3-Hydroxyisoquinoline

Base Information

• Chemical Name: 3-Hydroxyisoquinoline
• CAS No.: 7651-81-2
• Molecular Formula: C9H7NO
• Molecular Weight: 145.161
• Hs Code.: 29334900
• European Community (EC) Number: 624-369-8
• DSSTox Substance ID: DTXSID20997882
• Nikkaji Number: J945.212E
• Wikidata: Q72484604
• Mol file: 7651-81-2.mol

Synonyms:3-hydroxyisoquinoline

Chemical Property of 3-Hydroxyisoquinoline

Chemical Property:

• Appearance/Colour: light yellow or yellow green acicular
• Vapor Pressure: 3.16E-12mmHg at 25°C
• Melting Point: 192-194 °C
• Refractive Index: 1.642
• Boiling Point: 551.9 °C at 760 mmHg
• PKA: 11.06±0.20(Predicted)
• Flash Point: 319.4 °C
• PSA: 33.12000
• Density: 1.23 g/cm³
• LogP: 1.94040
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 145.052763847
• Heavy Atom Count: 11
• Complexity: 319

Purity/Quality:

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

3-?Hydroxyisoquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-41
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=CC(=O)NC=C2C=C1
• Uses: 3-?Hydroxyisoquinoline is a compound used in a polymeric mixture of polyvinyl alcohol (PVA) along with Nile Red to produce white light through Fo?rster resonance energy transfer.

Technology Process of 3-Hydroxyisoquinoline

There total 10 articles about 3-Hydroxyisoquinoline 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: 70.0%

tert-butyl 2-(2-(1,3-dioxolan-2-yl)phenyl)acetate → 3-isoquinolinol (7651-81-2,134434-31-4)

Guidance literature:

tert-butyl 2-(2-(1,3-dioxolan-2-yl)phenyl)acetate; With toluene-4-sulfonic acid; In tetrahydrofuran; water; at 20 ℃; for 18h; Sealed tube;

With ammonium hydroxide; In tetrahydrofuran; water; at 60 ℃; for 24h;

DOI:10.1039/c5ob02320c

Reference yield: 62.0%

1-phenyl-1,4-dihydro-3(2H)-isoquinolinone (17507-05-0) → 3-isoquinolinol (7651-81-2,134434-31-4)

Guidance literature:

With aluminium trichloride; In 1,2-dichloro-benzene; at 25 ℃; for 240h;

DOI:10.1021/jo0204855

Reference yield: 40.0%

ammonium hydroxide (1336-21-6) + N-formylphenylacetamide (4252-32-8) → 3-Hydroxyisoquinoline (7651-81-2)

Guidance literature:

In sulfuric acid; water;

upstream raw materials:

isoquinolin-3-amine

1-phenyl-1,4-dihydro-3(2H)-isoquinolinone

2-(2-bromophenyl)-1,3-dioxolan

3-bromoisoquinoline

Downstream raw materials:

3-isoquinolinol

1-phenyl-1,4-dihydro-3(2H)-isoquinolinone

1,4-dihydro-3(2H)-isoquinolinone

2,3,5,6,7,8-Hexahydroisoquinol-3-one

Refernces

• 1、 Pilgrim, Ben S.,Gatland, Alice E.,Esteves, Carlos H. A.,McTernan, Charlie T.,Jones, Geraint R.,Tatton, Matthew R.,Procopiou, Panayiotis A.,Donohoe, Timothy J.. "Palladium-catalyzed enolate arylation as a key C-C bond-forming reaction for the synthesis of isoquinolines". . p. 1065 - 1090. Retrieved 2016/01/15.
• 2、 Krebs, C.,Foerster, W.,Weiss, C.,Hofmann, H.-J.. "Theoretical Description of Solvent Effects. V. The Medium Influence on the Lactim-Lactam Tautomerism of Hydroxyazines". . p. 369 - 378. Retrieved 2007/10/02.