4219-46-9

Usage

Uses

Used in Food Industry:
2-Hydroxyethyl butyrate is used as a flavoring ingredient for its mild, pleasant odor, enhancing the taste and aroma of various food products.
Used in Cosmetic and Personal Care Products Industry:
2-Hydroxyethyl butyrate is used as a fragrance ingredient, contributing to the scent of cosmetic and personal care products while ensuring safety and low toxicity.
Used as a Solvent:
2-Hydroxyethyl butyrate is utilized as a solvent in various applications due to its solubility in water and most organic solvents, making it a versatile component in different industries.
Used as an Intermediate in Chemical Production:
2-Hydroxyethyl butyrate serves as an intermediate in the production of other chemicals, playing a crucial role in the synthesis of various compounds for diverse applications.

InChI:InChI=1/C6H12O3/c1-2-3-6(8)9-5-4-7/h7H,2-5H2,1H3

Upstream product

• 107-21-1 ethylene glycol 
• 107-92-6 butyric acid 
• 589-39-9 potassium n-butyrate 
• 107-07-3 2-chloro-ethanol 
• 75-21-8 oxirane 
• 187737-37-7 propene 
• 201230-82-2 carbon monoxide 
• 141-75-3 butyryl chloride 
• 105-72-6 ethylene glycol dibutyrate 
• 123-20-6 vinyl n-butyrate 
• 123-72-8 butyraldehyde 
• 111-76-2 2-Butoxyethanol 
• 66822-97-7 2-methoxy-2-propyl-1,3-dioxolane 

Downstream Products

• 109-21-7 butyl butyrate 
• 105-72-6 ethylene glycol dibutyrate 
• 39616-02-9 1-Butyryloxy-2-benzoyloxy-ethan 
• 1356550-42-9 2-(butyryloxy)ethyl 4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-ylcarbamoyl)benzoate 
• 107-21-1 ethylene glycol 
• 107-92-6 butyric acid 

Relevant academic research and scientific papers

CYCLIC ORTHO ESTER FUEL ADDITIVE

The invention relates to liquid hydrocarbons containing cyclic ortho esters as dehydrating dehydrating icing inhibitors and to methods of using the compounds. The liquid hydrocarbons include fuels such aviation fuels, lubricants, hydraulic fluids and hydrocarbon solvents.

Synthesis and biological evaluation of novel AM80 derivatives as antileukemic agents

A series of novel AM80 derivatives as antileukemic agents were synthesized and their structures were confirmed by IR, 1H-NMR, and HR-MS spectra. All the target compounds were evaluated for in vitro antiproliferative activities against human leukemic HL-60, NB4, and K562 cell lines. Among these derivatives, compound 4g showed much stronger antiproliferative activities against all the three human leukemic cell lines than the positive control AM80, and compound 4b exhibited more active antiproliferative effects against HL-60 and K562 cells than AM80. Furthermore, the preliminary SAR analysis suggested that AM80 conjugating with HDAC inhibitors with small steric hindrance could give more effective antileukemic agents. These results would be helpful to design more potent antileukemic drugs for the treatment of human leukemia.

Rational engineering of Candida antarctica lipase B for selective monoacylation of diols

The enzyme Candida antarctica lipase B was subjected to site directed mutagenesis suggested by molecular modelling. The selectivity for the enzyme increased towards a range of diols over their corresponding monoesters as an effect of the mutations. This journal is The Royal Society of Chemistry 2012.

Gold catalysis: In situ EXAFS study of homogeneous oxidative esterification

Gold complexes were prepared and investigated as catalysts for the oxidative esterification of aldehydes. Stabilisation by pyridine ligands gave good conversions and the in situ extended X-ray absorption fine structure (EXAFS) study of the reactions indicated that the reaction mixtures contained only mononuclear gold species. Thus, this is the first proof for a homogeneous gold-catalysed oxidation reaction ; the presence of nanoparticles could be excluded experimentally.

Kinetics and quantitative structure-activity relationships for pseudomonas sp. Lipase-catalyzed hydrolysis of both monoesters and diesters of ethylene glycol

The goal of this work is to study kinetics and quantitative structure-activity relationships for steady states of Pseudomonas sp. lipase-catalyzed hydrolysis of both diesters and monoesters of ethylene glycol. Based on the steady-state kinetics of the enzyme-catalyzed hydrolysis of the diesters of ethylene glycol, the diesters and the monoesters react simultaneously as soon as monoester has started to build up in the reaction medium. In other words, the apparent Km values of the diesters are the Km values of the diesters (KmA) plus the Km values of the monoesters (KmB), and all Vmax values are about the same. Moreover, the pH-stat titration curve of the enzyme-catalyzed hydrolysis of the diesters of ethylene glycol is initially hyperbolic, then there is a sharp falloff in the hydrolysis rate. The abrupt stoppage of the reaction (relaxation stage) may be due to the existence of two phases in the reaction medium, that is, the product (ethylene glycol) and the substrates (the diesters of ethylene glycol) are not miscible. Furthermore, quantitative structure-activity relationships for varied acyl groups of mono- and diesters of ethylene glycol are studied. The fact that both pKmA and pK mB values are linearly correlated with the hydrophobicity constant (π) but not with the electronic substituent constants (σ*) indicates that the affinity of these substrates for the enzyme depends only on the hydrophobicitv of substrates. Copyright

Combinatorial synthesis of PEG oligomer libraries

A simple chain-extending approach was established for the scale-up of the monoprotected monodisperse PEG diol materials. Reactions of THP-(OCH2CH2)n—OMs (n=4, 8, 12) with a large excess of commercially available H—(OCH2CH2)n—OH (n=1-4) under basic conditions led to THP-(OCH2CH2)n—OH (n=5-15). Similarly, Me-(OCH2CH2)n—OH (n=4-11, 13) were prepared from Me-(OCH2CH2)n—OMs (n=3, 7, 11). For the chain elongation steps, 40-80% yields were achieved through extraction purification. PEG oligomer libraries I and II were generated in 50-95% overall yields by alkylation or acylation of THP-(OCH2CH2)n—OH (n=1-15) followed by deprotection. Alkylation of Me-(OCH2CH2)n—OH (n=1-11, 13) with X—(CH2)m—CO2R (X=Br or OMs) and subsequent hydrolysis led to PEG oligomer library III in 30-60% overall yields. Combinatorial purification techniques were adapted to the larger-scale library synthesis. A total of 498 compounds, each with a weight of 2-5 g and a minimum purity of 90%, were synthesized.

Method of manufacture of 1,3-oxathiolane nucleosides

Processes for the preparation of 1,3-oxathiolane nucleosides are provided that include efficient methods for the preparation of the 1,3-oxathiolane ring and subsequent condensation of the 1,3-oxathiolane with a pyrimidine or purine base. Using the processes described herein, the compounds can be provided as isolated enantiomers.

Oh radical-initiated oxidation of 2-butoxyethanol under laboratory conditions related to the troposphere: Product studies and proposed mechanism

This type of study provides information on the reaction mechanism of the conversion of a substrate molecule, in this case a glycol ether, into its oxidation products under polluted tropospheric conditions. Such detailed pathways for the breakdown of the substrate molecule lead to the generation of photooxidants, mainly ozone, and are essential input data for computer modeling studies used to derive ozone-creating potentials of volatile organic compounds released into the atmosphere. The products formed by the hydroxyl radical-initiated oxidation of 2-butoxyethanol (C4H9OCH2CH2OH) have been investigated by irradiating synthetic air mixtures containing the substrate, methyl nitrite, and nitric oxide at ppm levels in a Teflon bag reactor at room temperature. The decay of reactant and the formation of products were monitored by gas chromatography and by mass spectrometry. The molar yields of the major products (mol of product formed/mol of 2-butoxyethanol consumed) were as follows: butyl formate (HC(O)OCH2CH2CH2CH3), 0.35 ± 0.11; ethylene glycol monoformate (HC(O)OCH2CH2OH), 0.39 ± 0.18; butoxyacetaldehyde (CH3CH2CH2CH2OCH2C(O)H), 0.12 ± 0.09; 3-hydroxybutyl formate (HC(O)OCH2CH2CHOHCH3), ~0.20; and propionaldehyde, ~0.2-0.3. The yields of minor products were as follows: 2-propyl-1,3-dioxolane (CH3CH2CH2CHOCH2CH2O), 0.025 ± 0.005; ethylene glycol monobutyrate (CH3CH2CH2C(O)OCH2CH2OH), ~0.02-0.03; 2-hydroxybutyl formate (HC(O)OCH2CHOHCH2CH3), ~0.05, acetaldehyde, 2- groups in 2- butoxyethanol followed by the subsequent reactions of the resulting alkyl and alkoxy radicals. The mechanism is analogous to that proposed for 2- ethoxyethanol (Stemmler et al. Environ. Sci. Technol. 1996, 20, 3385-3391), in which the alkoxy radicals predominantly undergo decomposition reactions, but also includes isomerization reactions for the alkoxy radicals that are derived from the butyl side chain in 2-butoxyethanol. The observed products, in conjunction with the proposed mechanism, account for a total molar yield of about 1.1, indicating that all the main routes are accounted for in the degradation of this hydroxy ether. Rate coefficients at room temperature for the reactions of OH radicals with butoxyacetaldehyde and 2-propyl-1,3- dioxolane have been determined to be 20.6 x 10-12 and 10.8 x 10-12 cm3 molecule-1 s-1, respectively, with error limits of about ±40%, in each case.

Synthesis of symmetrical and unsymmetrical 1,2-Diketones through cathodic intramolecular coupling of diesters

Electroreduction of diesters [R1COO(CH2)2OCOR2] with Mg electrode has been found to give the corresponding unsymmetrical 1,2-Diketones (R1COCOR2) with excellent yields.

β-Hydroxyethyl ester as a protecting group for carboxylic acids

Use of β-hydroxyethyl esters as protecting groups for carboxylic acids is demonstrated.Their easy transesterification is also shown.