2h;

With trifluorormethanesulfonic acid; sodium iodide; In tert-butyl methyl ether; at 20 ℃; for 12.1667h;

With sodium hydroxide; In tert-butyl methyl ether; water; toluene; at 5 ℃; pH=10;

DOI:10.1021/jo900726f

Reference yield: 94.0%

lithium isopropyl(quinolin-2-yl)(2,2,6,6-tetramethylpiperidin-1-yl)zincate*2MgCl2 → 2-iodoquinoline (6560-83-4)

Guidance literature:

With iodine; In tetrahydrofuran; at 25 ℃; for 1h; Inert atmosphere;

DOI:10.1002/ejoc.201801192

upstream raw materials:

2-Chloroquinoline

quinoline

hydrogen iodide

(2-quinolyl)trimethylstannane

Downstream raw materials:

quinoline

2-thiophen-2-yl-quinoline

2-pyridin-3-yl-quinoline

2-(1H-pyrrol-2-yl)quinoline

Refernces

• 1、 Jeong, Hye Jin,Chae, Suyeon,Jeong, Keunhong,Namgoong, Sung Keon. "The Diverse One-Pot Reactions of 2-Quinolylzincates: Homologation, Electrophilic Trapping, Hydroxylation, and Arylation Reactions". supporting information. p. 6343 - 6349. Retrieved 2018/10/31.
• 2、 Wang, Chao,Flanigan, Darrin M.,Zakharov, Lev N.,Blakemore, Paul R.. "Synthesis of 7,7′-Dihydroxy-8,8′-biquinolyl (azaBINOL) via Pd-catalyzed directed double C-H functionalization of 8,8′-biquinolyl: Emergence of an atropos from a tropos state". scheme or table. p. 4024 - 4027. Retrieved 2011/10/02.