8-Iodoquinoline

Base Information

• Chemical Name: 8-Iodoquinoline
• CAS No.: 1006-47-9
• Molecular Formula: C9H6IN
• Molecular Weight: 255.058
• Hs Code.: 2933499090
• European Community (EC) Number: 811-836-8
• DSSTox Substance ID: DTXSID60590477
• Nikkaji Number: J1.106.352G
• Wikidata: Q72484621
• Mol file: 1006-47-9.mol

Synonyms:8-Iodoquinoline;1006-47-9;Quinoline, 8-iodo-;8-Iodo quinoline;MFCD08062396;8-Iodo-quinoline;SCHEMBL1282001;DTXSID60590477;OBEGSKDGFBFMFJ-UHFFFAOYSA-N;SMSSF-0625474;AMY17487;AKOS005200033;SB11192;AMS_CNC_ID-1827713337;DS-13270;SY051231;DB-058471;CS-0041399;I0965;EN300-67222;A26434;P10543

Chemical Property of 8-Iodoquinoline

Chemical Property:

• Vapor Pressure: 0.000585mmHg at 25°C
• Melting Point: 36 °C
• Refractive Index: 1.724
• Boiling Point: 320.7 °C at 760 mmHg
• PKA: 2.72±0.17(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: 2.9
• 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%,99%, ^*data from raw suppliers

8-Iodoquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)I)N=CC=C2

Technology Process of 8-Iodoquinoline

There total 10 articles about 8-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: 77.0%

8-amino quinoline (578-66-5) → iodo-8 quinoleine (1006-47-9)

Guidance literature:

8-amino quinoline; With hydrogenchloride; sodium nitrite; In water; at 0 ℃; for 0.25h;

With potassium iodide; In water; at 0 - 20 ℃;

DOI:10.1080/00958972.2021.2024521

Reference yield: 54.0%

2-iodophenylamine (615-43-0) + allyl alcohol (107-18-6) → iodo-8 quinoleine (1006-47-9)

Guidance literature:

With dipotassium peroxodisulfate; oxygen; potassium iodide; In N,N-dimethyl acetamide; at 120 ℃; for 12h; under 760.051 Torr; Schlenk technique;

DOI:10.1002/chem.201703218

Reference yield: 47.0%

quinoline (91-22-5) → 2-iodoquinoline (6560-83-4) + iodo-8 quinoleine (1006-47-9)

Guidance literature:

quinoline; With 2,2,6,6-tetramethylpiperidinyl-lithium; di-tert-butylzinc; In tetrahydrofuran; at -78 - 20 ℃;

With iodine; In tetrahydrofuran; regioselective reaction;

DOI:10.1021/ol201539d

upstream raw materials:

quinoline

8-amino quinoline

ortho-iodophenylboronic acid

2-iodophenylamine

Downstream raw materials:

8-iodo-5-nitroquinoline

p-methoxyphenylthio-8 quinoleine

5-chloro-8-iodoquinoline

8-(trifluoromethyl)quinoline

Refernces

• 1、 Liu, Qianyi,Sun, Beiqi,Liu, Zheng,Kao, Yi,Dong, Bo-Wei,Jiang, Shang-Da,Li, Feng,Liu, Guoquan,Yang, Yang,Mo, Fanyang. "A general electrochemical strategy for the Sandmeyer reaction". . p. 8731 - 8737. Retrieved 2018.
• 2、 Dhungana, Pramod,Nandy, Pranab K.,Hussain, Anwar,Hoefelmeyer, James D.. "Coordination complexes featuring bidentate κN, κI-8-iodoquinoline". . p. 3170 - 3181. Retrieved 2022/01/19.
• 3、 -. "PHENANTHROLINONE DERIVATIVES FOR USE IN THE TREATMENT OF BACTERIAL INFECTIONS". Page/Page column 19. . Retrieved 2019/08/20.