253585-83-0

Basic information

• Product Name: 1-[4-(Phenylthio)phenyl]-1,2-octanedione 2-(O-benzoyloxime)
• Synonyms: 1-[4-(Phenylthio)phenyl]-1,2-octanedione 2-(O-benzoyloxime);2-((Benzoyloxy)iMino)-1-(4-(phenylthio)phenyl)octan-1-one;1-(4-phenylthiophenyl)-n-octane-1,2-dione-2-benzoic acid oxiMe ester;1,2-Octanedione,1-[4-(phenylthio)phenyl]-,2-(O-benzoyloxime);HRcure-OXE01
• CAS NO: 253585-83-0
• Molecular Formula: C₂₇H₂₇NO₃S
• Molecular Weight: 445.57
• Mol File: 253585-83-0.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 594.723 °C at 760 mmHg
• Flash Point: 313.478 °C
• Appearance: /
• Density: 1.112 g/cm³
• Vapor Pressure: 4.11E-14mmHg at 25°C
• Refractive Index: 1.578
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-[4-(Phenylthio)phenyl]-1,2-octanedione 2-(O-benzoyloxime)(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[4-(Phenylthio)phenyl]-1,2-octanedione 2-(O-benzoyloxime)(253585-83-0)
• EPA Substance Registry System: 1-[4-(Phenylthio)phenyl]-1,2-octanedione 2-(O-benzoyloxime)(253585-83-0)

Safety Data

• Hazardous Substances Data: 253585-83-0(Hazardous Substances Data)

Usage

General Description

The chemical "1-[4-(Phenylthio)phenyl]-1,2-octanedione 2-(O-benzoyloxime)" is a compound with a molecular formula of C21H19NO3S. It is a yellow to orange crystalline solid and is insoluble in water. This chemical is commonly used in organic synthesis and as a reagent in various chemical reactions. It functions as a carbonyl compound and can participate in reactions such as the Claisen condensation and the Michael reaction. Additionally, it can be used to synthesize organic compounds with potential pharmacological activities. Overall, "1-[4-(Phenylthio)phenyl]-1,2-octanedione 2-(O-benzoyloxime)" is a versatile compound with various applications in the field of organic chemistry.

InChI:InChI=1/C27H27NO3S/c1-2-3-4-11-16-25(28-31-27(30)22-12-7-5-8-13-22)26(29)21-17-19-24(20-18-21)32-23-14-9-6-10-15-23/h5-10,12-15,17-20H,2-4,11,16H2,1H3

Synthetic route

C20H23NO2S + benzoyl chloride (98-88-4) → (1-(4-phenylthiophenyl)-octane-1,2-dione-2-benzoic acid oxime ester) (253585-83-0)

Conditions	Yield
With triethylamine In chloroform at 0℃; for 2h; Reagent/catalyst; Solvent;	78%

diphenyl sulfide (139-66-2) → (1-(4-phenylthiophenyl)-octane-1,2-dione-2-benzoic acid oxime ester) (253585-83-0)

Conditions	Yield
Multi-step reaction with 3 steps 1: zirconium; aluminum (III) chloride / dichloromethane / 2 h / -5 - 15 °C / Inert atmosphere 2: hydrogenchloride / tetrahydrofuran / 5 h / 20 °C 3: triethylamine / chloroform / 2 h / 0 °C View Scheme

n-octanoic acid chloride (111-64-8) → (1-(4-phenylthiophenyl)-octane-1,2-dione-2-benzoic acid oxime ester) (253585-83-0)

Conditions	Yield
Multi-step reaction with 3 steps 1: zirconium; aluminum (III) chloride / dichloromethane / 2 h / -5 - 15 °C / Inert atmosphere 2: hydrogenchloride / tetrahydrofuran / 5 h / 20 °C 3: triethylamine / chloroform / 2 h / 0 °C View Scheme

Upstream product

• 98-88-4 benzoyl chloride 
• 139-66-2 diphenyl sulfide 
• 111-64-8 n-octanoic acid chloride 

Relevant articles and documents

Ketone oxime ester photoinitiator green synthetic method

The present invention discloses a ketone oxime ester photoinitiator green synthetic method. According to the method, diphenyl sulfide as a raw material is condensed with caprylyl chloride under the effect of a zirconium catalyst, and then a ketone oxime ester photoinitiator can be obtained by oximation and esterification. The method does not relate to high temperature and high pressure reaction, and is mild in reaction conditions, and good in security. No aluminum chloride or zinc waste water is produced due to use of the zirconium catalyst during the synthesis process, produced byproducts can be recycled, no environmentally harmful solvent is used, and the ketone oxime ester photoinitiator green synthetic method is environmentally friendly, and therefore suitable for industrial production.