148-86-7

Usage

Uses

Used in Agricultural Industry:
4-Acetoxybiphenyl is used as a biocidal agent for the control and prevention of bacterial infections in crops. Its application reason is due to its effectiveness in combating bacterial pathogens such as Xanthomonas oryzae, Xanthomonas citri, and Corynebacterium sepedonicum, which can cause significant damage to agricultural produce.
Additionally, 4-Acetoxybiphenyl can be used in other industries where bactericidal agents are required, such as in the pharmaceutical or cosmetic industries, for the development of products with antimicrobial properties.

InChI:InChI=1/C14H12O2/c1-11(15)16-14-9-7-13(8-10-14)12-5-3-2-4-6-12/h2-10H,1H3

Upstream product

• 92-69-3 4-Phenylphenol 
• 108-24-7 acetic anhydride 
• 92-91-1 biphenyl-4-acetaldehyde 
• 108-05-4 vinyl acetate 
• 92-52-4 biphenyl 
• 127-09-3 sodium acetate 
• 64-19-7 acetic acid 
• 75-97-8 3,3-dimethyl-butan-2-one 
• 33527-94-5 4-acetoxyiodobenzene 
• 38111-44-3 phenylzinc(II) bromide 
• 17763-71-2 4-carbomethoxyphenyl triflate 
• 600-00-0 ethyl 2-bromoisobutyrate 
• 93-99-2 benzoic acid phenyl ester 
• 108-88-3 toluene 

Downstream Products

• 84244-98-4 4'-bromobiphenyl-4-yl acetate 
• 7466-03-7 acetic acid-(3-bromo-biphenyl-4-yl ester) 
• 65-85-0 benzoic acid 
• 99-96-7 4-hydroxy-benzoic acid 
• 92-69-3 4-Phenylphenol 
• 14031-80-2 2-hydroxy-5-phenylacetophenone 
• 182344-29-2 4'-ethoxybiphenyl-4-yl boronic acid 
• 158937-24-7 4-butoxybiphenyl-4′-boronic acid 
• 158937-25-8 4-(4-n-pentyloxyphenyl)phenylboronic acid 
• 158937-26-9 4-n-hexyloxy-4'-biphenylboronic acid 
• 29558-77-8 4-bromo-4'-hydroxybiphenyl 
• 58743-83-2 4-bromo-4'-methoxylbiphenyl 
• 28034-99-3 4'-Chloro-4-biphenylol 
• 29558-78-9 4-hydroxy-4'-iodobiphenyl 

Relevant academic research and scientific papers

Palladium supported on functionalized mesoporous silica as an efficient catalyst for Suzuki-Miyaura coupling reaction

Mesoporous SBA-15 was modified with organic functional groups by co-condensation method. The functionalized mesoporous silica can be loaded with palladium and the resulting material used as a catalyst for the Suzuki-Miyaura coupling reactions. Highly dispersed and uniform palladium nanoparticles could be detected using transmission electron microscopy. The Pd-SBA-15 nanocomposite with controlled molar ratio of amino groups to palladium exhibits an excellent catalytic activity and low Pd leaching for the Suzuki-Miyaura coupling reaction. The catalyst can also be reused at least six recycles in air with only a minor loss of activity. Graphical Abstract: Mesoporous SBA-15 was modified with organic functional groups by co-condensation method. The functionalized mesoporous silica can be loaded with palladium and the resulting material used as a catalyst for the Suzuki-Miyaura coupling reactions. Highly dispersed and uniform palladium nanoparticles could be detected using transmission electron microscopy. The Pd-SBA-15 nanocomposite with controlled molar ratio of amino groups to palladium exhibits an excellent catalytic activity and low Pd leaching for the Suzuki-Miyaura coupling reaction. The catalyst can also be reused at least six recycles in air with only a minor loss of activity.[Figure not available: see fulltext.]

D-Glucosamine based-phosphine for Suzuki-Miyaura cross-coupling reactions in the supported aqueous phase catalysis system

A d-glucosamine-based phosphine/Pd(OAc)2 complex has been applied to the Suzuki-Miyaura coupling reaction of aryl bromides with arylboronic acids using the supported aqueous phase catalysis, SAPC, concept. The recyclability of the catalyst was investigated and revealed a very high activity during the 4 runs.

A graphdiyne-based carbon material for electroless deposition and stabilization of sub-nanometric Pd catalysts with extremely high catalytic activity

The development of sub-nanometric metal particles (1 nm) as advanced heterogeneous catalysts has received considerable interest due to their outstanding catalytic performance, while the synthesis and stabilization of sub-nanometric catalysts (SNCs) without using additional surface capping agents remains a challenge. Herein, we report the synthesis of novel three-dimensional pyrenyl graphdiyne (Pyr-GDY) ultrafine nanofibers (3-10 nm), which can serve as an ideal substrate for electroless deposition and stabilization of Pd SNCs through the terminal uncoupled acetenyl groups in Pyr-GDY, with an average Pd particle size of only 0.83 nm. The as-synthesized Pd/Pyr-GDY composite shows extremely high catalytic activities for the reduction of nitroarenes to arylamines and Suzuki coupling reactions, 300 and 25 times higher than those of commercial Pd/C, respectively. The outstanding catalytic performance can be ascribed to the sub-nanometric Pd particles with a "clean surface", and the unique three-dimensional network structure of Pyr-GDY, being favorable for rapid mass transfer. Our result provides an ideal carbon material for electroless deposition and stabilization of other SNCs with a "clean surface", which will display outstanding catalytic activity for various catalytic reactions.

Direct Acetoxylation of Arenes

Acetoxylation of arenes is an important reaction and an unmet need in chemistry. We report a metal-free, direct acetoxylation reaction using sodium nitrate under an anhydrous environment of trifluoroacetic acid, acetic acid, and acetic anhydride. Arenes (31 examples), with oxidation potentials (Eox, in V vs SCE) lower than benzene (2.48 V), were acetoxylated with good yields and regioselectivity. A stepwise, single electron-transfer mechanism is proposed.

Synthesis and anti-inflammatory activity of 2-oxo-2H-chromenyl and 2H-chromenyl-5-oxo-2,5-dihydrofuran-3-carboxylates

Cycloaddition reaction of 4-chloro-2-oxo-2H-chromene-3-carbaldehydes (3a-g) and 4-chloro-2H-chromene-3-carbaldehydes (7a-h) with activated alkynes (4a-b) provided the 2-oxo-2H-chromenyl-5-oxo-2,5-dihydrofuran-3-carboxylates (5a-n) and 2H-chromenyl-5-oxo-2,5-dihydrofuran-3-carboxylates (8a-p). All the prepared compounds were screened for anti-inflammatory activity. In vitro anti-inflammatory activity data demonstrated that the compounds 5g, 5i, 5k-l and 8f are effective among the tested compounds against TNF-α (1.108 ± 0.002, 0.423 ± 0.022, 0.047 ± 0.001, 0.070 ± 0.002 and 0.142 ± 0.001 μM) in comparison with standard compound Prednisolone (0.033 ± 0.002 μM). Based on in vitro results, three compounds (5i, 5k and 8f) have been selected for in vivo experiments and these compounds are identified as better compounds with respect to anti-inflammatory activity in LPS induced mice model. Compound 5i was identified as potent and showed significant reduction in TNF-α and IL-6.

Rhodium-Catalyzed Carbonylative Coupling of Alkyl Halides with Phenols under Low CO Pressure

A rhodium-catalyzed carbonylative transformation of alkyl halides under low pressure of CO has been developed. This robust catalyst system allows using phenols as the carbonylative coupling partner and, meanwhile, exhibits high functional group tolerance and good chemoselectivity. Substrates even with a large steric hindrance group or multiple reaction sites can be selectively converted into the desired products in good to excellent yields. A gram-scale experiment was performed and delivered an almost quantitative amount of the product. Control experiments were performed as well, and a possible reaction mechanism is proposed.

Visible-Light-Induced [4+2] Annulation of Thiophenes and Alkynes to Construct Benzene Rings

The [4+2] annulation represents an elegant and versatile synthetic protocol for the construction of benzene rings. Herein, a strategy for visible-light induced [4+2] annulation of thiophenes and alkynes, to afford benzene rings, is presented. Under simple and mild reaction conditions, the ready availability and structural diversity of thiophenes and alkynes permit the facile synthesis of several substituted aromatic rings. Valuable drugs and amino acids are also well tolerated. Moreover, DFT calculations explain the high regioselectivity of the reaction.

Metal-Free and Redox-Neutral Conversion of Organotrifluoroborates into Radicals Enabled by Visible Light

Converting organoboron compounds into the corresponding radicals has broad synthetic applications in organic chemistry. To achieve these transformations, various strong oxidants such as Mn(OAc)3, AgNO3/K2S2O8, and Cu(OAc)2, in stoichiometric amounts are required, proceeding by a single-electron transfer mechanism. Established herein is a distinct strategy for generating both aryl and alkyl radicals from organotrifluoroborates through an SH2 process. This strategy is enabled by using water as the solvent, visible light as the energy input, and diacetyl as the promoter in the absence of any metal catalyst or redox reagent, thereby eliminating metal waste. To demonstrate its synthetic utility, an efficient acetylation to prepare valuable aryl (alkyl) methyl ketones is described and applications to construct C?C, C?I, C?Br, and C?S bonds are also feasible. Experimental evidence suggests that triplet diacetyl serves as the key intermediate in this process.

Synthetic method of 4-hydroxy-4'-biphenyl nitrile

The invention discloses a preparation method of 4-hydroxy-4'-biphenyl nitrile. The method comprises: reacting 4-hydroxybiphenyl (2) with acetyl chloride to generate 4-acetic acid biphenyl (3), reacting 4-acetic acid biphenyl (3) with oxalyl chloride under aluminium trichloride catalysis to generate 4-chlorocarbonyl-4'-acetic acid biphenyl (4), reacting 4-chlorocarbonyl-4'-acetic acid biphenyl (4)with ammonia water to generate 4-formamido-4'-acetic acid biphenyl (5), dehydrating 4-formamido-4'-acetic acid biphenyl (5) under phosphorus oxychloride catalysis to generate 4-cyano-4'-acetic acid biphenyl (6), and deacetylating 4-cyano-4'-acetic acid biphenyl (6) in the presence of sodium hydroxide to generate 4-hydroxy-4'-biphenyl nitrile (1). The method is simple in process, is economic and eco-friendly, and is suitable for industrial amplification requirement.

Amino propylene glycol derivatives, its preparation method and its pharmaceutical composition and use thereof

The invention discloses a class of amino propanediol derivatives, a preparation method, drug compositions and uses thereof, and particularly relates to a class of new immunoloregulation agents represented by a general formula (I), a preparation method, drug compositions containing the immunoloregulation agents, and especially uses of the immunoloregulation agents as immunoloregulation drugs. The compound with characteristics of excellent treatment effect and low toxicity can be used in the fields of immunologic derangement and immunosuppression, and can further be used for treatment of hypoimmunity, organ transplant rejection and autoimmune diseases. The formula I is defined in the instruction.