N-(p-Tolyl)-1-naphthylamine

Base Information

• Chemical Name: N-(p-Tolyl)-1-naphthylamine
• CAS No.: 634-43-5
• Molecular Formula: C17H15N
• Molecular Weight: 233.313
• Hs Code.: 2921499090
• European Community (EC) Number: 678-537-0
• NSC Number: 37610
• DSSTox Substance ID: DTXSID70284552
• Nikkaji Number: J136.494D
• Wikidata: Q82019557
• Mol file: 634-43-5.mol

Synonyms:634-43-5;N-(p-Tolyl)-1-naphthylamine;1-(p-Toluidino)naphthalene;N-(p-Tolyl)naphthalen-1-amine;N-(4-methylphenyl)naphthalen-1-amine;1-Naphthalenamine, N-(4-methylphenyl)-;1-Naphthylamine, N-p-tolyl-;N-(4-methylphenyl)-N-(1-naphthyl)amine;N-p-Tolyl-1-naphthylamine;NSC37610;p-Tolyl-a-Naphtylamin;N-p-tolylnaphthalen-1-amine;Oprea1_211408;Oprea1_751250;SCHEMBL1009448;DTXSID70284552;MFCD00035709;NSC-37610;STK289939;AKOS000727611;CS-W012925;NCGC00342251-01;AS-59805;FT-0632691;T2201;T72747;AB01334812-02;AG-690/40719373;BRD-K30935445-001-01-7

Chemical Property of N-(p-Tolyl)-1-naphthylamine

Chemical Property:

• Vapor Pressure: 3.14E-06mmHg at 25°C
• Melting Point: 78 °C
• Refractive Index: 1.685
• Boiling Point: 388.1 °C at 760 mmHg
• PKA: 1.33±0.30(Predicted)
• Flash Point: 201.6 °C
• PSA: 12.03000
• Density: 1.133 g/cm³
• LogP: 4.96480
• Solubility.: soluble in Methanol
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 233.120449483
• Heavy Atom Count: 18
• Complexity: 254

Purity/Quality:

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

N-(p-Tolyl)-1-naphthylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)NC2=CC=CC3=CC=CC=C32
• Uses: N-(p-Tolyl)-1-naphthylamine (cas# 634-43-5) is a compound useful in organic synthesis.

Technology Process of N-(p-Tolyl)-1-naphthylamine

There total 18 articles about N-(p-Tolyl)-1-naphthylamine 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: 99.0%

1-Bromonaphthalene (90-11-9) + p-toluidine (106-49-0,12221-03-3) → N-(p-tolyl)naphthalen-1-amine (634-43-5)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; [1,1′-bis(diphenylphosphino)ferrocene]bis(triphenylphosphite)nickel(0); sodium t-butanolate; In toluene; at 100 ℃; for 18h; Schlenk technique; Inert atmosphere;

DOI:10.1002/adsc.201400201

Reference yield: 98.0%

1-Nitronaphthalene (86-57-7) + p-toluidine (106-49-0,12221-03-3) → N-(p-tolyl)naphthalen-1-amine (634-43-5)

Guidance literature:

With bis(acetylacetonato)palladium(II); potassium phosphate tribasic trihydrate; 2-(2,6-diethyl-4-methylphenyl)-5-(2,4,6-triisopropylphenyl)imidazo[1,5-a]pyridin-2-ium chloride; In 1,4-dioxane; at 130 ℃; for 24h; Inert atmosphere;

DOI:10.1021/acscatal.9b02760

Reference yield: 98.0%

tri-p-cresyl phosphate (78-32-0) + 1-amino-naphthalene (134-32-7) → N-(p-tolyl)naphthalen-1-amine (634-43-5)

Guidance literature:

With bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; N-[2-(di(1-adamantyl)phosphino)phenyl]morpholine; potassium carbonate; at 130 ℃; for 16h; Schlenk technique; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.joc.9b00703

upstream raw materials:

p-toluidine hydrochloride

1-amino-naphthalene

p-toluidine

α-naphthol

Downstream raw materials:

7-ethyl-9-methyl-benz[c]acridine

[1]naphthyl-p-tolyl-vinyl-amine

(rac)-N-p-tolyl-1,2,3,4-tetrahydronaphthalen-1-amine

N,N′-bis(4-tolyl)-1,1′-binaphthalene-4,4′-diamine

Refernces

• 1、 Kumari, Kavita,Kumar, Saurabh,Singh, Krishna Nand,Drew, Michael G. B.,Singh, Nanhai. "Synthesis and characterization of new square planar heteroleptic cationic complexes [Ni(ii) β-oxodithioester-dppe]+; Their use as a catalyst for Chan-Lam coupling". . p. 12143 - 12153. Retrieved 2020/07/30.
• 2、 Chen, Zicong,Chen, Xiangmeng,So, Chau Ming. "Palladium-catalyzed c(sp2)-n bond cross-coupling with triaryl phosphates". . . Retrieved 2019/05/22.