91983-14-1

Basic information

• Product Name: 2-Bromomethylphenylboronic acid
• Synonyms: RARECHEM AH PB 0060;2-(BROMOMETHYL)BENZENEBORONIC ACID;2-BROMOMETHYLPHENYLBORONIC ACID;2-Boronobenzyl bromide;2-Bromomethylphenylboronic;2-(Bromomethyl)benzeneboronic acid 95%;2-(BroMoMethyl)phenylboronic Acid (contains varying aMounts of Anhydride);2-BroMoMethylphenylb
• CAS NO: 91983-14-1
• Molecular Formula: C₇H₈BBrO₂
• Molecular Weight: 214.85
• EINECS: 1308068-626-2
• Product Categories: blocks;BoronicAcids;Bromides;Boronic acids;Heterocyclic Compounds;Aryl;Organoborons;Boronic Acids;Boronic Acids and Derivatives
• Mol File: 91983-14-1.mol

Chemical Properties

• Melting Point: 145-148
• Boiling Point: 358.5 ºC at 760 mmHg
• Flash Point: 170.6 ºC
• Appearance: /
• Density: 1.57 g/cm³
• Vapor Pressure: 9.22E-06mmHg at 25°C
• Refractive Index: 1.582
• Storage Temp.: 2-8°C
• PKA: 8.44±0.58(Predicted)
• CAS DataBase Reference: 2-Bromomethylphenylboronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromomethylphenylboronic acid(91983-14-1)
• EPA Substance Registry System: 2-Bromomethylphenylboronic acid(91983-14-1)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36/37/39-36/37-36
• RIDADR: 3261
• WGK Germany: 3
• HazardClass: IRRITANT
• PackingGroup: III
• Hazardous Substances Data: 91983-14-1(Hazardous Substances Data)

Usage

Uses

Used in Suzuki Reaction:
2-Bromomethylphenylboronic acid is used as a reactant in the Suzuki reaction, a widely employed cross-coupling reaction for the formation of carbon-carbon bonds. It allows for the efficient synthesis of biaryl compounds, which are important structural motifs in pharmaceuticals, agrochemicals, and materials science.
Used in Carbon-Boron Bond Cleavage Studies:
2-Bromomethylphenylboronic acid is used as a reactant in studies of carbon-boron bond cleavage of phenylboronate-pendant cyclen. This research is crucial for understanding the reactivity and stability of boron-containing compounds, which can be applied in various chemical processes.
Used in Glucose Sensing:
2-Bromomethylphenylboronic acid is used as a building block in the development of a sensory system to detect glucose or other monosaccharides and hydroxycarboxylates. Its ability to form complexes with these biomolecules makes it a valuable component in the design of glucose sensors.
Used in Cytotoxicity Studies:
2-Bromomethylphenylboronic acid is used as a reactant in the synthesis of boronated triaryl and tetraaryl phosphonium salts. These compounds are employed in cytotoxicity studies, helping researchers understand their potential as anticancer agents.
Used in Mercury Determination:
2-Bromomethylphenylboronic acid is used as a component in the synthesis of chemosensors composed of rhodamine and boronic acid groups. These chemosensors are employed in colorimetry and fluorometry for mercury determination, providing a sensitive and selective method for detecting this toxic metal.
Used in Fluoride Ion Sensing:
2-Bromomethylphenylboronic acid is used as a reactant in the synthesis of imidazolium-containing boronic acids. These compounds are used as fluoride ion sensors, offering a selective and sensitive approach to detecting fluoride ions in various environments.
Used in Anti-Inflammatory and Antitumor Activities:
2-Bromomethylphenylboronic acid is used as a reactant in reactions with adenine to form molecules with anti-inflammatory and antitumor activities. This research is essential for the development of new therapeutic agents to treat inflammation and cancer.

InChI:InChI=1/C7H8BBrO2/c9-5-6-3-1-2-4-7(6)8(10)11/h1-4,10-11H,5H2

Upstream product

• 16419-60-6 2-Methylphenylboronic acid 
• 128-08-5 N-Bromosuccinimide 
• 95-46-5 2-methylphenyl bromide 

Downstream Products

• 909804-24-6 (2-{[(2-tert-butoxycarbonylamino-ethyl)-methyl-amino]-methyl}-phenyl)-boronic acid 
• 909804-19-9 (2-{[(3-tert-butoxycarbonylamino-propyl)-methyl-amino]-methyl}-phenyl)-boronic acid 
• 4261-14-7 9-benzyl-9H-purin-6-ylamine 
• 7481-16-5 2,4,6-Tris[o-(bromomethyl)phenyl]boroxine 
• 209396-01-0 1-(N-methyl-N-(o-boronobenzyl))aminomethylbenzene 
• 745835-05-6 2-(azidomethyl)phenylboronic acid 
• 849417-15-8 (CH₃)2NC₆H₄CHCHC₅H₄NCH₂C₆H₄B(OH)2⁽¹⁺⁾*Br^(1-)=(CH₃)2NC₆H₄CHCHC₅H₄NCH₂C₆H₄B(OH)2Br 
• 374551-12-9 2-(bromomethyl)phenyllead triacetate 
• 1236996-19-2 C₄₄H₅₀B₂N₄O₆ 
• 1247025-86-0 (2-boronobenzyl)triphenylphosphonium bromide 
• 1345693-26-6 C₂₇H₄₅BN₄O₂ 
• 1345693-27-7 1-[(2-boronophenyl)methyl]-4,7,10-tris(tert-butyloxycarbonyl)-1,4,7,10-tetraazacyclododecane 

Relevant articles and documents

Method for analysis of different oligosacchiride structures

In this study, an improved, rapid, high yield synthesis of N,N'-4,4'-bis(benzyl-2-boronic acid)-bipyridinium dibromide (o-BBV) is described. The obtained o-BVV is applied in a two-component saccharide sensing system (complex) where it serves as a fluoresc

Indole and quinoline derivatives and its preparation method and application

The invention provides an indoloquinoline derivative, a preparation method and application thereof in preparing antitumor drugs and antiviral drugs. The chemical structure of the indoloquinoline derivative is shown as a formula I. Experiments show that a partly-boric-acid-modified indoloquinoline derivative and a non-boric-acid-modified indoloquinoline derivative have strong inhibition effect on various tumor cell strains, thereby being capable of being used for preparation of the antitumor drugs, and have strong antiviral activity, thereby being capable of being used for preparation of the antiviral drugs.

Efficient one-step synthesis and properties of photochromic diarylethenes having an indene bridging unit

Two novel isomeric photochromic diarylethenes with an indene bridging unit have been prepared by a simple and efficient one-step synthesis method. Their properties, including photochromic behavior, fluorescent properties and fatigue resistance, have been

Reductive coupling of polyfunctionalized organobismuth and organolead arylating reagents in the synthesis of benzopyran derivatives

Benzopyran derivatives were synthesized in good yields by the reactions of tris[2-(chloromethyl)phenyl]bismuth diacetate and 2-(halomethyl)aryllead triacetates with phenols and naturally occurring 4-hydroxycoumarins in the presence of bases according to a

Synthesis of (azidomethyl)phenylboronic acids

The synthesis of 2-, 3-, and 4-(azidomethyl)phenylboronic acids was carried out. The geometric and electronic structures were studied by quantum-chemical methods. The suggestion is made that there are weak intramolecular interactions between the boron atom and the nitrene nitrogen atom of the azido group.

Aryllead triacetates in the synthesis of oxaphenanthrene derivatives

Ortho-Halomethylphenyllead triacetates (halo = bromine or chlorine) react with phenols in the presence of triethylamine and a pyridine derivative to afford modest to good yields of dibenzo[b,d]-6H-pyrans.