Category: 70110-65-5

da Cruz, Marcia G. A. published the artcileElectrochemical Depolymerization of Lignin in a Biomass-based Solvent, Product Details of C15H16O3, the publication is ChemSusChem (2022), 15(15), e202200718, database is CAplus and MEDLINE.

Breaking down lignin into smaller units is the key to generate high value-added products. Nevertheless, dissolving this complex plant polyphenol in an environment-friendly way is often a challenge. Levulinic acid, which is formed during the hydrothermal processing of lignocellulosic biomass, has been shown to efficiently dissolve lignin. Herein, levulinic acid was evaluated as a medium for the reductive electrochem. depolymerization of the lignin macromol. Copper was chosen as the electrocatalyst due to the economic feasibility and low activity towards the hydrogen evolution reaction. After depolymerization, high-resolution mass spectrometry and NMR spectroscopy revealed lignin-derived monomers and dimers. A predominance of aryl ether and phenolic groups was observed Depolymerized lignin was further evaluated as an anti-corrosion coating, revealing enhancements on the electrochem. stability of the metal. Via a simple depolymerization process of biomass waste in a biomass-based solvent, a straightforward approach to produce high value-added compounds or tailored biobased materials was demonstrated.

ChemSusChem published new progress about 70110-65-5. 70110-65-5 belongs to alcohols-buliding-blocks, auxiliary class Benzene,Alcohol,Ether,Benzene Compounds, name is 2-Phenoxy-1-phenylpropane-1,3-diol, and the molecular formula is C15H16O3, Product Details of C15H16O3.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Pearl, Irwin A. published the artcileLignin and related products. XVI. Synthesis of lignin model compounds of the phenylglycerol β-ether and related series, SDS of cas: 70110-65-5, the publication is Journal of Organic Chemistry (1962), 2111-14, database is CAplus.

Substituted ethyl benzoylacetates have been employed for the preparation of lignin model compounds in the phenylpropane-1,3-diol and phenylpropane-1,2,3-triol series. Direct reduction of these esters with LiAlH₄ yields the corresponding phenylpropane-1,3-diol. Bromination followed by condensation with a phenol and reduction with LiAlH₄ of the resulting ether yields the phenylglycerol β-aryl ether. Bromination followed by acetylation and reduction yields the phenylpropane-1,2,3-triol. Models in the veratryl, 3,4,5-trimethoxyphenyl, 4-hydroxy-3,5-dimethoxyphenyl, 4-benzyloxy-3,5-dimethoxyphenyl, and 4-acetoxy-3,5-dimethoxyphenyl series were prepared Cf. Forest Prod. J. 11, 442(1961); CA 54, 385f.

Journal of Organic Chemistry published new progress about 70110-65-5. 70110-65-5 belongs to alcohols-buliding-blocks, auxiliary class Benzene,Alcohol,Ether,Benzene Compounds, name is 2-Phenoxy-1-phenylpropane-1,3-diol, and the molecular formula is C15H16O3, SDS of cas: 70110-65-5.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Monsigny, Louis published the artcileEfficient reductive depolymerization of hardwood and softwood lignins with Brookhart’s iridium catalyst and hydrosilanes, Product Details of C15H16O3, the publication is Green Chemistry (2018), 20(9), 1981-1986, database is CAplus.

Efficient catalytic reduction of lignin model mols. and reductive depolymerization of softwood and hardwood lignins is presented with the iridium based Brookhart’s catalyst and hydrosilanes R₃SiH as reductant. This catalyst displays increased stability and selectivity in comparison to the B(C₆F₅)₃/hydrosilane system and it enables a convergent reductive depolymerization of wood lignins to isolable mono-aromatics

Green Chemistry published new progress about 70110-65-5. 70110-65-5 belongs to alcohols-buliding-blocks, auxiliary class Benzene,Alcohol,Ether,Benzene Compounds, name is 2-Phenoxy-1-phenylpropane-1,3-diol, and the molecular formula is C15H16O3, Product Details of C15H16O3.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Dias, Rafael Mafra P. published the artcileOne-pot synthesis of β-O-4 lignin models via the insertion of stable 2-diazo-1,3-dicarbonyls into O-H bonds, Formula: C15H16O3, the publication is Organic & Biomolecular Chemistry (2020), 18(25), 4815-4823, database is CAplus and MEDLINE.

Because lignin is a macromol. that is a sustainable source of aromatic compounds, model substrates are commonly used to increase our understanding of its complex structure. However, few methods have been described for the synthesis of these models. Herein, we describe a new route towards the synthesis of β-O-4 lignin models by intermol. O-H insertion reactions with simple and stable diazocarbonyls. The benefits of this developed method were shorter reaction times and high yields, as well as mild and environmentally friendly conditions.

Organic & Biomolecular Chemistry published new progress about 70110-65-5. 70110-65-5 belongs to alcohols-buliding-blocks, auxiliary class Benzene,Alcohol,Ether,Benzene Compounds, name is 2-Phenoxy-1-phenylpropane-1,3-diol, and the molecular formula is C15H16O3, Formula: C15H16O3.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Kruger, Jacob S. published the artcileLignin Depolymerization with Nitrate-Intercalated Hydrotalcite Catalysts, Recommanded Product: 2-Phenoxy-1-phenylpropane-1,3-diol, the publication is ACS Catalysis (2016), 6(2), 1316-1328, database is CAplus.

Hydrotalcites (HTCs) exhibit multiple adjustable parameters to tune catalytic activity, including interlayer anion composition, metal hydroxide layer composition, and catalyst preparation methods. Here, we report the influence of several of these parameters on β-O-4 bond scission in a lignin model dimer, 2-phenoxy-1-phenethanol (PE), to yield phenol and acetophenone. We find that the presence of both basic and NO₃^– anions in the interlayer increases the catalyst activity by 2-3-fold. In contrast, other anions or transition metals do not enhance catalytic activity in comparison to blank HTC. The catalyst is not active for C-C bond cleavage on lignin model dimers and has no effect on dimers without an α-OH group. Most importantly, the catalyst is highly active in the depolymerization of two process-relevant lignin substrates, producing a significant amount of low-mol.-weight aromatic species. The catalyst can be recycled until the NO₃^– anions are depleted, after which the activity can be restored by replenishing the NO₃^– reservoir and regenerating the hydrated HTC structure. These results demonstrate a route to selective lignin depolymerization in a heterogeneous system with an inexpensive, earth-abundant, com. relevant, and easily regenerated catalyst.

ACS Catalysis published new progress about 70110-65-5. 70110-65-5 belongs to alcohols-buliding-blocks, auxiliary class Benzene,Alcohol,Ether,Benzene Compounds, name is 2-Phenoxy-1-phenylpropane-1,3-diol, and the molecular formula is C15H16O3, Recommanded Product: 2-Phenoxy-1-phenylpropane-1,3-diol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Robichaud, David J. published the artcileDetermining the effects of concerted elimination reactions in the pyrolysis of lignin using model compounds, COA of Formula: C15H16O3, the publication is Preprints of Symposia – American Chemical Society, Division of Fuel Chemistry (2012), 57(1), 1038, database is CAplus.

Lignin pyrolysis is a significant impediment in forming liquid fuel from biomass. Lignin pyrolyzes at a higher temperature than other biomass components (ie cellulose and hemicellulose) and tends to form radicals which lead to crosslinking and ultimately char formation. A primary step in advancing biomass-to-fuel technol. will be to discover mechanisms that can disassemble lignin at lower temperatures and depolymerize lignin into more stable products. We have studied the thermochem. of the various inter-linkage units found in lignin (β-O4, α-O4, β-β, β-O5, etc.) using electronic structure calculations at the M06-2x/6-311++G(d,p) on a series of dimer model compounds In addition to the usually-assumed bond homolysis reactions, we have studied a variety of concerted elimination pathways that will tend to produce closed-shell stable products. Such a bottom-up approach could aid in the targeted development of catalysts that produce more desirable products under less severe reactor conditions.

Preprints of Symposia – American Chemical Society, Division of Fuel Chemistry published new progress about 70110-65-5. 70110-65-5 belongs to alcohols-buliding-blocks, auxiliary class Benzene,Alcohol,Ether,Benzene Compounds, name is 2-Phenoxy-1-phenylpropane-1,3-diol, and the molecular formula is C15H16O3, COA of Formula: C15H16O3.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Robichaud, David J. published the artcileDetermining the effects of concerted elimination reactions in the pyrolysis of lignin using model compounds, Related Products of alcohols-buliding-blocks, the publication is Preprints of Symposia – American Chemical Society, Division of Fuel Chemistry (2012), 57(1), 174, database is CAplus.

Lignin pyrolysis occurs over a very broad temperature range at much higher temperatures compared with pyrolysis of the other two primary components of biomass (cellulose and hemicellulose). Due to the higher temperatures required to deconstruct the lignin polymer it promotes the formation of radicals that can lead to excessive char formation due to cross linking and forms more reactive products. It is therefore advantageous to discover new catalytic pathways that can disassemble lignin at lower temperatures, forming more stable products improving the yields of hydrocarbons, and generating less particulate material. This study investigated the thermochem. of the lignin linkage units using ab initio calculations on dimeric model compounds Quantum mech. electronic structure calculations were used to compare the energies of the competing decomposition pathways for the dimer compounds and to estimate the rates of the reactions. The theor. calculations indicated that concerted elimination pathways dominate over bond homolysis reactions under typical pyrolysis conditions. However, this does not mean that concerted elimination will be the dominant loss process for lignin. Bimol. radical chem. could very well dwarf the unimol. pathways investigated in this study. These concerted pathways tend to form stable, reasonably non-reactive products that would be more suited producing a fungible bio-oil for the production of liquid transportation fuels.

Preprints of Symposia – American Chemical Society, Division of Fuel Chemistry published new progress about 70110-65-5. 70110-65-5 belongs to alcohols-buliding-blocks, auxiliary class Benzene,Alcohol,Ether,Benzene Compounds, name is 2-Phenoxy-1-phenylpropane-1,3-diol, and the molecular formula is C15H16O3, Related Products of alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Tsai, Yan-Ting published the artcileSelective C_α Alcohol Oxidation of Lignin Substrates Featuring a β-O-4 Linkage by a Dinuclear Oxovanadium Catalyst via Two-Electron Redox Processes, SDS of cas: 70110-65-5, the publication is European Journal of Inorganic Chemistry (2019), 2019(43), 4637-4646, database is CAplus.

Developing highly efficient catalyst systems to transform lignin biomass into value-added chem. feedstocks is imperative for using lignin as renewable alternatives to fossil fuels. Recently, the pre-activated strategy involving the selective oxidation of C_α alc. of lignin substrates containing (β-O-4) linkage mode significantly increases the depolymerization efficiency of native aspen lignin from 10-20 to 60 weight-%. the authors reported the synthesis of a dinuclear oxovanadium complex 2 that is capable of selectively oxidizing the C_α alc. (80-100% selectivity) of various dimeric lignin substrates under a mild condition. Further study of catalytic mechanism revealed that two V=O motifs of complex 2 could serve as proton abstraction sites for both C_α and C_γ alc. of dimeric lignin substrates, resp. The dinuclear vanadium intermediate 4 demonstrates the ability to uptake two electrons resulting from the oxidation of C_α alc. and yields two corresponding mononuclear V^IV intermediate 5. The mononuclear V^IV intermediate 5 exhibits a characteristic 8-line EPR spectrum and possesses one unpaired electron determined by the Evans method. The established structure-reactivity relations will be able to shed light on the future directions for rational design of highly efficient catalysts for selective oxidation of lignin biomass.

European Journal of Inorganic Chemistry published new progress about 70110-65-5. 70110-65-5 belongs to alcohols-buliding-blocks, auxiliary class Benzene,Alcohol,Ether,Benzene Compounds, name is 2-Phenoxy-1-phenylpropane-1,3-diol, and the molecular formula is C10H8N4, SDS of cas: 70110-65-5.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Feghali, Elias published the artcileUnprecedented organocatalytic reduction of lignin model compounds to phenols and primary alcohols using hydrosilanes, Computed Properties of 70110-65-5, the publication is Chemical Communications (Cambridge, United Kingdom) (2014), 50(7), 862-865, database is CAplus and MEDLINE.

The first metal-free reduction of lignin model compounds is described. Using inexpensive Et₃SiH, PMHS and TMDS hydrosilanes as reductants, α-O-4 and β-O-4 linkages are reduced to primary alcs. and phenols under mild conditions using B(C₆F₅)₃ as an efficient catalyst.

Chemical Communications (Cambridge, United Kingdom) published new progress about 70110-65-5. 70110-65-5 belongs to alcohols-buliding-blocks, auxiliary class Benzene,Alcohol,Ether,Benzene Compounds, name is 2-Phenoxy-1-phenylpropane-1,3-diol, and the molecular formula is C15H16O3, Computed Properties of 70110-65-5.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Rashidi, Masih published the artcileThe selective cleavage of lignin aliphatic C-O linkages by solvent-assisted fast pyrolysis (SAFP), HPLC of Formula: 70110-65-5, the publication is Journal of Inclusion Phenomena and Macrocyclic Chemistry (2019), 94(3-4), 297-307, database is CAplus.

We report the effect of an organic solvent on the selective cleavage of individual lignin model compounds and lignin C-O linkages during the fast thermal pyrolysis of lignin. During this process, it was possible to lower the aliphatic hydroxyl contents of lignin, along with increasing the amount of single and double bonded aliphatics. It was found that the addition of solvent during fast pyrolysis of lignin lowered the mol. weight distribution of the obtained bio-oil (�49-52% decrease) and at the same time inhibited the formation of a high amount of char. A detailed study of the cleavage of complex model compounds using Ethanol-Assisted Fast Pyrolysis (EAFP) revealed that the aliphatic hydroxyl groups and etheric linkages are very reactive during this process. By the use of deuterated lignin model compounds and solvent, it was then possible to elucidate the mechanism for cleavage of lignin in the EAFP process that involves the formation of a transition state between solvent and oxygen bonds of lignin. This transition state involves the cleavage of etheric bonds by the in situ transfer of hydrogen from ethanol to this linkage.

Journal of Inclusion Phenomena and Macrocyclic Chemistry published new progress about 70110-65-5. 70110-65-5 belongs to alcohols-buliding-blocks, auxiliary class Benzene,Alcohol,Ether,Benzene Compounds, name is 2-Phenoxy-1-phenylpropane-1,3-diol, and the molecular formula is C15H16O3, HPLC of Formula: 70110-65-5.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts