Valerophenone, or butyl phenyl ketone, is an aromatic ketone with the formula C6H5C(O)C4H9. It is a colourless liquid that is soluble in organic solvents. It is usually prepared by the acylation of benzene using valeryl chloride.
- Product Name: Valerophenone
- Synonyms: MFCD00009480;Pentanophenone;Butyl Phenyl Ketone;EINECS 213-767-3;Valerophenone;1-Phenylpentan-1-one
- CAS NO: 1009-14-9
- EINECS: 213-767-3
- Molecular Formula: C11H14O
- Molecular Weight: 162.23
- Melting Point: -9 °C
- Boiling point: 244-245 °C (lit.)
- Density: 0.975 g/mL at 20 °C (lit.)
- Storage: Sealed in dry, Room Temperature
- Solubility: Insoluble in water.
- Stability: Stable. Flammable. Incompatible with strong oxidizing agents, acids, bases, and plastics.
- Appearance: colourless liquid
- Valerophenone is an aromatic ketone that is often used as a tool in the study of various photochemical processes. Valerophenone is also an inhibitor of the enzyme carbonyl reductase.
- Valerophenone is used as an intermediate of liquid crystals.
The reaction of pentanophenone in an aqueous solution
The photoreaction kinetics and products of valerophenone were studied as a function of temperature, pH, and wavelength in an aqueous solution. Under these conditions (<10-4M), the photoreaction is pseudo-first-order relative to the valerophenone concentration. The type II quantum yield of the photoreaction is nearly uniform across the 290-330 nm spectral region and the temperature range from 10 to 40 °C. The photoproduct has a quantum yield of 0.65 ± 0.04 and is cleaved to acetophenone and propene in an overall yield of 0.32 0.03 for cyclization to two cyclobutanols at 20°C. A small amount of 1-phenylcyclopentanol was also formed (~2% yield). These photoreactions are linear until at least 80% of the photoreactions are quenched. On the basis of steady-state radiation quenching studies, the triplet lifetime of valerophenone at 20 C is estimated to be 52 ns, approximately 7 times longer than that observed in hydrocarbon solvents.
How to analyze ibuprofen and valerophenone
Accucore™ HPLC columns use core enhancement technology to facilitate fast and efficient separations. The 2.6 µm diameter particles are not fully porous but have a solid core and a porous outer layer. Optimized phase bonding creates a series of high coverage, robust phases. The carbon loading of Accucore C18 provides high retention of non-polar analytes through the dominant hydrophobic interaction mechanism. The high retention characteristics of Accucore C18 mean that it can be used to separate a wide range of analytes. The precisely controlled 2.6 µm diameter Accucore particles produce much lower backpressure than typically seen with sub-2 µm materials. The USP method for ibuprofen specifies a minimum resolution of at least 2 between the valerophenone and ibuprofen peaks.
The original USP method was based on an L1 150 x 4.0 mm, 5 µm column. The column used to generate this application note is a 100mm long column packed with Accucore C18 2.6 µm particles. As shown in Figure 1, ibuprofen was eluted at 18.4 minutes, while pentamerous was eluted at 14.1 minutes. Meets USP acceptance criteria (resolution of 2 or more) as shown in Table 1. Statistical evaluation is based on data from 6 replicate injections.
columns are therefore an excellent choice for the analysis of ibuprofen and valerophenone.