214360-67-5

Basic information

• Product Name: 4,4,5,5-Tetramethyl-2-(3,4,5-trimethoxyphenyl)-1,3,2-dioxaborolane
• Synonyms: 3,4,5-Trimethoxyphenylboronic acid, pinacol ester;4,4,5,5-Tetramethyl-2-(3,4,5-trimethoxyphenyl)-1,3,2-dioxaborolane
• CAS NO: 214360-67-5
• Molecular Formula: C₁₅H₂₃BO₅
• Molecular Weight: 294.15112
• Mol File: 214360-67-5.mol

Chemical Properties

• Melting Point: 100-101.5 °C
• Boiling Point: 385.6±42.0 °C(Predicted)
• Appearance: /
• Density: 1.08±0.1 g/cm3(Predicted)
• Storage Temp.: Room temperature.
• CAS DataBase Reference: 4,4,5,5-Tetramethyl-2-(3,4,5-trimethoxyphenyl)-1,3,2-dioxaborolane(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4,5,5-Tetramethyl-2-(3,4,5-trimethoxyphenyl)-1,3,2-dioxaborolane(214360-67-5)
• EPA Substance Registry System: 4,4,5,5-Tetramethyl-2-(3,4,5-trimethoxyphenyl)-1,3,2-dioxaborolane(214360-67-5)

Safety Data

• Hazardous Substances Data: 214360-67-5(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
4,4,5,5-Tetramethyl-2-(3,4,5-trimethoxyphenyl)-1,3,2-dioxaborolane is used as a reagent in organic synthesis for its ability to participate in various organic transformations. Its boronic acid character allows it to undergo reactions such as Suzuki coupling, which is a widely used method for the formation of carbon-carbon bonds, particularly in the synthesis of complex organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4,4,5,5-Tetramethyl-2-(3,4,5-trimethoxyphenyl)-1,3,2-dioxaborolane is used as a building block for the development of new drugs. Its unique structure and reactivity make it a valuable component in the synthesis of bioactive compounds, contributing to the discovery and design of novel therapeutic agents.
Used in Agrochemical Industry:
4,4,5,5-Tetramethyl-2-(3,4,5-trimethoxyphenyl)-1,3,2-dioxaborolane is also utilized in the agrochemical industry as a key intermediate in the synthesis of agrochemicals. Its ability to form stable and functionalized compounds makes it suitable for the development of new pesticides, herbicides, and other agricultural chemicals.
Used in Materials Science:
In the field of materials science, 4,4,5,5-Tetramethyl-2-(3,4,5-trimethoxyphenyl)-1,3,2-dioxaborolane is employed as a component in the synthesis of advanced materials. Its structural features and reactivity enable the creation of materials with specific properties, such as improved thermal stability, mechanical strength, or electrical conductivity, which can be applied in various high-tech applications.

Upstream product

• 2675-79-8 1-bromo-3,4,5-trimethoxybenzene 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 73183-34-3 bis(pinacol)diborane 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 25245-29-8 5-iodo-1,2,3-trimethoxybenzene 
• 634-36-6 1,2,3-trimethoxybenzene 
• 4521-61-3 3,4,5-Trimethoxybenzoyl chloride 
• 1402042-30-1 1-methyl-2-(3,4,5-trimethoxyphenyl)-1H-indole 
• 22092-92-8 diisopropopylaminoborane 

Downstream Products

• 1309365-48-7 4-(3,4,5-trimethoxyphenyl)pyridine-2,6-diamine hydrochloride 
• 1329426-14-3 2,4,6-tris[5-(3,4,5-trimethoxyphenyl)thiophen-2-yl]-1,3,5-triazine 
• 1374578-77-4 (1,2,3-trimethoxy)-5-(trifluoromethyl)benzene 
• 175465-12-0 1-phenyl-3-(3,4,5-trimethoxyphenyl-)propane 
• 1442416-19-4 C₁₃H₂₀O₃ 
• 1442416-25-2 5-cyclohexyl-1,2,3-trimethoxybenzene 
• 934969-15-0 C₁₂H₁₈O₃ 
• 1442416-24-1 C₁₄H₂₂O₃ 
• 487-11-6 elemicin 
• 1612798-59-0 1-[¹⁸F]fluoro-3,4,5-trimethoxybenzene 
• 6443-69-2 3,4,5-trimethoxytoluene 
• 55363-58-1 (3,4,5-trimethoxyphenyl)(phenyl)methanone 
• 67858-30-4 2-(3,4,5-trimethoxyphenyl)-4H-chromen-4-one 
• 1312996-89-6 2-methoxy-5-[2-(3,4,5-trimethoxyphenyl)cyclopent-1-en-1-yl]phenol 

Relevant articles and documents

Columnar propeller-like 1,3,5-triphenylbenzenes: The missing link of shape-persistent hekates

Triphenylbenzenes with different substitution patterns at the outer phenyl rings have been successfully synthesised. Sixfold n-alkoxy substitution was insufficient for mesomorphism, but already increasing the number of side chains by three methoxy groups

Carbon-carbon bond activation by B(OMe)3/B2pin2-mediated fragmentation borylation

Selective carbon-carbon bond activation is important in chemical industry and fundamental organic synthesis, but remains challenging. In this study, non-polar unstrained Csp2-Csp3 and Csp2-Csp2 bond activation was achieved by B(OMe)3/B2pin2-mediated fragmentation borylation. Various indole derivatives underwent C2-regioselective C-C bond activation to afford two C-B bonds under transition-metal-free conditions. Preliminary mechanistic investigations suggested that C-B bond formation and C-C bond cleavage probably occurred in a concerted process. This new reaction mode will stimulate the development of reactions based on inert C-C bond activation. This journal is

Understanding the Activation of Air-Stable Ir(COD)(Phen)Cl Precatalyst for C-H Borylation of Aromatics and Heteroaromatics

A newly developed robust catalyst [Ir(COD)(Phen)Cl] (A) was used for the C-H borylation of three dozen aromatics and heteroaromatics with excellent yield and selectivity. Activation of the catalyst was identified by the use of catalytic amounts of water, alcohols, etc., when B2pin2 was used in noncoordinating solvents, while for THF catalytic use of HBpin was required. The results were on par with the in situ based expensive system [Ir(OMe)(COD)]2/dtbbpy or Me4Phen.

Highly Selective and Divergent Acyl and Aryl Cross-Couplings of Amides via Ir-Catalyzed C-H Borylation/N-C(O) Activation

Herein, we demonstrate that amides can be readily coupled with nonactivated arenes via sequential Ir-catalyzed C-H borylation/N-C(O) activation. This methodology provides facile access to biaryl ketones and biaryls by the sterically controlled Ir-catalyzed C-H borylation and divergent acyl and decarbonylative amide N-C(O) and C-C activation. The methodology diverts the traditional acylation and arylation regioselectivity, allowing us to directly utilize readily available arenes and amides to produce valuable ketone and biaryl motifs.

NNB-type tridentate boryl ligands enabling a highly active iridium catalyst for C–H borylation

Boryl ligands play a very important role in catalysis because of their very high electron-donating property. In this paper, NNB-type boryl anions were designed as tridentate ligands to promote aryl C–H borylation. In combination with [IrCl(COD)]2/su

Synthesis and biological evaluation of cis-restrained carbocyclic combretastatin A-4 analogs: Influence of the ring size and saturation on cytotoxic properties

Combretastatin A-4 (CA-4) is a highly cytotoxic natural product and several derivatives have been prepared which underwent clinical trial. These investigations revealed that the cis-stilbene moiety of the natural product is prone to undergo cis/trans isomerization under physiological conditions, reducing the overall activity of the drug candidates. Herein, we report the preparation of cis-restrained carbocyclic analogs of CA-4. The compounds, which differ by the size and hybridization of the carbocyclic ring have been evaluated for their cytotoxic properties and their ability to inhibit tubulin polymerization. Biological data, supported by molecular docking studies, identified cyclobutenyl and cyclobutyl derivatives of the natural product as highly promising drug candidates.

Nickel-catalysed decarbonylative borylation of aroyl fluorides

The first Ni(cod)2/PPh3 catalyst system has been established for decarbonylative borylation of aroyl fluorides with bis(pinacolato)diboron. A wide range of functional groups in the substrates were well tolerated. The ease of access of the starting aroyl fluorides indicates that these results might become an alternative to the existing decarbonylation events.

A method for inhibiting PRMT7 compound and its preparation method and application (by machine translation)

The invention belongs to the field of chemical medicine, and in particular relates to a method for inhibiting PRMT7 compound, its formula is as follows: In some embodiments of the compounds proved that, this compound can to PRMT7 produce better inhibitio

Star adamantane derivative molecular glass and method of producing the same, application

The invention discloses star-shaped adamantane derivative molecular glasses having the following structure shown in the description, wherein substituents R1-R12 are respectively hydrogen, hydroxy, alkoxy or acid sensitivity substituents; the substituents

A star-shaped four phenyl ethylene derivative molecular glass, positive photoresist, positive tone photoresist coating and its application

The invention discloses starlike tetraphenylethylene derivative molecular glass, a positive photoresist, a positive photoresist coating and application thereof. The starlike tetraphenylethylene derivative molecular glass has the molecular structure shown