Name | 4,4'-Dimethoxybenzophenone |
Synonyms | Bis(4-anisyl) ketone LABOTEST-BB LT00160175 4,4-Dimethoxy Benzophenone 4,4'-Dimethoxybenzophenone P,P'-DIMETHOXYBENZOPHENONE 4,4'-DIMETHOXYBENZOPHENONE BIS(P-METHOXYPHENYL)-KETONE 4,4,4'-Dimethoxybenzophenone bis(4-methoxyphenyl)methanone Benzophenone, 4,4'-dimethoxy- |
CAS | 90-96-0 |
EINECS | 202-028-0 |
InChI | InChI=1/C15H14O3/c1-17-13-7-3-11(4-8-13)15(16)12-5-9-14(18-2)10-6-12/h3-10H,1-2H3 |
InChIKey | RFVHVYKVRGKLNK-UHFFFAOYSA-N |
Molecular Formula | C15H14O3 |
Molar Mass | 242.27 |
Density | 1.1515 (rough estimate) |
Melting Point | 141-143 °C (lit.) |
Boling Point | 200°C17mm Hg(lit.) |
Flash Point | 182°C |
Water Solubility | It is insoluble in water, soluble in ethanol. |
Solubility | Chloroform (Slightly), Ethyl Acetate (Slightly) |
Vapor Presure | 2.49E-06mmHg at 25°C |
Appearance | White to yellow crystals |
Color | Slightly beige to yellow |
BRN | 1878026 |
Storage Condition | Sealed in dry,Room Temperature |
Refractive Index | 1.5570 (estimate) |
MDL | MFCD00008404 |
Hazard Symbols | Xi - Irritant |
Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
WGK Germany | 3 |
HS Code | 29145000 |
Hazard Note | Irritant |
NIST chemical information | information provided by: webbook.nist.gov (external link) |
Application | 4,4 '-dimethoxybenzophenone is a symmetric diaryl ketone. Symmetrical diaryl ketones are important intermediates in organic synthesis, and have been widely used in the fields of medicine, pesticide and polymer materials. For example, benzophenone is a key intermediate for the preparation of the anti-vertigo drugs diphenhydramine and difenidol, and 4,4 '-difluorobenzophenone is a key intermediate for the preparation of the cerebrovascular drug florfenicol. In addition, many natural products and pharmaceutically active molecules contain the backbone structure of symmetric diaryl ketones. |
preparation | p-methoxyphenylboronic acid (2mmol), 5wt%Pd/CaCO3(0.0456g, pd 0.01mmol) and CuI(0.0114g,0.03mmol) were added to a 250mL Teflon-lined pressure reaction kettle, DMSO(10ml) was added, 1.85ATM of air was slowly introduced into the fume hood, followed by 0.15atm of CO, and the reaction vessel was placed in an oil bath at 50 ° C. For 12 hours. After the reaction was stopped, the reaction vessel was cooled to room temperature, and the remaining gas in the vessel was slowly discharged in the fume hood. The reaction kettle is turned on, 40ml of ammonia water with mass concentration of 5% is added, and the Palladium catalyst is filtered and separated. The catalyst can be reused after washing and drying. The mother liquor was extracted with dichloromethane (30mL) for three times, the organic phase was combined, the organic phase was dried over anhydrous sodium sulfate, and the solvent was removed by vacuum concentration to obtain the crude product, which was purified by column chromatography (volume ratio: 20:1 petroleum ether/ethyl acetate as eluent) to give 4,4 '-dimethoxybenzophenone in 76% yield and the product as a white solid. |