138711-39-4

Basic information

• Product Name: 2-ACETOXYBENZOPHENONE
• Synonyms: 2-ACETOXYBENZOPHENONE
• CAS NO: 138711-39-4
• Molecular Formula: C₁₅H₁₂O₃
• Molecular Weight: 240.25
• Mol File: 138711-39-4.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 398.357°C at 760 mmHg
• Flash Point: 177.962°C
• Appearance: /
• Density: 1.171g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.571
• CAS DataBase Reference: 2-ACETOXYBENZOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-ACETOXYBENZOPHENONE(138711-39-4)
• EPA Substance Registry System: 2-ACETOXYBENZOPHENONE(138711-39-4)

Safety Data

• Hazardous Substances Data: 138711-39-4(Hazardous Substances Data)

Usage

Physical state

White crystalline solid

Solubility

Insoluble in water, soluble in organic solvents

Common uses

Photoinitiator in UV-curable coatings, adhesives, and inks

Additional uses

UV blocker in sunscreen and cosmetic products

Research applications

Study of photochemistry and organic synthesis

Safety considerations

Harmful if ingested or inhaled, may cause skin and eye irritation upon contact

InChI:InChI=1/C15H12O3/c1-11(16)18-14-10-6-5-9-13(14)15(17)12-7-3-2-4-8-12/h2-10H,1H3

Upstream product

• 108-95-2 phenol 
• 3117-37-1 3-phenyl-3H-benzofuran-2-one 
• 611-71-2 MANDELIC ACID 
• 32865-61-5 2-iodophenyl acetate 
• 100-52-7 benzaldehyde 
• 117-99-7 2-Hydroxybenzophenone 
• 108-24-7 acetic anhydride 
• 33104-08-4 2-methyl-3-phenylbenzofuran 
• 156363-82-5 2a,7b-dihydro-2a-methyl-7b-phenyl-1,2-dioxeto<3,4-b>benzofuran 
• 67-64-1 acetone 
• 151337-20-1 2,3-dihydro-2-methyl-3-phenyl-2,3-epoxybenzofuran 
• 75-36-5 acetyl chloride 

Downstream Products

• 33104-08-4 2-methyl-3-phenylbenzofuran 

Relevant articles and documents

Generation of 1,2-Dioxetane Decomposition Products in the Oxidation of 3-Phenyl-2-methylbenzofuran Epoxide by Dimethyloxirane and the Oxodiperoxomolybdenum Complex

Oxygen transfer reaction of dimethyldioxiran (DMD) and the oxodiperoxomolybdenum complex on 3-phenyl-2-methylbenzofuran epoxide (2) affords the 1,2-dioxetane decomposition products, namely the keto ester 5 and the 1,3-benzodioxole 7, the l

Palladium Catalyzed Direct Acylation of Iodo-Acetanilides/Iodo-Phenyl Acetates: Domino One-Pot Synthesis of 2-Quinolinones

Pd-catalyzed direct acylation reaction of iodoacetanilides/iodophenyl acetates with aldehydes is presented. Simple, bench-top aldehydes were used as non-toxic acylating agents. This protocol comprises direct coupling with aldehydes without activating the carbonyl group and without directing group assistance. The strategy was applied to a domino one-pot synthesis of 2-quinolinones through acylation and intramolecular aldol condensation. Significantly, the strategy was extended to the domino one-pot synthesis of drugs and bioactive compounds.

Ring Cleavage of Benzofurans and Tetrahydrobenzofurans by m-Chloroperbenzoic Acid Epoxidation

The oxidation of the benzofurans 1a-f (tetrahydrobenzofurans 1g, h) with excess m-CPBA is reported.The in situ generated, highly reactive benzofuran epoxides 2a-f and their quinone methides 3a-f (cis-ene diones 3g, h) afford the labile tautomeric peroxy esters 5 and 5' by nucleophilic addition of the peroxy acid.On elimination of m-chlorobenzoic acid, the peroxy esters 5/5' of the benzofuran derivatives 1a-f rearrange thermally to the keto esters 6 by C-C cleavage or to the spiro epoxides 7 by C-O cleavage.The latter undergo thermal isomerization to the 1,3-benzodioxoles 8 and Diels-Alder cycloaddition to the corresponding dimers 9.Independently, the keto esters 6 and the 1,3-dioxoles 8 were synthesized by thermolysis of the dioxetanes 11.The tautomeric m-CPBA adducts 5/5' of the persistent ene diones 3g, h, derived from the tetrahydrobenzofuran derivatives 1g, h, rearrange as well to the spiro epoxides 7g, h.In contrast to the benzofuran derivatives 6a-f, the keto enol ester 6h suffers Baeyer-Villiger rearrangement with another molecule of m-CPBA to form the ene diester 10h. - Key Words: Epoxidation / Benzofuran / Benzofuran epoxide / Quinone methide / Benzofuran-2-one / 2,4-Cyclohexadien-1-one, spiroepoxide / cis-Ene dione / Perester, β-hydroxy- / 1,3-Benzodioxole / Keto enol ester