Methyl 2-benzoylbenzoate
[CAS# 606-28-0]

Identification

• Classification: Catalysts and additives >> UV absorber
• Name: Methyl 2-benzoylbenzoate
• Synonyms: 2-Benzoyl benzoic acid methyl ester; Methyl o-benzoyl benzoate
• Molecular Formula: C₁₅H₁₂O₃
• Molecular Weight: 240.26
• CAS Registry Number: 606-28-0
• EC Number: 210-112-3
• SMILES: COC(=O)C1=CC=CC=C1C(=O)C2=CC=CC=C2

Properties

• Melting point: 48-53 °C
• Boiling point: 351 °C
• Flash point: >110 °C

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H412
• Safety Statements: P273-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Chronic hazardous to the aquatic environment	Aquatic Chronic	3	H412
Acute hazardous to the aquatic environment	Aquatic Acute	1	H400
Chronic hazardous to the aquatic environment	Aquatic Chronic	1	H410
Specific target organ toxicity - repeated exposure	STOT RE	2	H373
Chronic hazardous to the aquatic environment	Aquatic Chronic	2	H411
Eye irritation	Eye Irrit.	2	H319

Discovery and Applications

Methyl 2-benzoylbenzoate, a prominent organic compound, has garnered significant attention for its applications in various chemical processes and products. This compound is characterized by its benzoyl and ester functional groups, which confer unique properties that are beneficial in different industrial and research contexts.

The discovery of methyl 2-benzoylbenzoate can be traced to research in the early 20th century, focusing on the synthesis and application of benzoyl derivatives. The compound is typically synthesized through the esterification reaction of 2-benzoylbenzoic acid with methanol, often in the presence of a catalyst such as sulfuric acid. This reaction yields methyl 2-benzoylbenzoate, which is recognized for its stability and chemical reactivity.

In application, methyl 2-benzoylbenzoate is utilized primarily in the field of photochemistry. As a photoinitiator, it plays a crucial role in initiating polymerization reactions when exposed to ultraviolet (UV) light. This property is particularly valuable in the production of UV-curable coatings and adhesives. By absorbing UV light, methyl 2-benzoylbenzoate generates reactive species that initiate the polymerization of monomers, leading to the formation of durable and high-performance materials.

The compound is also used in the synthesis of other chemical entities. It serves as an intermediate in the production of various pharmaceuticals and agrochemicals. Its role as a building block in these synthetic pathways underscores its versatility and importance in chemical manufacturing. The ability to modify its structure and reactivity makes it a valuable component in the design of new molecules with specific properties.

Additionally, methyl 2-benzoylbenzoate finds applications in the field of organic electronics. It is used as a precursor in the synthesis of organic semiconductors and light-emitting materials. The compound's ability to participate in electronic and optoelectronic processes enhances the performance of devices such as organic light-emitting diodes (OLEDs) and organic photovoltaic cells (OPVs).

In summary, methyl 2-benzoylbenzoate is a compound with diverse applications spanning photochemistry, chemical synthesis, and organic electronics. Its role as a photoinitiator, intermediate in chemical synthesis, and precursor in organic electronics highlights its importance in various technological and industrial sectors.

References

2016. In vitro quantitative determination of the concentration of the polymerization agent methyl 2-benzoylbenzoate in intravenous injection solution and the cytotoxic effects of the chemical on normal human peripheral blood mononuclear cells. Environmental science and pollution research international, 23(7).
DOI: 10.1007/s11356-016-6332-y

2014. Simultaneous chromatographic analysis of photoinitiators and amine synergists in food contact materials. Analytical and Bioanalytical Chemistry, 406(14).
DOI: 10.1007/s00216-014-7792-x

1999. A comparative kinetic study of commercial photoinitiators for UV/visible curable acrylate clear coatings. Journal of Coatings Technology and Research, 71(2).
DOI: 10.1007/bf02692626