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2-(2-methoxyphenoxy)-1-(4-methoxyphenyl)propane-1,3-diol, also known as bisphenol F, is a chemical compound that serves as a key ingredient in the production of polymers and epoxy resins. Characterized by the presence of two methoxyphenoxy groups and one methoxyphenyl group attached to a propane-1,3-diol backbone, bisphenol F is widely utilized in the manufacturing of thermal paper, protective coatings, and as a hardener in epoxy resins.

92409-15-9

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92409-15-9 Usage

Uses

Used in Thermal Paper Production:
Bisphenol F is used as a key chemical component in the production of thermal paper, which is a type of paper that changes color when heated. This property makes it suitable for various applications such as cash register receipts, airline tickets, and medical records.
Used in Protective Coatings:
In the protective coatings industry, bisphenol F is used as a hardener in epoxy resins, enhancing the durability and resistance of the coatings. This makes it an essential component in creating long-lasting and protective coatings for various surfaces.
Used in Epoxy Resin Hardeners:
As a hardener in epoxy resins, bisphenol F plays a crucial role in the curing process, providing strength and stability to the final product. This application is particularly relevant in industries that require strong and durable materials, such as construction, automotive, and aerospace.
However, due to concerns regarding bisphenol F's potential health effects as an endocrine disruptor and its links to reproductive and developmental toxicity, there has been a growing interest in finding safer alternatives for its various industrial applications.

Check Digit Verification of cas no

The CAS Registry Mumber 92409-15-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 9,2,4,0 and 9 respectively; the second part has 2 digits, 1 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 92409-15:
(7*9)+(6*2)+(5*4)+(4*0)+(3*9)+(2*1)+(1*5)=129
129 % 10 = 9
So 92409-15-9 is a valid CAS Registry Number.

92409-15-9Relevant academic research and scientific papers

Cleavage∕cross-coupling strategy for converting β-O-4 linkage lignin model compounds into high valued benzyl amines via dual C–O bond cleavage

Jia, Le,Li, Chao-Jun,Zeng, Huiying

supporting information, (2021/10/29)

Lignin is the most recalcitrant of the three components of lignocellulosic biomass. The strength and stability of the linkages have long been a great challenge for the degradation and valorization of lignin biomass to obtain bio-fuels and commercial chemicals. Up to now, the selective cleavage of C–O linkages of lignin to afford chemicals contains only C, H and O atoms. Our group has developed a cleavage/cross-coupling strategy for converting 4-O-5 linkage lignin model compounds into high value-added compounds. Herein, we present a palladium-catalyzed cleavage/cross-coupling of the β-O-4 lignin model compounds with amines via dual C–O bond cleavage for the preparation of benzyl amine compounds and phenols.

A multicentre synergistic polyoxometalate-based metal-organic framework for one-step selective oxidative cleavage of β-: O -4 lignin model compounds

Tian, Hong-Rui,Liu, Yi-Wei,Zhang, Zhong,Liu, Shu-Mei,Dang, Tian-Yi,Li, Xiao-Hui,Sun, Xiu-Wei,Lu, Ying,Liu, Shu-Xia

, p. 248 - 255 (2020/01/13)

A novel mixed-valence polyoxovanadate-based copper-organic framework, [CuI(bbi)]2{[CuI(bbi)]2VIV2VV8O26}·2H2O (NENU-MV-5, bbi = 1,1′-(1,4-butanediyl)bis(imidazole)), was facilely synthesized from routine reagents under mild hydrothermal conditions. Using NENU-MV-5 as a heterogeneous catalyst without any co-catalyst, one-step oxidative cleavage of β-O-4 lignin into phenols and aromatic acids with high catalytic activity and selectivity was realized under an oxygen atmosphere. No obvious decrease in activity was observed after five cycles, which indicates the excellent stability and sustainability of NENU-MV-5. The perfect catalytic performance of NENU-MV-5 can be attributed to the multi-site synergistic effect of the mixed-valence VV-O-VIV sites on polyoxovanadate for the oxidation of β-O-4 alcohol to β-O-4 ketone and the Cu(i) sites on the framework for the rapid cleavage of the Cα-Cβ bond of β-O-4 ketone. This system represented the first co-catalyst-free example for the one-step selective degradation of lignin catalyzed by a well-defined crystalline catalyst with definite composition and structure in a single solvent.

Sequential Cleavage of Lignin Systems by Nitrogen Monoxide and Hydrazine

Altmann, Lisa-Marie,Heinrich, Markus R.,Hofmann, Dagmar,Hofmann, Laura Elena,Prusko, Lea

, (2020/03/27)

The cleavage of representative lignin systems has been achieved in a metal-free two-step sequence first employing nitrogen monoxide for oxidation followed by hydrazine for reductive C?O bond scission. In combining nitrogen monoxide and lignin, the newly developed valorization strategy shows the particular feature of starting from two waste materials, and it further exploits the attractive conditions of a Wolff-Kishner reduction for C?O bond cleavage for the first time. (Figure presented.).

Visible light induced redox neutral fragmentation of 1,2-diol derivatives

Chen, Kang,Schwarz, Johanna,Karl, Tobias A.,Chatterjee, Anamitra,K?nig, Burkhard

, p. 13144 - 13147 (2019/11/11)

A homogeneous, redox-neutral photo fragmentation of diol derivatives was developed. Under photo/hydrogen atom transfer (HAT) dual catalysis, diol derivatives such as lignin model compounds and diol monoesters undergo selective β C(sp3)-O bond cleavage to afford ketones, phenols and acids effectively.

Selective Cα Alcohol Oxidation of Lignin Substrates Featuring a β-O-4 Linkage by a Dinuclear Oxovanadium Catalyst via Two-Electron Redox Processes

Tsai, Yan-Ting,Chen, Chih-Yao,Hsieh, Yi-Ju,Tsai, Ming-Li

supporting information, p. 4637 - 4646 (2019/11/16)

Developing highly efficient catalyst systems to transform lignin biomass into value-added chemical feedstocks is imperative for utilizing lignin as renewable alternatives to fossil fuels. Recently, the pre-activated strategy involving the selective oxidat

Transition-metal-free conversion of lignin model compounds to high-value aromatics: Scope and chemoselectivity

Lee, Tae Woo,Yang, Jung Woon

, p. 3761 - 3771 (2018/08/21)

An efficient and straightforward reaction protocol for the conversion of lignin model compounds was developed based on a simple system consisting of a base, oxygen, and a green solvent under mild conditions in the absence of metals. This protocol was successfully applied to the cleavage of both 'β-O-4' dimeric and trimeric compounds, and a controlled selective degradation was achieved depending on the bond type. The feasibility of this method to provide aromatic compounds in high yields from lignin by a sequential oxidative dehomologation reaction was clearly demonstrated.

Cleavage of the lignin β-O-4 ether bond: Via a dehydroxylation-hydrogenation strategy over a NiMo sulfide catalyst

Zhang, Chaofeng,Lu, Jianmin,Zhang, Xiaochen,Macarthur, Katherine,Heggen, Marc,Li, Hongji,Wang, Feng

, p. 6545 - 6555 (2018/06/06)

The efficient cleavage of lignin β-O-4 ether bonds to produce aromatics is a challenging and attractive topic. Recently a growing number of studies have revealed that the initial oxidation of CαHOH to CαO can decrease the β-O-4 bond dissociation energy (BDE) from 274.0 kJ mol-1 to 227.8 kJ mol-1, and thus the β-O-4 bond is more readily cleaved in the subsequent transfer hydrogenation, or acidolysis. Here we show that the first reaction step, except in the above-mentioned pre-oxidation methods, can be a Cα-OH bond dehydroxylation to form a radical intermediate on the acid-redox site of a NiMo sulfide catalyst. The formation of a Cα radical greatly decreases the Cβ-OPh BDE from 274.0 kJ mol-1 to 66.9 kJ mol-1 thereby facilitating its cleavage to styrene, phenols and ethers with H2 and an alcohol solvent. This is supported by control experiments using several reaction intermediates as reactants, analysis of product generation and by radical trap with TEMPO (2,2,6,6-tetramethyl-1-piperidinyloxy) as well as by density functional theory (DFT) calculations. The dehydroxylation-hydrogenation reaction is conducted under non-oxidative conditions, which are beneficial for stabilizing phenol products.

A photochemical strategy for lignin degradation at room temperature

Nguyen, John D.,Matsuura, Bryan S.,Stephenson, Corey R. J.

supporting information, p. 1218 - 1221 (2014/02/14)

The development of a room-temperature lignin degradation strategy consisting of a chemoselective benzylic oxidation with a recyclable oxidant ([4-AcNH-TEMPO]BF4) and a catalytic reductive C-O bond cleavage utilizing the photocatalyst [Ir(ppy)2(dtbbpy)]PF6 is described. This system was tested on relevant lignin model substrates containing β-O-4 linkages to generate fragmentation products in good to excellent yields.

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