phthalophenone

Base Information

• Chemical Name: phthalophenone
• CAS No.: 596-29-2
• Molecular Formula: C20H14O2
• Molecular Weight: 286.33
• Mol file: 596-29-2.mol

Synonyms:3,3-Diphenyl-phthalid;3,3-DIPHENYL PHTHALIDE;1(3H)-Isobenzofuranone, 3,3-diphenyl-;phthalophenone;3,3-diphenyl-3H-isobenzofuran-1-one;

Chemical Property of phthalophenone

Chemical Property:

• Vapor Pressure: 1.91E-08mmHg at 25°C
• Melting Point: 120°C
• Refractive Index: 1.6440 (estimate)
• Boiling Point: 454.4°Cat760mmHg
• Flash Point: 192.4°C
• PSA: 26.30000
• Density: 1.229g/cm³
• LogP: 4.14890
• Water Solubility.: 40mg/L(25 oC)

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of phthalophenone

There total 68 articles about phthalophenone 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: 94.0%

benzophenone (119-61-9) + o-cyanobromobenzene (2042-37-7) → 3,3-diphenyl-2-benzofuran-1(3H)-one (596-29-2)

Guidance literature:

o-cyanobromobenzene; With n-butyllithium; In tetrahydrofuran; hexane; at 20 ℃;

benzophenone; In tetrahydrofuran; hexane; at 20 ℃;

DOI:10.1039/b919325c

Reference yield: 94.0%

2-Benzoylbenzoic acid (85-52-9) + phenyllithium (591-51-5) → 3,3-diphenyl-2-benzofuran-1(3H)-one (596-29-2)

Guidance literature:

In tetrahydrofuran; at -78 ℃; for 2h;

DOI:10.1002/hlca.19810640510

Reference yield: 92.0%

o-Methoxymethyl-triphenylcarbinol (19620-43-0) → 3,3-diphenyl-2-benzofuran-1(3H)-one (596-29-2)

Guidance literature:

With tetrabutylammomium bromide; Eosin Y; oxygen; In acetonitrile; at 20 ℃; under 760.051 Torr; Reagent/catalyst; Solvent; Irradiation;

DOI:10.1039/d1gc02297k

upstream raw materials:

1,4-dioxane

phthalic anhydride

phenyllithium

2-Benzoylbenzoic acid

Downstream raw materials:

2-benzhydryl-N,N-dimethylbenzamide

1,1-diphenyl-1,3-dihydrobenzofuran

1-hydroxy-1,3,3-triphenylphthalan

3,3-diphenylisoindolin-1-one

Refernces

• 1、 Ross,Schwarz. "-". . p. 3020,3023. Retrieved 1955.
• 2、 Ener, Maraia E.,Darcy, Julia W.,Menges, Fabian S.,Mayer, James M.. "Base-Directed Photoredox Activation of C-H Bonds by PCET". supporting information. p. 7175 - 7180. Retrieved 2020/07/14.
• 3、 Nakamura, Yu,Yoshida, Suguru,Hosoya, Takamitsu. "Facile synthesis of phthalides from methyl ortho-iodobenzoates and ketones via an iodinemagnesium exchange reaction using a silylmethyl Grignard reagent". supporting information. p. 858 - 861. Retrieved 2017/06/13.