Methanone, dinaphthalenyl-

Base Information

• Chemical Name: Methanone, dinaphthalenyl-
• CAS No.: 605-78-7
• Molecular Formula: C21H14O
• Molecular Weight: 282.342
• European Community (EC) Number: 687-827-6
• DSSTox Substance ID: DTXSID80408540
• Nikkaji Number: J134.843D
• Wikidata: Q82214047
• Mol file: 605-78-7.mol

Synonyms:Di(naphthalen-1-yl)methanone;605-78-7;di-naphthalen-1-yl-methanone;Methanone, di-1-naphthalenyl-;di(1-naphthyl)methanone;Dinaphthalen-1-ylmethanone;Methanone, dinaphthalenyl-;naphthyl ketone;30172-85-1;SCHEMBL244802;DTXSID80408540;AZRQQTKALKINGP-UHFFFAOYSA-N;Di-naphthalen-1-yl-methanone, 97%;MFCD00183510;BIS(NAPHTHALEN-1-YL)METHANONE;AKOS024328918

Chemical Property of Methanone, dinaphthalenyl-

Chemical Property:

• Melting Point: 104 °C
• Boiling Point: 485.7±14.0 °C(Predicted)
• PSA: 17.07000
• Density: 1?+-.0.06 g/cm3(Predicted)
• LogP: 5.22400
• XLogP3: 5.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 282.104465066
• Heavy Atom Count: 22
• Complexity: 365

Purity/Quality:

99% ^*data from raw suppliers

Di-naphthalen-1-yl-methanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2C(=O)C3=CC=CC4=CC=CC=C43

Technology Process of Methanone, dinaphthalenyl-

There total 36 articles about Methanone, dinaphthalenyl- 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: 97.0%

1-Iodonaphthalene (90-14-2) → bis(naphthalen-1-yl)methanone (605-78-7)

Guidance literature:

With air; 2,3-dimethylnaphthalene; In acetonitrile; for 0.00277778h; microwave irradiation;

DOI:10.1021/ol036091x

Reference yield: 96.0%

bis(1-naphthyl)methanol (62784-66-1) → bis(naphthalen-1-yl)methanone (605-78-7)

Guidance literature:

With nickel(II) triflate; cyclohexanone; 1,2-bis-(dicyclohexylphosphino)ethane; In toluene; at 110 ℃; for 12h; Schlenk technique;

DOI:10.1039/d0cc03966g

Reference yield: 86.0%

1-Bromonaphthalene (90-11-9) + acetophenone (98-86-2) → bis(naphthalen-1-yl)methanone (605-78-7)

Guidance literature:

1-Bromonaphthalene; acetophenone; With palladium diacetate; caesium carbonate; triphenylphosphine; In N,N-dimethyl-formamide; at 20 - 153 ℃; for 3h; Inert atmosphere; Schlenk technique;

With oxygen; In N,N-dimethyl-formamide; at 0.153 ℃; Schlenk technique;

DOI:10.1021/jo5010185

upstream raw materials:

bis(1-naphthyl)methanol

1-naphthylmagnesiumbromide

naphthalene-1-carbonic acid chloride

cyanogen chloride

Downstream raw materials:

7H-Dibenz[d,e,j]anthracen-7-one

1,1-di-[1]naphthyl-2-phenyl-ethanol

naphthalene

1-naphthalenecarboxylic acid

Refernces

• 1、 Su, Weike,Jin, Can. "Ytterbium triflate catalyzed Friedel-Crafts reaction: Facile synthesis of diaryl ketones". . p. 4249 - 4256. Retrieved 2004.
• 2、 Wu,Zong,Wei,Qin,Zou. "A convenient synthesis of 1,1′- and 1,2′-dinaphthylmethanones". . p. 420 - 422. Retrieved 2003.
• 3、 Ye, Danfeng,Liu, Zhiyuan,Sessler, Jonathan L.,Lei, Chuanhu. "Base-free oxidation of alcohols enabled by nickel(ii)-catalyzed transfer dehydrogenation". supporting information. p. 11811 - 11814. Retrieved 2020/10/13.
• 4、 -. "Method for preparing symmetric diarylketone through catalytic oxidative carbonylation". Paragraph 0023; 0024; 0025; 0026; 0030. . Retrieved 2019/03/08.