87760-48-3

Usage

Uses

Used in Cosmetics and Personal Care Products:
Hexane-1,2-diol is utilized as a solvent in the development of cosmetics and personal care products, enhancing their texture and stability. Its ability to dissolve a wide range of substances contributes to the creation of effective formulations.
Used in Skincare and Haircare Products:
In skincare and haircare products, hexane-1,2-diol is employed as a preservative due to its antimicrobial properties. This function helps maintain the integrity and safety of these products, ensuring they remain free from microbial contamination.
Used in Pharmaceutical Industry:
Hexane-1,2-diol is also used in the pharmaceutical industry as a solvent for various medications, facilitating the creation of stable and effective drug formulations.
Used in Industrial Applications:
Beyond its applications in personal care and pharmaceuticals, hexane-1,2-diol is utilized in the production of plastics, adhesives, and other industrial products. Its solvent properties make it a valuable component in the manufacturing process.

Upstream product

• 6920-22-5 Hexane-1,2-diol 
• 93097-40-6 (S)-2-hydroxyhexanoic acid ethyl ester 
• 92418-71-8 (2R,3R)-2,3-epoxy-1-hexanol 
• 132513-53-2 (S)-(-)-butyl 2-hydroxycaproate 
• 87604-60-2 (S)-(+)-2-benzyloxyhexan-1-ol 
• 110352-59-5 methyl (S)-2-benzyloxyhexanoate 
• 93339-59-4 (S)-(+)-4-Butyl-2,2-dimethyl-1,3-dioxolane 
• 141554-36-1 2-(benzyloxy)hexan-1-ol 
• 592-41-6 1-hexene 
• 1436-34-6 1,2-Epoxyhexane 
• 127553-90-6 methyl 2,3-dideoxy-5,6-O-isopropylidene-D-erythro-hexonate 
• 127529-99-1 (S)-Chloro-((4R,5S,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-acetic acid methyl ester 
• 122872-99-5 4-((S)-2,2-dimethyl-1,3-dioxoaln-4-yl)butan-1-ol 
• 136963-34-3 methyl 4-bromo-5,6-O-isopropylidene-2,3,4-trideoxy-D-threo-hexonate 

Downstream Products

• 1436-34-6 (R)-1,2-epoxyhexane 
• 1436-34-6 (S)-1,2-epoxyhexane 
• 127911-70-0 (2S)-2-hydroxyhexyl 1-p-toluenesulfonate 
• 768361-86-0 (S)-4-hydroxy-1-phenyl-3-octanone 
• 768361-72-4 (S)-4-benzyloxy-1-phenyl-3-octanone 
• 768361-85-9 (S)-4-(tert-butyldimethylsilanyloxy)-1-phenyl-3-octanol 
• 768361-73-5 (S)-4-(tert-butyldimethylsilanyloxy)-1-phenyl-3-octanone 
• 1422040-32-1 (S,Z)-1-((2S,3S)-3-(benzyloxy)-6-oxo-3,6-dihydro-2H-pyran-2-yl)hept-1-en-3-yl acetate 
• 1422040-31-0 (5S,6S)-5-(benzyloxy)-6-((S,Z)-3-hydroxyhept-1-enyl)-5,6-dihydro-2H-pyran-2-one 
• 4938-52-7 (S)-Hept-1-en-3-ol 
• 1437789-15-5 (5R,9S)-7,7-diisopropyl-1-(4-methoxyphenyl)-5,9-divinyl-2,6,8-trioxa-7-silatridecane 

Relevant academic research and scientific papers

Aromatic Donor-Acceptor Interaction-Based Co(III)-salen Self-Assemblies and Their Applications in Asymmetric Ring Opening of Epoxides

Aromatic donor-acceptor interaction as the driving force to assemble cooperative catalysts is described. Pyrene/naphthalenediimide functionalized Co(III)-salen complexes self-assembled into bimetallic catalysts through aromatic donor-acceptor interactions and showed high catalytic activity and selectivity in the asymmetric ring opening of various epoxides. Control experiments, nuclear magnetic resonance (NMR) spectroscopy titrations, mass spectrometry measurement, and X-ray crystal structure analysis confirmed that the catalysts assembled based on the aromatic donor-acceptor interaction, which can be a valuable noncovalent interaction in supramolecular catalyst development.

Raw and waste plant materials as sources of fungi with epoxide hydrolase activity. Application to the kinetic resolution of aryl and alkyl glycidyl ethers

The by-products of olive oil production can be used as sources of microbial strains. Penicillium sp., Aspergillus terreus, Penicillium aurantiogriseum, Aspergillus tubingensis and Aspergillus niger were selected on the basis of their epoxide-hydrolyzing activity towards racemic rac-glycidyl phenyl ether. We studied the effect on enzymatic activity of adding styrene oxide to the growth medium. It induced the biosynthesis of epoxide hydrolases and reduced cell growth. The resolution capacity of the five fungi was tested on rac-glycidyl phenyl ether, rac-benzyl glycidyl ether, rac-1,2-epoxyhexane and rac-1,2-epoxyoctane. The resolution of rac-glycidyl phenyl ether by A. niger, rac-benzyl glycidyl ether by P. aurantiogriseum and A. terreus, rac-1,2-epoxyhexane by A. tubingensis and rac-1,2-epoxyoctane by A. terreus provided (S)-3-phenoxy-1,2-propanediol (45.1% yield, 51.4% ee), (R)-3-benzyloxy-1,2-propanediol (40.8% yield, 43.3% ee), (S)-3-benzyloxy-1,2-propanediol (45.4% yield, 45.6% ee), (R)-1,2-hexanediol (70.4% yield, 24.4% ee) and (R)-1,2-octanediol (21.4% yield, 27.5% ee), respectively. The (R)-enantiopreference of the epoxide hydrolases from P. aurantiogriseum is unprecedented.

Ionophilic imidazolium-tagged cinchona ligand on LDH-immobilized osmium: Recyclable and recoverable catalytic system for asymmetric dihydroxylation reaction of olefins

Abstract A catalytic system for the asymmetric dihydroxylation of olefins was developed by using an ionic-tagged biscinchona alkaloid ligand immobilized onto OsO4-exchanged layered double hydroxide (LDH) as a robust recyclable homogenous-heterogeneous catalytic system. The desired products were obtained in high yield and enantioselectivity.

Design and synthesis of binuclear Co-salen catalysts for the hydrolytic kinetic resolution of epoxides

Three binuclear Co(III)-salen complexes have been synthesized based on a series of hydrophilic cyclic frameworks with different ring sizes. The catalytic performance of Co-salen complexes have further been evaluated in the hydrolytic kinetic resolution of racemic epoxides. And kinetic studies reveal that the binuclear Co-salen catalysts show a higher reactivity and better enantioselectivity in comparison to monometallic reference complex, indicating the two Co-salen units on the cyclic framework may work in a cooperative manner. Specifically, Co3, with the most flexible cyclic framework exhibits the best catalytic performance among the three catalysts, due to the efficient cooperative interactions between two cobalt centers.

Dinuclear salen cobalt complex incorporating Y(OTf)3: enhanced enantioselectivity in the hydrolytic kinetic resolution of epoxides

The activation of inactive Jacobsen's chiral salen Co(ii) (salen = N,N′-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine) compound is attained by dinuclear chiral salen Co(iii)-OTf complex formation with yttrium triflate. The yttrium metal not only displays a promoting effect on electron transfer, but also assists in forming two stereocentres of a Lewis acid complex with Co(iii)-OTf. We found that the binuclear Co-complex significantly enhanced reactivity and enantioselectivity in the hydrolytic kinetic resolution of terminal epoxides compared to its analogous monomer and kinetic data are also consistent with these results.

Asymmetric radical addition of TEMPO to titanium enolates

A mild method for a-hydroxylation of N-acyl oxazolidinones by asymmetric radical addition of the 2,2,6,6-tetramethylpiperidine N-oxy (TEMPO) radical to titanium enolates was developed. The high diastereoselectivity and broad scope of the reaction show synthetic utility for the a-hydroxylation of substrates that are not tolerant to strongly basic conditions.

The stereoselective total syntheses of pectinolides A, B, and C

The stereoselective total synthesis of pectinolide B has been accomplished for the first time along with total syntheses of pectinolides A and C. MacMillan α-hydroxylation and Sharpless asymmetric dihydroxylation reactions are involved in generating the three stereogenic centers. Other important transformations in the synthesis are Z-selective Still-Gennari olefination, selective benzylation of the homoallylic alcohol, and a one-pot MOM deprotection followed by lactonization leading to all three pectinolides A-C being synthesized from a common intermediate. Pectinolides A, B, and C were synthesized from n-hexanal in 19, 20, and 18 steps with overall yields of 8.8%, 6.72%, and 9.2%, respectively.

A broadly applicable and practical oligomeric (salen)Co catalyst for enantioselective epoxide ring-opening reactions

The (salen)Co catalyst (4a) can be prepared as a mixture of cyclic oligomers in a short, chromatography-free synthesis from inexpensive, commercially available precursors. This catalyst displays remarkable enhancements in reactivity and enantioselectivity relative to monomeric and other multimeric (salen)Co catalysts in a wide variety of enantioselective epoxide ring-opening reactions. The application of catalyst 4a is illustrated in the kinetic resolution of terminal epoxides by nucleophilic ring-opening with water, phenols, and primary alcohols; the desymmetrization of meso epoxides by addition of water and carbamates; and the desymmetrization of oxetanes by intramolecular ring opening with alcohols and phenols. The favorable solubility properties of complex 4a under the catalytic conditions facilitated mechanistic studies, allowing elucidation of the basis for the beneficial effect of oligomerization. Finally, a catalyst selection guide is provided to delineate the specific advantages of oligomeric catalyst 4a relative to (salen)Co monomer 1 for each reaction class.

Mechanistic basis for high stereoselectivity and broad substrate scope in the (salen)Co(III)-catalyzed hydrolytic kinetic resolution

In the (salen)Co(III)-catalyzed hydrolytic kinetic resolution (HKR) of terminal epoxides, the rate- and stereoselectivity-determining epoxide ring-opening step occurs by a cooperative bimetallic mechanism with one Co(III) complex acting as a Lewis acid and another serving to deliver the hydroxide nucleophile. In this paper, we analyze the basis for the extraordinarily high stereoselectivity and broad substrate scope observed in the HKR. We demonstrate that the stereochemistry of each of the two (salen)Co(III) complexes in the rate-determining transition structure is important for productive catalysis: a measurable rate of hydrolysis occurs only if the absolute stereochemistry of each of these (salen)Co(III) complexes is the same. Experimental and computational studies provide strong evidence that stereochemical communication in the HKR is mediated by the stepped conformation of the salen ligand, and not the shape of the chiral diamine backbone of the ligand. A detailed computational analysis reveals that the epoxide binds the Lewis acidic Co(III) complex in a well-defined geometry imposed by stereoelectronic rather than steric effects. This insight serves as the basis of a complete stereochemical and transition structure model that sheds light on the reasons for the broad substrate generality of the HKR.

Fast synthesis of complex enantiopure heterocyclic scaffolds by a tandem sequence of simple transformations on α-hydroxyaldehydes

Two tandems are faster than one! Properly sequenced reactions initiated by the Petasis aminoalcohol synthesis from boronic acids, diallylamine, and α-hydroxyaldehydes, including free aldoses, leads to rapid construction of complex enantiopure structures (see scheme). Copyright