S-N,N,N',N'-tetramethyl-1,1'-binaphthyldiamine

Base Information

• Chemical Name: S-N,N,N',N'-tetramethyl-1,1'-binaphthyldiamine
• CAS No.: 135759-57-8
• Molecular Formula: C₂₄H₂₄N₂
• Molecular Weight: 340.468
• Mol file: 135759-57-8.mol

Synonyms:N,N,N',N'-tetramethyl-BINAM;N,N'-tetramethyl 1,1'-binaphthyl-2,2'-diamine;

Chemical Property of S-N,N,N',N'-tetramethyl-1,1'-binaphthyldiamine

Chemical Property:

• Boiling Point: 511.7±50.0 °C(Predicted)
• PKA: 5.00±0.40(Predicted)
• PSA: 6.48000
• Density: 1.138±0.06 g/cm3(Predicted)
• LogP: 5.79200

Purity/Quality:

98.5% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of S-N,N,N',N'-tetramethyl-1,1'-binaphthyldiamine

There total 4 articles about S-N,N,N',N'-tetramethyl-1,1'-binaphthyldiamine 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: 85.0%

2-N,N-Dimethylaminonaphthalene (2436-85-3) + N,N-dimethyl-aniline (121-69-7,77733-26-7) → (R)-N,N,N',N'-tetramethyl-<1,1'-binaphthalene>-2,2'-diamine (135029-77-5,135759-57-8,103459-11-6) + 1-[4-(N,N-dimethylamino)phenyl]-2-(N',N'-dimethylamino)naphthalene

Guidance literature:

With 5% Rh/C; oxygen; trifluoroacetic acid; at 20 ℃; for 16h; Reagent/catalyst; Temperature;

DOI:10.1002/anie.201600400

Reference yield: 73.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 1,1'-binaphthalene-2,2'-diamine (4488-22-6,18531-95-8) → (R)-N,N,N',N'-tetramethyl-<1,1'-binaphthalene>-2,2'-diamine (135029-77-5,135759-57-8,103459-11-6)

Guidance literature:

formaldehyd; 1,1'-binaphthalene-2,2'-diamine; With formic acid; In water; for 15h; Reflux;

With sodium hydroxide;

DOI:10.1016/j.tet.2010.01.026

Reference yield: 26.0%

2-methylmethoxybenzene (578-58-5) + 2-N,N-Dimethylaminonaphthalene (2436-85-3) → (R)-N,N,N',N'-tetramethyl-<1,1'-binaphthalene>-2,2'-diamine (135029-77-5,135759-57-8,103459-11-6) + 1-(4-methoxy-3-methylphenyl)-2-(N,N-dimethylamino)naphthalene

Guidance literature:

With 5% Rh/C; trifluoroacetic acid; at 60 ℃; for 24h;

DOI:10.1002/anie.201600400

upstream raw materials:

formaldehyd

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

2-N,N-Dimethylaminonaphthalene

N,N-dimethyl-aniline

Refernces

• 1、 Jaseer,Prasad,Sekar, Govindasamy. "Domino synthesis of 2-arylbenzo[b]furans by copper(II)-catalyzed coupling of o-iodophenols and aryl acetylenes". supporting information; experimental part. p. 2077 - 2082. Retrieved 2010/04/29.
• 2、 Benson, Scott C.,Cai, Ping,Colon, Marcelo,Haiza, Mohammed A.,Tokles, Maritherese,Snyder, John K.. "Use of Carboxylic Acids as Chiral Solvating Agents for the Determination of Optical Purity of Chiral Amines by NMR Spectroscopy". . p. 5335 - 5341. Retrieved 2007/10/02.