149-31-5

Usage

Uses

Used in Chemical Synthesis:
1,3-Pentanediol, 2-methylis used as a solvent and intermediate in the chemical synthesis industry for the production of various chemicals. Its properties make it a versatile compound in the synthesis of a wide range of products.
Used in Paints and Coatings Industry:
1,3-Pentanediol, 2-methylis used as a coalescing agent in water-based paints and coatings. It helps improve the film formation and overall performance of the coatings by acting as a bridge between the dispersed particles, leading to better coalescence and enhanced durability.
Used in Personal Care Products:
1,3-Pentanediol, 2-methylis used as a viscosity modifier in personal care products. Its ability to adjust the viscosity of formulations allows for improved texture, stability, and performance of the final products, ensuring a better consumer experience.
Used as an Alternative to Conventional Glycols:
Due to its low volatility and low toxicity, 1,3-Pentanediol, 2-methylis used as a potential alternative to conventional glycols in various industrial and consumer applications. This substitution can help reduce the environmental impact and health risks associated with the use of traditional glycols.

InChI:InChI=1/C6H14O2/c1-3-6(8)5(2)4-7/h5-8H,3-4H2,1-2H3

Upstream product

• 615-30-5 3-hydroxyl-2-methylpentanal 
• 123-38-6 propionaldehyde 
• 55109-53-0 2-methyl-1-propionyloxy-pentan-3-ol 
• 71-23-8 propan-1-ol 
• 111160-25-9 erythro/threo-2-methyl-3-(benzyloxy)pentan-1-ol 
• 98-01-1 furfural 
• 63512-35-6 2,6-diethyl-4-hydroxy-5-methyl-1,3-dioxane 
• 94992-73-1 (3S,4S,5E)-4-Methyl-5-hepten-3-ol 
• 86535-08-2 (2S,3S)-threo-2-methylpentane-1,3-diol 1-benzyl ether 3-THP ether 
• 108740-32-5 (2R,3S)-3-ethyl(oxiranemethanol) 
• 81422-90-4 (2R,3S)-threo-3-methylbutane-1,2,4-triol 4-benzyl ether 
• 77398-86-8 dimethyl (2R,3R)-2-hydroxy-3-methylsuccinate 
• 1297405-01-6 3-hydroxy-2-methylvaleric acid N-acetylcysteamine thioester 
• 40309-41-9 ethyl 3-hydroxy-2-methylvalerate 

Downstream Products

• 565-69-5 ethyl isopropyl ketone 
• 95742-77-1 1,3-bis-(3,5-dinitro-benzoyloxy)-2-methyl-pentane 
• 1360170-47-3 (4S,5S)-4-ethyl-5-methyl-2-phenyl-1,3-dioxane 
• 100757-47-9 (2S,3S)-3-t-butyldimethylsilyloxy-2-methyl-1-(4-methylbenzenesulfonyloxy)pentane 
• 72598-35-7 (-)-serricornin 
• 72522-40-8 (4R,6S,7S)-7-hydroxy-4,6-dimethyl-3-nonanone 
• 155393-14-9 (2S,3S)-3-O-acetyl-2-methyl-1-O-p-toluenesulfonyl-1,3-pentanediol 
• 86535-14-0 (2S,3S)-2-methyl-1-(4-methylbenzenesulfonyloxy)-3-pentanol 

Relevant academic research and scientific papers

Substrate-dependent stereospecificity of Tyl-KR1: An isolated polyketide synthase ketoreductase domain from Streptomyces fradiae

The stereospecificity of an enzymatic reaction depends on the way in which a substrate and its enantiomer bind to the active site. These binding modes cannot be easily predicted. We have studied the stereospecificity and stereoselectivity of the ketoreductase domain Tyl-KR1 of the tylactone polyketide synthase from Streptomyces fradiae by analysing the stereochemical outcome of the reduction of five different keto ester substrates. The absolute configuration of the Tyl-KR1 reduction products was determined by using vibrational circular dichroism (VCD) spectroscopy combined with quantum chemical calculations. The conversion of only one of the tested substrates, 2-methyl-3-oxovaleric acid N-acetylcysteamine thioester, afforded the expected anti-(2R,3R) configuration of the α-methyl-β-hydroxyl ester product, representing the stereochemistry observed for the physiological polyketide product tylactone. For all other substrates, which were modified with respect to the type of ester and/or the chain length (C4 instead of C 5), the opposite configuration (anti-(2S,3S)) was obtained with significant enantio- and diastereoselectivity. Inversion of both stereocentres suggests completely different binding modes invoked by only minor modifications of the substrate structure. Substrate dependence: The stereospecificity of an enzymatic reduction depends on the way a substrate binds to the active site. By using vibrational circular dichroism, it was shown that the stereospecificity and stereoselectivity of the ketoreductase Tyl-KR1 from a polyketide synthase complex in Streptomyces fradiae are inverted for different surrogates of polyketide-like substrates (see figure). Copyright

A study on the cataluminescence of propylene oxide on FeNi layered double hydroxides/graphene oxide

In this work, FeNi layered double hydroxides/graphene oxide (FeNi LDH/GO) was prepared, which exhibits excellent selective cataluminescent performance towards propylene oxide. The selectivity and sensitivity of the cataluminescence (CTL) reaction were investigated in detail. Moreover, the catalytic reaction mechanism, including the intermediate products and the conversion of reactants to products, was discussed based on both the experimental and computational results. Furthermore, the proposed FeNi LDH/GO based CTL sensor was successfully applied for the determination of propylene oxide residue in fumigated raisins, which indicates extensive application potential for rapid food safety evaluation.

Asymmetric cross- and self-aldol reactions of aldehydes in water with a polystyrene-supported triazolylproline organocatalyst

A polystyrene (PS) immobilized triazolylproline has been prepared by a bottom-up approach involving co-polymerization with full regiocontrol. The resulting PS resin swells in water and has been applied to the enantioselective cross-aldol reaction and to the self-aldol reaction of aldehydes under essentially neat conditions, excellent yields and stereoselectivities being recorded.

Synthesis of (4R,6S,7R)-7-hydroxy-4,6-dimethyl-3-nonanone and (3R,5S,6R)-6-hydroxy-3,5-dimethyl-2-octanone

The synthesis of (4R,6S,7R)-7-hydroxy-4,6-dimethyl-3-nonanone and (3R,5S,6R)-6-hydroxy-3,5-dimethyl-2-octanone is described as their acetates using a desymmetrization strategy as well as an Evans syn aldol strategy.

The asymmetric total synthesis of (+)-cytotrienin A, an ansamycin-type anticancer drug

(Chemical Equation Presented) A star-studded lineup: (+)-Cytotrienin A was the target of an asymmetric total synthesis featuring an enantioselective aldol reaction, α-aminoxylation, deoxygenation, and a ring-closing metathesis to form the 21-membered macrolactam. This first total synthesis confirms the relative and absolute confguration of the molecule.

Small organic molecule in enantioselective, direct aldol reaction "in water"

A small organic molecule, Pro-NH2, catalyzing the enantioselective aldol reaction "in water" not merely "in the presence of water" with good enantioselectivity has been discovered for the first time. The Royal Society of Chemistry.

Combined proline-surfactant organocatalyst for the highly diastereo- and enantioselective aqueous direct cross-aldol reaction of aldehydes

(Chemical Equation Presented) Why not combine the two? The asymmetric direct aldol reaction of two different aldehydes was catalyzed by a combined proline-surfactant organic catalyst in the presence of water. A stable emulsion was formed in the reaction mixture, and the aldols were obtained with excellent diastereo- and enantioselectivities (see scheme).

The direct, enantioselective, one-pot, three-component, cross-Mannich reaction of aldehydes: The reason for the higher reactivity of aldimine versus aldehyde in proline-mediated Mannich and aldol reactions

In the proline-mediated Mannich and aldol reactions of propanal as a nucleophile, the aldimine prepared from benzaldehyde and p-anisidine is about 7 times more reactive than the corresponding aldehyde, benzaldehyde, as an electrophile. This higher reactivity of aldimine over aldehyde is attributed to the carboxylic acid of proline protonating the basic nitrogen atom of the aldimine more effectively than the oxygen atom of the aldehyde, an explanation which has been both experimentally and theoretically verified.

Attainment of syn-selectivity for boron-mediated asymmetric aldol reactions of carboxylic esters

A new chiral reagent for syn-selective aldol reactions has been developed based on the recent finding that the stereochemistry of the boron-mediated aldol reaction of a carboxylic ester is controlled by the bulkiness of the alcohol moiety of the ester, by the proper choice of reagents, and by the enolization conditions. This readily available, inexpensive reagent has been utilized in studies directed towards the synthesis of the macrolide tedanolide.