[1,1'-Binaphthalene]-2,2'-diamine, N,N'-dimethyl

Base Information

• Chemical Name: [1,1'-Binaphthalene]-2,2'-diamine, N,N'-dimethyl
• CAS No.: 93621-64-8
• Molecular Formula: C₂₂H₂₀N₂
• Molecular Weight: 312.414
• Mol file: 93621-64-8.mol

Synonyms:[1,1'-Binaphthalene]-2,2'-diamine, N,N'-dimethyl

Chemical Property of [1,1'-Binaphthalene]-2,2'-diamine, N,N'-dimethyl

Chemical Property:

• Melting Point: 146-148 °C
• Boiling Point: 516.1±45.0 °C(Predicted)
• PKA: 4.89±0.40(Predicted)
• PSA: 24.06000
• Density: 1.193±0.06 g/cm3(Predicted)
• LogP: 5.88940
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

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

N2,N2'-Dimethyl-[1,1'-binaphthalene]-2,2'-diamine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of [1,1'-Binaphthalene]-2,2'-diamine, N,N'-dimethyl

There total 5 articles about [1,1'-Binaphthalene]-2,2'-diamine, N,N'-dimethyl 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: 95.0%

(R)-2,2'-bis(ethoxycarbonylamino)-1,1'-binaphthyl (93621-63-7,93713-29-2,756901-97-0) → N2,N2'-dimethyl-[1,1'-binaphthalene]-2,2'-diamine (93713-30-5,93621-64-8,666175-40-2)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 1h; Heating;

DOI:10.1016/S0957-4166(02)00571-2

Reference yield: 75.0%

2-N-methylaminonaphthalene (2216-67-3) → N2,N2'-dimethyl-[1,1'-binaphthalene]-2,2'-diamine (93713-30-5,93621-64-8,666175-40-2)

Guidance literature:

With rhodium contaminated with carbon; trifluoroacetic acid; In trifluoroacetic acid; at 20 ℃; for 2h;

DOI:10.1021/ol502197p

Reference yield:

1,1'-binaphthalene-2,2'-diamine (4488-22-6,18531-95-8) → N2,N2'-dimethyl-[1,1'-binaphthalene]-2,2'-diamine (93713-30-5,93621-64-8,666175-40-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / pyridine / benzene / 3 h / 20 °C

2: 95 percent / LiAlH₄ / tetrahydrofuran / 1 h / Heating

With pyridine; lithium aluminium tetrahydride; In tetrahydrofuran; benzene;

DOI:10.1016/S0957-4166(02)00571-2

upstream raw materials:

(R)-2,2'-bis(ethoxycarbonylamino)-1,1'-binaphthyl

1,1'-binaphthalene-2,2'-diamine

2-N-methylaminonaphthalene

2-bromonaphthalene

Refernces

• 1、 Matsumoto, Kenji,Dougomori, Kento,Tachikawa, Shohei,Ishii, Takanori,Shindo, Mitsuru. "Aerobic oxidative homocoupling of aryl amines using heterogeneous rhodium catalysts". supporting information. p. 4754 - 4757. Retrieved 2015/04/22.
• 2、 Prasad,Naidu, Ajay B.,Sekar. "An efficient intermolecular C(aryl)-S bond forming reaction catalyzed by BINAM-copper(II) complex". supporting information; experimental part. p. 1411 - 1415. Retrieved 2009/06/18.