9-methyl-1,4-dihydro-1,4-epiminonaphthalene

Base Information

• Chemical Name: 9-methyl-1,4-dihydro-1,4-epiminonaphthalene
• CAS No.: 55258-00-9
• Molecular Formula: C₁₁H₁₁N
• Molecular Weight: 157.215
• Mol file: 55258-00-9.mol

Synonyms:N-Methyl-11-aza-tricyclo[6.2.1.0(2,7)]undec-2,4,6,9-tetraene;N-Methyl-7-azabenzonorbornadien;9-methyl-1,4-dihydro-1,4-epiazano-naphthalene;N-methyl-1,4-dihydro-1,4-iminonaphthalene;

Chemical Property of 9-methyl-1,4-dihydro-1,4-epiminonaphthalene

Chemical Property:

• Vapor Pressure: 0.0908mmHg at 25°C
• Melting Point: 108-109 °C(Solv: methanol (67-56-1))
• Boiling Point: 224.5°Cat760mmHg
• PKA: 6.11±0.20(Predicted)
• Flash Point: 81.4°C
• PSA: 3.24000
• Density: 1.128g/cm³
• LogP: 2.22190

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 9-methyl-1,4-dihydro-1,4-epiminonaphthalene

There total 4 articles about 9-methyl-1,4-dihydro-1,4-epiminonaphthalene 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: 54.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 1,4-Dihydro-1,4-epiazano-naphthalene; compound with (E)-but-2-enedioic acid (140118-98-5) → N-methyl-1,4-dihydro-1,4-iminonaphthalene (55258-00-9,60409-97-4,60409-98-5)

Guidance literature:

With sodium cyanoborohydride; In water; acetonitrile;

DOI:10.1016/S0040-4020(01)88190-4

Reference yield: 50.0%

9-methyl-5,6,7,8-tetrachloro-1,4-dihydronaphthalen-1,4-imine (26477-20-3) → N-methyl-1,4-dihydro-1,4-iminonaphthalene (55258-00-9,60409-97-4,60409-98-5) + N-methyl-1,2,3,4-tetrahydro-1,4-iminonaphthalene (55257-99-3,60409-95-2,60409-96-3)

Guidance literature:

With sodium; tert-butyl alcohol; In tetrahydrofuran; Heating;

DOI:10.1016/0040-4020(95)00396-P

Reference yield: 40.0%

N-Methylpyrrole (96-54-8) + benzyne (462-80-6,53356-60-8,193469-78-2) → N-methyl-1,4-dihydro-1,4-iminonaphthalene (55258-00-9,60409-97-4,60409-98-5)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;

upstream raw materials:

formaldehyd

1,4-Dihydro-1,4-epiazano-naphthalene; compound with (E)-but-2-enedioic acid

9-methyl-5,6,7,8-tetrachloro-1,4-dihydronaphthalen-1,4-imine

tetrahydrofuran

Downstream raw materials:

N-methyl-1,2,3,4-tetrahydro-1,4-iminonaphthalene

naphthalene