2-(4-Methylphenyl)-4,7-dihydro-4,7-methano-2H-isoindole

Base Information

• Chemical Name: 2-(4-Methylphenyl)-4,7-dihydro-4,7-methano-2H-isoindole
• CAS No.: 30451-33-3
• Molecular Formula: C16H15 N
• Molecular Weight: 221.297
• Hs Code.: 2933990090
• Mol file: 30451-33-3.mol

Synonyms:4,7-Methanoisoindole,4,7-dihydro-2-p-tolyl- (8CI)

Chemical Property of 2-(4-Methylphenyl)-4,7-dihydro-4,7-methano-2H-isoindole

Chemical Property:

• Vapor Pressure: 8.09E-05mmHg at 25°C
• Boiling Point: 351.9°Cat760mmHg
• Flash Point: 166.6°C
• PSA: 4.93000
• Density: 1.18g/cm³
• LogP: 3.92640

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(4-Methylphenyl)-4,7-dihydro-4,7-methano-2H-isoindole

There total 5 articles about 2-(4-Methylphenyl)-4,7-dihydro-4,7-methano-2H-isoindole 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:

(3-Diethoxymethyl-bicyclo[2.2.1]hepta-2,5-dien-2-ylmethyl)-p-tolyl-amine (173313-71-8) → 2-(p-tolyl)-4,7-dihydro-4,7-methano-2H-isoindole (30451-33-3)

Guidance literature:

With silica gel; In benzene; Yield given;

DOI:10.1246/bcsj.68.3269

Reference yield:

cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) → 2-(p-tolyl)-4,7-dihydro-4,7-methano-2H-isoindole (30451-33-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 92 percent / CH₂Cl₂ / 24 h / Ambient temperature

2: magnesium sulfate / CHCl₃ / 2 h / Ambient temperature

3: sodium borohydride / ethanol / 10 h / Ambient temperature

4: silica gel / benzene

With sodium tetrahydroborate; silica gel; magnesium sulfate; In ethanol; dichloromethane; chloroform; benzene;

DOI:10.1246/bcsj.68.3269

Reference yield:

3-(diethoxymethyl)bicyclo<2.2.1>hepta-2,5-diene-2-carbaldehyde (157309-38-1) → 2-(p-tolyl)-4,7-dihydro-4,7-methano-2H-isoindole (30451-33-3)

Guidance literature:

Multi-step reaction with 3 steps

1: magnesium sulfate / CHCl₃ / 2 h / Ambient temperature

2: sodium borohydride / ethanol / 10 h / Ambient temperature

3: silica gel / benzene

With sodium tetrahydroborate; silica gel; magnesium sulfate; In ethanol; chloroform; benzene;

DOI:10.1246/bcsj.68.3269

upstream raw materials:

(3-Diethoxymethyl-bicyclo[2.2.1]hepta-2,5-dien-2-ylmethyl)-p-tolyl-amine

cyclopenta-1,3-diene

3-(diethoxymethyl)bicyclo<2.2.1>hepta-2,5-diene-2-carbaldehyde

[1-(3-Diethoxymethyl-bicyclo[2.2.1]hepta-2,5-dien-2-yl)-meth-(E)-ylidene]-p-tolyl-amine

Refernces