56006-48-5

Basic information

• Product Name: [R,(-)]-2-Ethylhexanoic acid
• Synonyms: [R,(-)]-2-Ethylhexanoic acid
• CAS NO: 56006-48-5
• Molecular Formula: C₈H₁₆O₂
• Molecular Weight: 144.21144
• Mol File: 56006-48-5.mol

Chemical Properties

• Boiling Point: 228 °C at 760 mmHg
• Flash Point: 116.6 °C
• Appearance: /
• Density: 0.926 g/cm³
• PKA: 4.82±0.25(Predicted)
• CAS DataBase Reference: [R,(-)]-2-Ethylhexanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: [R,(-)]-2-Ethylhexanoic acid(56006-48-5)
• EPA Substance Registry System: [R,(-)]-2-Ethylhexanoic acid(56006-48-5)

Safety Data

• Hazardous Substances Data: 56006-48-5(Hazardous Substances Data)

Usage

Uses

Used in Chemical Industry:
[R,(-)]-2-Ethylhexanoic acid is used as a raw material for the production of metal carboxylates, which serve as catalysts in the manufacturing of polyurethanes and other polymers.
Used in Plasticizer Production:
[R,(-)]-2-Ethylhexanoic acid is used as a chemical intermediate in the production of plasticizers, which are additives that increase the flexibility and workability of plastics.
Used in Lubricant Production:
[R,(-)]-2-Ethylhexanoic acid is used as a chemical intermediate in the production of lubricants, which are substances that reduce friction between surfaces in relative motion.
Used in Surfactant Production:
[R,(-)]-2-Ethylhexanoic acid is used as a chemical intermediate in the production of surfactants, which are compounds that lower the surface tension of a liquid, allowing it to mix with another liquid.
Used in Pharmaceutical Synthesis:
[R,(-)]-2-Ethylhexanoic acid is used as a chemical intermediate in the synthesis of pharmaceuticals, contributing to the development of various medications.
Used in Agrochemical Synthesis:
[R,(-)]-2-Ethylhexanoic acid is used as a chemical intermediate in the synthesis of agrochemicals, which are chemicals used in agricultural or horticultural settings for crop protection and enhancement.

Upstream product

• 149-57-5 2-Ethylhexanoic acid 

Downstream Products

• 2983-37-1 (-)-3-Ethoxycarbonyl-heptan 
• 4164-92-5 (-)(R)-heptane-carboxylic acid-(3)-amide 
• 760-67-8 2-ethylhexanoyl chloride 
• 2983-37-1 (-)(R)-heptane-carboxylic acid-⁽³⁾-ethyl ester 

Relevant articles and documents

Directed evolution of an enantioselective lipase with broad substrate scope for hydrolysis of α-substituted esters

A variant of Candida antarctica lipase A (CalA) was developed for the hydrolysis of α-substituted p-nitrophenyl esters by directed evolution. The E values of this variant for 7 different esters was 45-276, which is a large improvement compared to 2-20 for the wild type. The broad substrate scope of this enzyme variant is of synthetic use, and hydrolysis of the tested substrates proceeded with an enantiomeric excess between 95-99%. A 30-fold increase in activity was also observed for most substrates. The developed enzyme variant shows (R)-selectivity, which is reversed compared to the wild type that is (S)-selective for most substrates.

Iterative saturation mutagenesis accelerates laboratory evolution of enzyme stereoselectivity: Rigorous comparison with traditional methods

Efficacy in laboratory evolution of enzymes is currently a pressing issue, making comparative studies of different methods and strategies mandatory. Recent reports indicate that iterative saturation mutagenesis (ISM) provides a means to accelerate directed evolution of stereoselectivity and thermostability, but statistically meaningful comparisons with other methods have not been documented to date. In the present study, the efficacy of ISM has been rigorously tested by applying it to the previously most systematically studied enzyme in directed evolution, the lipase from Pseudomonas aeruginosa as a catalyst in the stereoselective hydrolytic kinetic resolution of a chiral ester. Upon screening only 10 000 transformants, unprecedented enantioselectivity was achieved (E = 594). ISM proves to be considerably more efficient than all previous systematic efforts utilizing error-prone polymerase chain reaction at different mutation rates, saturation mutagenesis at hot spots, and/or DNA shuffling, pronounced positive epistatic effects being the underlying reason.