13506-83-7

Basic information

• Product Name: Boronic acid, 1,2-phenylenebis- (9CI)
• Synonyms: Boronic acid, 1,2-phenylenebis- (9CI);(2-boronophenyl)boronic acid;o-Benzenediboronic acid;1,2-phenylenebisboronic acid
• CAS NO: 13506-83-7
• Molecular Formula: C₆H₈B₂O₄
• Molecular Weight: 165.74732
• Product Categories: BORONICACID
• Mol File: 13506-83-7.mol

Chemical Properties

• Melting Point: 120-123 °C
• Boiling Point: 446.3±55.0 °C(Predicted)
• Appearance: /
• Density: 1.33±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 8.18±0.53(Predicted)
• CAS DataBase Reference: Boronic acid, 1,2-phenylenebis- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Boronic acid, 1,2-phenylenebis- (9CI)(13506-83-7)
• EPA Substance Registry System: Boronic acid, 1,2-phenylenebis- (9CI)(13506-83-7)

Safety Data

• Hazardous Substances Data: 13506-83-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Boronic acid, 1,2-phenylenebis(9CI) is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to form stable complexes with biologically relevant molecules, facilitating the development of novel drugs with improved efficacy and selectivity.
Used in Agrochemical Industry:
In the agrochemical industry, Boronic acid, 1,2-phenylenebis(9CI) is utilized as a building block in the creation of new agrochemicals, enhancing crop protection and yield through targeted pest control and plant growth regulation.
Used in Medicinal Chemistry Research:
Boronic acid, 1,2-phenylenebis(9CI) serves as a valuable research tool in medicinal chemistry, where it is employed in the design and synthesis of potential therapeutic agents. Its unique reactivity allows for the exploration of new chemical reactions and the development of innovative drug candidates.
Used in Chemical Biology:
In the field of chemical biology, Boronic acid, 1,2-phenylenebis(9CI) is applied to study the interactions between small molecules and biological systems, providing insights into disease mechanisms and the discovery of new bioactive compounds.
Used in Cancer Treatment:
Boronic acid, 1,2-phenylenebis(9CI) is used as a potential therapeutic agent in cancer treatment, leveraging its ability to inhibit specific enzymes or disrupt cellular processes, thereby impeding tumor growth and progression.
Used in Diabetes Management:
In diabetes management, Boronic acid, 1,2-phenylenebis(9CI) is explored for its potential to modulate glucose metabolism and insulin signaling, offering new avenues for the development of drugs that can improve glycemic control and prevent complications associated with diabetes.
Used in Antibacterial Agents:
Boronic acid, 1,2-phenylenebis(9CI) is utilized in the development of new antibacterial agents, targeting bacterial enzymes or structures to combat drug-resistant infections and provide alternative treatment options for bacterial diseases.

Upstream product

• 5419-55-6 Triisopropyl borate 
• 583-53-9 2,3-dibromobenzene 
• 13675-18-8 tetrahydroxydiboron 
• 615-41-8 2-iodochlorobenzene 
• 121-43-7 Trimethyl borate 
• 1008106-85-1 2-(2'-bromophenyl)-6-butyl[1,3,6,2]dioxazaborocan 

Downstream Products

• 269410-07-3 1,2-bis(4,4,5,5-tetramethyl-[1,3,2]dioxabororan-2-yl)benzene 
• 6295-97-2 4-bromo-benzenesulfonic acid-(4-chloro-anilide) 
• 91-15-6 phthalonitrile 
• 16937-03-4 N-(4-chlorophenyl)-4-nitrobenzenesulfonamide 
• 2903-34-6 4-methyl-N-(4-chlorophenyl)benzenesulfonamide 
• 120-80-9 benzene-1,2-diol 

Relevant articles and documents

Metal complex, preparation method and application thereof

The invention provides a metal complex, a preparation method and application thereof. The metal complex has the following structural expression shown as the specification. The invention has the technical advantages that: the invention puts forward the O,

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A mild aqueous protocol for palladium catalyzed Miyaura borylation of aryl iodides, aryl bromides and aryl chlorides with tetrahydroxydiboron (BBA) as a borylating agent is developed. The developed methodology requires low catalyst loading of Bedford-type palladacycle catalyst (0.05 mol %) and works best under mild reaction conditions at 40 °C in short time of 6 h in water. In addition, our studies show that for Miyaura borylation using BBA in aqueous condition, maintaining a neutral reaction pH is very important for reproducibility and higher yields of corresponding borylated products. Moreover, our protocol is applicable for a broad range of aryl halides, corresponding borylated products are obtained in excellent yields up to 93% with 29 examples demonstrating its broad utility and functional group tolerance.

LIGHT-EMITTING MATERIAL FOR ORGANIC ELECTROLUMINESCENT DEVICE, ORGANIC ELECTROLUMINESCENT DEVICE USING SAME, AND MATERIAL FOR ORGANIC ELECTROLUMINESCENT DEVICE

Disclosed are a novel aromatic compound having excellent light emitting efficiency and thermal stability, a manufacturing method thereof, and an organic electroluminescent device comprising the novel aromatic compound. According to the present invention, provided are an aromatic compound forming a ring, and a novel aromatic derivative represented by chemical formula 1, which improves performance of a device. In the chemical formula 1, Z is equally or differently N (nitrogen), O (oxygen), or S (sulfur) in each case. Also, when Z is N (nitrogen), L1 is an integer of 1, and when Z is O (oxygen) or S (sulfur), L1 is an integer of 0.COPYRIGHT KIPO 2015

High-yield syntheses and reactivity studies of 1,2-diborylated and 1,2,4,5-tetraborylated benzenes

Treatment of 1,2-dibromobenzene (1,2-C6H4Br 2) or 1,2,4,5-tetrabromobenzene (1,2,4,5-C6H 2Br4) with 2 equiv or 4 equiv of n-BuLi in the presence of excess iso-propoxy(pinacol)borane ((i-PrO)Bpin) furnishes 1,2-C 6H4(Br)(Bpin) (1) or 1,4,2,5-C6H 2(Br)2(Bpin)2 (3) with excellent selectivity. The subsequent reaction of 1 or 3 with Mg turnings and more (i-PrO)Bpin gives the di- and tetraborylated benzenes 1,2-C6H4(Bpin) 2 (2) and 1,2,4,5-C6H2(Bpin)4 (4) in overall yields of about 65%. For the Grignard transformation step, it is essential to continuously add 1 equiv (1) or 2 equiv (3) of 1,2-dibromoethane as an entrainer over a period of 1 h. Compounds 1 and 2 have been transformed into the ortho-functionalized trihydroborates Li[1,2-C6H 4(Br)(BH3)] (Li[7]) and Li[1,2-C6H 4(Bpin)(BH3)] (Li[8]) by means of 1 equiv of Li[AlH 4]. Using 3 equiv of Li[AlH4], 2 can also be converted into the ditopic lithium trihydroborate Li2[1,2-C6H 4(BH3)2] (Li2[9]); even the tetratopic derivative Li4[1,2,4,5-C6H2(BH 3)4] (Li4[10]) is accessible from 4 and 4 equiv of Li[AlH4]. The compounds Li[7], Li[8], Li2[9], and Li4[10] have been crystallographically characterized as ether solvates, but still show Ar-BH3-η2-Li interactions as the dominant mode of coordination. In the cases of Li2[9] and Li 4[10] an intricate three-dimensional network and a zigzag polymer, respectively, are established by the contact ion pairs in the crystal lattice.