Name | Cyclopentyl phenyl ketone |
Synonyms | Benzoylcyclopentane BENZOYLCYCLOPENTANE TIMTEC-BB SBB007885 Cyclopentyl phenyl ketone CYCLOPENTYL PHENYL KETONE cyclopentylphenyl-methanon CYCLOPENTYLPHENYLMETHANONE Ketone, cyclopentyl phenyl Cyclopentanylphenylmethanone cyclopentyl(phenyl)methanone |
CAS | 5422-88-8 |
EINECS | 226-548-2 |
InChI | InChI=1/C12H14O/c13-12(11-8-4-5-9-11)10-6-2-1-3-7-10/h1-3,6-7,11H,4-5,8-9H2 |
InChIKey | VYDIMQRLNMMJBW-UHFFFAOYSA-N |
Molecular Formula | C12H14O |
Molar Mass | 174.24 |
Density | 1,036 g/cm3 |
Boling Point | 136-140°C 16mm |
Flash Point | >110°C |
Solubility | Chloroform, Methanol (Slightly) |
Vapor Presure | 0.00556mmHg at 25°C |
Appearance | Oil |
Specific Gravity | 1.04 |
Color | Pale Yellow |
BRN | 2045903 |
Storage Condition | Sealed in dry,Room Temperature |
Refractive Index | 1.5440 |
Safety Description | S23 - Do not breathe vapour. S24/25 - Avoid contact with skin and eyes. |
TSCA | Yes |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
introduction | phenyl ketone cyclopentyl ester is yellow oily liquid under normal temperature and pressure, which is widely used in the synthesis of odor inhibitors and biological hormones. |
Uses | Phenylketone cyclopentyl ester is often used as an intermediate in organic synthesis and medicinal chemistry in the preparation of biological hormones. In the synthesis and transformation, it mainly revolves around the structure of the carbonyl group. The carbonyl group can be easily converted into a double bond through the Wittig reaction, and can also be converted into a hydroxyl group under reduced conditions. |
synthesis method | 1-benzoylcyclopentene-3-ene (1 mmol) is placed in a pressure-resistant tube, the reaction bottle is subjected to nitrogen replacement treatment, 5mL of anhydrous tetrahydrofuran is added to the reaction bottle, and Grubbs second-generation catalyst is added to the obtained solution, solid sodium formate (0.2mmol) and formic acid (50mmol) were added to the resulting solution. The reaction mixture is stirred at 80°C for 6 hours, the reaction mixture is allowed to cool to room temperature, the reaction mixture is poured into a saturated sodium bicarbonate solution (about 30 ml) to obtain a neutral pH value, and the water layer is extracted with an organic solvent. The combined organic phase was washed with brine. The combined organic phase was dried on MgSO4. The target product can be obtained by filtering and evaporating the combined organic phase. |