4-Bromoquinolin-8-ol

Base Information

• Chemical Name: 4-Bromoquinolin-8-ol
• CAS No.: 139399-63-6
• Molecular Formula: C9H6 Br N O
• Molecular Weight: 224.057
• Hs Code.: 2933499090
• European Community (EC) Number: 805-517-2
• NSC Number: 673456
• DSSTox Substance ID: DTXSID60327644
• Wikidata: Q72512513
• ChEMBL ID: CHEMBL1969295
• Mol file: 139399-63-6.mol

Synonyms:4-bromoquinolin-8-ol;139399-63-6;4-BROMO-8-HYDROXYQUINOLINE;8-Quinolinol, 4-bromo-;4-Bromo-8-quinolinol;NSC673456;CHEMBL1969295;SCHEMBL17502507;DTXSID60327644;MFCD08688609;AKOS015919669;CS-W018993;NSC-673456;PS-5626;SB71820;NCI60_026026;A3009;EN300-139995;Z1269199316

Chemical Property of 4-Bromoquinolin-8-ol

Chemical Property:

• PSA: 33.12000
• Density: 1.705
• LogP: 2.70290
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 222.96328
• Heavy Atom Count: 12
• Complexity: 165

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Bromoquinolin-8-Ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CN=C2C(=C1)O)Br

Technology Process of 4-Bromoquinolin-8-ol

There total 5 articles about 4-Bromoquinolin-8-ol 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: 92.0%

4-bromo-8-methoxyquinoline (103028-31-5) → 4-bromo-8-hydroxyquinoline (139399-63-6)

Guidance literature:

With sulfuric acid;

DOI:10.1007/BF00823423

Reference yield:

4-hydroxy-8-methoxyquinoline (21269-34-1) → 4-bromo-8-hydroxyquinoline (139399-63-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / POBr₃ / CHCl₃ / 4 h / Heating

2: 92 percent / 76percent H₂SO₄

With sulfuric acid; phosphorus(V) oxybromide; In chloroform;

DOI:10.1007/BF00823423

Reference yield:

4-hydroxy-8-methoxy-quinoline-2-carboxylic acid (2929-14-8) → 4-bromo-8-hydroxyquinoline (139399-63-6)

Guidance literature:

Multi-step reaction with 3 steps

1: POBr₃ / 100 °C

2: biphenyl / 230 °C

3: water; hydrobromic acid

With biphenyl; water; hydrogen bromide; phosphorus(V) oxybromide;

DOI:10.1039/jr9570000290

upstream raw materials:

4-bromo-8-methoxyquinoline

4-hydroxy-8-methoxyquinoline

4-hydroxy-8-methoxy-quinoline-2-carboxylic acid

4-bromo-8-methoxy-quinoline-2-carboxylic acid

Refernces

• 1、 -. "SUBSTITUTED QUINOLINE-4-CARBOXAMIDES AND USE THEREOF". Paragraph 0759-0762. . Retrieved 2017/09/02.