6-Nitroisoquinoline

Base Information

• Chemical Name: 6-Nitroisoquinoline
• CAS No.: 70538-57-7
• Molecular Formula: C9H6N2O2
• Molecular Weight: 174.04
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID00461879
• Nikkaji Number: J2.169.060K
• Wikidata: Q82286325
• Mol file: 70538-57-7.mol

Synonyms:6-nitroisoquinoline;70538-57-7;6-Nitro-isoquinoline;SCHEMBL3293939;DTXSID00461879;AMY17890;MFCD09991731;AKOS006314451;FT-0731615;A866599

Chemical Property of 6-Nitroisoquinoline

Chemical Property:

• Boiling Point: 353.325 °C at 760 mmHg
• Flash Point: 167.485 °C
• PSA: 58.71000
• Density: 1.354 g/cm³
• LogP: 2.66620
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 174.042927438
• Heavy Atom Count: 13
• Complexity: 202

Purity/Quality:

98%min ^*data from raw suppliers

6-Nitroisoquinoline 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CN=C2)C=C1[N+](=O)[O-]

Technology Process of 6-Nitroisoquinoline

There total 6 articles about 6-Nitroisoquinoline 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:

1,2,3,4-tetrahydroisoquinoline (91-21-4) → 7-nitroisoquinoline (13058-73-6) + 6-nitroisoquinoline (70538-57-7)

Guidance literature:

With sulfuric acid; nitric acid; Erh_. des Rktprod_. mit Quecksilber(II)-acetat und wss. Essigsaeure auf 150grad;

Reference yield:

5-aminoindan-1-one (3470-54-0) → 6-nitroisoquinoline (70538-57-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 56 percent / pertrifluoroacetic acid / CH₂Cl₂ / 13 h / Ambient temperature

2: sodium borohydride / methanol / 3 h / Ambient temperature

3: 82 percent / p-Toluenesulfonic acid / benzene / 3 h / Heating

With sodium tetrahydroborate; toluene-4-sulfonic acid; trifluoroacetic acid; In methanol; dichloromethane; benzene;

DOI:10.1021/jo01314a019

Reference yield:

5-Nitroindan-1-ol (70840-00-5) → 6-nitroisoquinoline (70538-57-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / p-Toluenesulfonic acid / benzene / 3 h / Heating

With toluene-4-sulfonic acid; In benzene;

DOI:10.1021/jo01314a019

upstream raw materials:

1,2,3,4-tetrahydroisoquinoline

6-Nitroindene

5-aminoindan-1-one

5-Nitroindan-1-ol

Downstream raw materials:

6-isoquinolinamine

6-nitroisoquinolin-1(2H)-one

Refernces

• 1、 Saito,Hamana. "Studies on tertiary amine oxides. LXIII. Nitration of 1-cyanoisoquinoline 2-oxide and isoquinoline 2-oxide". . p. 23 - 29,24, 25, 27, 28. Retrieved 2007/10/07.