5457-09-0

Basic information

• Product Name: 3-ethyl-3-hydroxy-2-phenyl-pentanoic acid
• Synonyms: 3-ethyl-3-hydroxy-2-phenyl-pentanoic acid
• CAS NO: 5457-09-0
• Molecular Formula: C₁₃H₁₈O₃
• Molecular Weight: 222.28
• Mol File: 5457-09-0.mol

Chemical Properties

• Boiling Point: 357.9°Cat760mmHg
• Flash Point: 184.4°C
• Appearance: /
• Density: 1.124g/cm³
• Vapor Pressure: 9.59E-06mmHg at 25°C
• Refractive Index: 1.54
• CAS DataBase Reference: 3-ethyl-3-hydroxy-2-phenyl-pentanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-ethyl-3-hydroxy-2-phenyl-pentanoic acid(5457-09-0)
• EPA Substance Registry System: 3-ethyl-3-hydroxy-2-phenyl-pentanoic acid(5457-09-0)

Safety Data

• Hazardous Substances Data: 5457-09-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H18O3/c1-3-13(16,4-2)11(12(14)15)10-8-6-5-7-9-10/h5-9,11,16H,3-4H2,1-2H3,(H,14,15)

Upstream product

• 114-70-5 sodium phenylacetate 
• 96-22-0 pentan-3-one 
• 103-82-2 phenylacetic acid 
• 15082-44-7 dilithium phenyl acetic acid 
• 95777-19-8 phenylacetic acid magnesium enediolate 

Downstream Products

• 121822-02-4 (R)-4,4-Diethyl-3-phenyl-oxetan-2-one 
• 121822-03-5 3-ethyl-2-phenyl-3-pentenoic acid 
• 102708-75-8 3-ethyl-3-hydroxy-2-phenyl-valeric acid-(2-diethylamino-ethyl ester) 

Relevant articles and documents

SYNTHETIS OF CYCLIC AND ACYCLIC β,γ-UNSATURATED CARBOXYLIC ACIDS VIA AN E1-TYPE IONIZATION/ELIMINATION OF β-LACTONES

Cyclic and acyclic ketones were converted in three steps into 3-alkenoic acids, bearing a variety of substituents in the α-position.The sequence, involving ionization/elimination of a β-lactone, affords high yields of pure products uncontaminated with conjugated isomers.Support for an E1-type mechanism is also provided.

AN EFFICIENT, HIGHLY REGIOSELECTIVE SYNTHESIS OF SUBSTITUTED (1-CYCLOHEXENYL) ACETIC ACID DERIVATIVES VIA IONIZATION/ELIMINATION OF β-LACTONES

When treated with magnesium bromide, spiro β-lactones undergo an ionization/elimination reaction to afford cyclohexenyl acetic acid derivatives in high yield and isomeric purity.

Kinetics and Mechanism of the Ivanov Reaction: Reaction of Aldehydes and Ketones with Phenylacetic Acit Magnesium Enediolate

Stopped-flow kinetics of the reaction between aldehydes or ketones and the magnesium enediolate of phenylacetic acid in THF are second order at enediolate concentrations -3 M.At concentrations of 10-3 - 3*10-2 M, the formation of a bis(enediolate) requires a more complex kinetic equation.Second-order rate constans are reported for the reaction of the enediolate with a number of aldehydes and ketones at 25 deg C.Entropies of activation for cyclohexanone, benzaldehyde, 2-methylpropanal, and 2,2-dimethylpropanal are positive, and enthalpy-entropy compensation is observed.Ef fects of cycloalkanone ring size and benzaldehyde substituents are small and are ascribable to a transition state with a very small C-C bond order.A two-step mechanism is proposed, with preequilibrium formation of a coordination intermediate which, in some cases, is accompanied by a change in the magnesium coordination number.Effects of alkyl groups on aldehyde and ketone reactivity stem mainly from steric desolvation.