2,2'-Dinaphthyl ketone

Base Information

• Chemical Name: 2,2'-Dinaphthyl ketone
• CAS No.: 613-56-9
• Molecular Formula: C21H14O
• Molecular Weight: 282.342
• Hs Code.: 2914399090
• DSSTox Substance ID: DTXSID80449357
• Nikkaji Number: J134.841H
• Wikidata: Q82268789
• Mol file: 613-56-9.mol

Synonyms:2,2'-DINAPHTHYL KETONE;613-56-9;Dinaphthalen-2-ylmethanone;beta-naphthyl ketone;MFCD00183496;2,2'-DINAPHTHYLKETONE;2-naphthyl ketone;Di-ss-naphthylketon;di-2-naphthyl ketone;di(2-naphthyl)methanone;Bis(2-naphthyl) ketone;di(naphthalen-2-yl)methanone;SCHEMBL941698;DTXSID80449357;VLEZVYXNVAHDOI-UHFFFAOYSA-N;BIS(NAPHTHALEN-2-YL)METHANONE;AKOS016018362;DS-10175;CS-0155885;C75874;A928557

Chemical Property of 2,2'-Dinaphthyl ketone

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 164.5 °C
• Boiling Point: 485.692oC at 760 mmHg
• Flash Point: 215.983oC
• PSA: 17.07000
• Density: 1.197g/cm3
• LogP: 5.22400
• Storage Temp.: Sealed in dry,Room Temperature
• 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:

98%min ^*data from raw suppliers

2,2'-Dinaphthylketone 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C=C(C=CC2=C1)C(=O)C3=CC4=CC=CC=C4C=C3

Technology Process of 2,2'-Dinaphthyl ketone

There total 3 articles about 2,2'-Dinaphthyl ketone 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: 24.0%

2-naphthyllithium (4541-70-2) → 2,2'-binaphthalene (612-78-2) + 1,2-bis(2-naphthyl)ethan-1,2-dione (29574-57-0) + Bis(2-naphthyl)ketone (613-56-9) + 2-hydroxy-1,2-bis(naphthalen-2-yl)ethanone (42040-68-6)

Guidance literature:

2-naphthyllithium; Mo(CO)6; In diethyl ether; at -60 ℃;

With boron trifluoride diethyl etherate; In diethyl ether; at -60 - 20 ℃;

With water; In diethyl ether; Further stages.;

DOI:10.1002/1521-3765(20000602)6:11<1930::AID-CHEM1930>3.0.CO;2-8

Reference yield:

2-naphthalenylmagnesium bromide (21473-01-8) + 2-naphthaloyl chloride (2243-83-6) → Bis(2-naphthyl)ketone (613-56-9)

Guidance literature:

Reference yield:

C25H23NOS + 3-phenyl-5H-1,4,2-dioxazol-5-one (19226-36-9) → Bis(2-naphthyl)ketone (613-56-9) + C28H18N2

Guidance literature:

With carbonyl(pentamethylcyclopentadienyl)cobalt diiodide; silver(I) triflimide; In 1,2-dichloro-ethane; at 120 ℃; for 16h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.6b00227

upstream raw materials:

2-naphthalenylmagnesium bromide

2-naphthaloyl chloride

2-naphthyllithium

3-phenyl-5H-1,4,2-dioxazol-5-one

Downstream raw materials:

naphthalene

naphthalene-2-carboxylate

bis(β-naphthyl)methanol

(2-allylphenyl)(phenyl)methanone

Refernces

• 1、 Barluenga, Jose,Rodriguez, Felix,Fananas, Francisco J.. "Difluoroboroxymolybdenum fischer carbene complexes as precursors of acyl radicals: Dimerization and trapping with electron-deficient alkenes". . p. 1930 - 1937. Retrieved 2007/10/03.