Isoquinoline, 3,4-dihydro-, 2-oxide

Base Information

• Chemical Name: Isoquinoline, 3,4-dihydro-, 2-oxide
• CAS No.: 24423-87-8
• Molecular Formula: C9H9 N O
• Molecular Weight: 147.177
• Nikkaji Number: J306.162K
• Wikidata: Q82925062
• Mol file: 24423-87-8.mol

Synonyms:24423-87-8;Isoquinoline, 3,4-dihydro-, 2-oxide;SCHEMBL265188;3,4-dihydroisoquinoline n-oxide;3,4-dihydroisoquinoline-2-oxide;Isoquinolinium,3,4-dihydro-2-hydroxy-hydroxide,inner salt;AXQPWUAAOXVGOR-UHFFFAOYSA-N;3,4-Dihydro-isoquinoline 2-oxide;Isoquinoline,3,4-dihydro-2-oxide;Isoquinolinium, 3,4-dihydro-2-hydroxy-hydroxide, inner salt;2-oxido-3,4-dihydro-isoquinolin-2-ium;65194-03-8

Chemical Property of Isoquinoline, 3,4-dihydro-, 2-oxide

Chemical Property:

• Vapor Pressure: 0.00106mmHg at 25°C
• Boiling Point: 311°Cat760mmHg
• Flash Point: 158.3°C
• Density: 1.14g/cm³
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 147.068413911
• Heavy Atom Count: 11
• Complexity: 176

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C[N+](=CC2=CC=CC=C21)[O-]

Technology Process of Isoquinoline, 3,4-dihydro-, 2-oxide

There total 4 articles about Isoquinoline, 3,4-dihydro-, 2-oxide 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: 82.0%

1,2,3,4-tetrahydroisoquinoline (91-21-4) + 4-bromobenzenecarbonitrile (623-00-7) → 3,4-dihydro-isoquinoline 2-oxide (24423-87-8,65194-03-8) + p-bromobenzamide (698-67-9)

Guidance literature:

With dihydrogen peroxide; In toluene; at 20 ℃; for 12h;

DOI:10.1021/acs.joc.1c01888

Reference yield: 79.0%

1,2,3,4-tetrahydroisoquinoline (91-21-4) + acetonitrile (75-05-8,26809-02-9) → acetamide (60-35-5) + 3,4-dihydro-isoquinoline 2-oxide (24423-87-8,65194-03-8)

Guidance literature:

With dihydrogen peroxide; In toluene; at 20 ℃; for 12h;

DOI:10.1021/acs.joc.1c01888

Reference yield: 63.0%

1,2,3,4-tetrahydroisoquinoline (91-21-4) → isoquinoline N-oxide (1532-72-5) + 3,4-dihydro-isoquinoline 2-oxide (24423-87-8,65194-03-8)

Guidance literature:

With urea hydrogen peroxide adduct; In methanol; at 0 - 20 ℃; for 7h;

DOI:10.1016/j.tetlet.2011.10.079

upstream raw materials:

2-(2-bromoethyl)benzaldehyde

1,2,3,4-tetrahydroisoquinoline

acetonitrile

4-bromobenzenecarbonitrile

Downstream raw materials:

1,2,3,4-tetrahydroisoquinoline

10-phenyl-(8ar,11ac,11bc)-5,8a,11a,11b-tetrahydro-6H-pyrrolo[3',4':4,5]isoxazolo[3,2-a]isoquinoline-9,11-dione

2-phenyl-1,5,6,10b-tetrahydro-2H-isoxazolo[3,2-a]isoquinoline

9,9-dimethyl-12,12-diphenyl-5,9,12,13a-tetrahydro-6H-9λ⁵-[1,2]azaphospholo[2',1':2,3][1,3,5,2]oxadiazaphospholo[4,5-a]isoquinoline-10,11-dicarboxylic acid dimethyl ester