6,8-Dichloroquinoline

Base Information

• Chemical Name: 6,8-Dichloroquinoline
• CAS No.: 703-66-2
• Molecular Formula: C₉H₅Cl₂N
• Molecular Weight: 198.051
• Hs Code.: 2933499090
• NSC Number: 137123
• DSSTox Substance ID: DTXSID70300463
• Nikkaji Number: J134.670I
• Wikidata: Q72468178
• Mol file: 703-66-2.mol

Synonyms:6,8-Dichloroquinoline;703-66-2;Quinoline, 6,8-dichloro-;NSC137123;Quinoline,8-dichloro-;6,8-dichloroquino-line;DTXSID70300463;MFCD00040711;AKOS006273493;NSC-137123;SB67836;BS-24424;CS-0455011;A866622

Chemical Property of 6,8-Dichloroquinoline

Chemical Property:

• Vapor Pressure: 0.00125mmHg at 25°C
• Melting Point: 103-104 °C
• Boiling Point: 308.3 °C at 760 mmHg
• PKA: 1.53±0.20(Predicted)
• Flash Point: 169.1 °C
• PSA: 12.89000
• Density: 1.407 g/cm³
• LogP: 3.54160
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 196.9799046
• Heavy Atom Count: 12
• Complexity: 163

Purity/Quality:

99% ^*data from raw suppliers

6,8-Dichloroquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=CC(=CC(=C2N=C1)Cl)Cl

Technology Process of 6,8-Dichloroquinoline

There total 11 articles about 6,8-Dichloroquinoline 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: 57.0%

2,4-Dichloroaniline (554-00-7,51908-09-9) + allyl alcohol (107-18-6) → 6,8-Dichloroquinoline (703-66-2)

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: 46.0%

6,8-dichloro-tetrahydroquinoline → 6,8-Dichloroquinoline (703-66-2)

Guidance literature:

With oxygen; sodium t-butanolate; In dimethyl sulfoxide; at 60 ℃; for 4h; under 760.051 Torr;

DOI:10.1021/acs.joc.9b03447

Reference yield:

N-(2,4-dichlorophenyl)acetamide (6975-29-7) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → 6,8-Dichloroquinoline (703-66-2)

Guidance literature:

With arsenic(V) oxide; sulfuric acid; at 130 ℃;

DOI:10.1021/ja01156a555

upstream raw materials:

8-amino-6-chloroquinoline

2,4-Dichloroaniline

glycerol

N-(2,4-dichlorophenyl)acetamide

Downstream raw materials:

6,8-dichloro-quinolin-2-ol

Refernces

• 1、 Wu, Jiwei,Liao, Zhixiong,Liu, Dong,Chiang, Chien-Wei,Li, Zheng,Zhou, Zhonghao,Yi, Hong,Zhang, Xu,Deng, Zixin,Lei, Aiwen. "From Anilines to Quinolines: Iodide- and Silver-Mediated Aerobic Double C?H Oxidative Annulation–Aromatization". supporting information. p. 15874 - 15878. Retrieved 2017/10/23.