138500-85-3

Basic information

• Product Name: 4-(Bromomethyl)benzeneboronic acid pinacol ester
• Synonyms: 138500-85-3;4-Bromomethylphenylboronic acid pinacol ester 95%;4-(BROMOMETHYL)BENZENEBORONIC ACID PINACOL ESTER;4-BROMOMETHYLPHENYLBORONIC ACID, PINACOL ESTER;4-(Bromomethyl)benzeneboronic acid pinacol cyclic ester;4-(Bromomethyl)phenylboronic acid pinacol cyclic ester~2-[(4-Bromomethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;4-(Bromomethyl)phenylboronicacidpinacolcyclicester~2-[(4-Bromomethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;2-[(4-bromomethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS NO: 138500-85-3
• Molecular Formula: C₁₃H₁₈BBrO₂
• Molecular Weight: 297
• EINECS: -0
• Product Categories: blocks;BoronicAcids;Bromides;Boronic acids
• Mol File: 138500-85-3.mol
• Article Data: 31

Chemical Properties

• Melting Point: 83-85°C
• Boiling Point: 351.2 °C at 760 mmHg
• Flash Point: 166.2 °C
• Appearance: /
• Density: 1.26 g/cm³
• Vapor Pressure: 8.44E-05mmHg at 25°C
• Refractive Index: 1.524
• Storage Temp.: Keep Cold
• Solubility: soluble in Toluene
• BRN: 7921808
• CAS DataBase Reference: 4-(Bromomethyl)benzeneboronic acid pinacol ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(Bromomethyl)benzeneboronic acid pinacol ester(138500-85-3)
• EPA Substance Registry System: 4-(Bromomethyl)benzeneboronic acid pinacol ester(138500-85-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-34
• Safety Statements: 26-36/37/39-45
• RIDADR: 3261
• WGK Germany: 3
• TSCA: No
• HazardClass: IRRITANT
• PackingGroup: III
• Hazardous Substances Data: 138500-85-3(Hazardous Substances Data)

Usage

Description

4-(Bromomethyl)benzeneboronic acid pinacol ester, also known as 2-[4-(Bromomethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, is a white powder chemical compound. It is a synthetic reagent used in the field of organic chemistry, particularly for the synthesis of various biologically active molecules.

Uses

Used in Pharmaceutical Industry:
4-(Bromomethyl)benzeneboronic acid pinacol ester is used as a synthetic intermediate for the development of metalloproteinase-13 inhibitors. These inhibitors are crucial in the treatment of osteoarthritis, a degenerative joint disease that affects millions of people worldwide. The compound plays a significant role in modulating the activity of metalloproteinase-13, which is involved in the breakdown of cartilage in the joints, thus helping to alleviate the symptoms and progression of osteoarthritis.
Used in Organic Chemistry Research:
In addition to its pharmaceutical applications, 4-(Bromomethyl)benzeneboronic acid pinacol ester is also utilized as a versatile reagent in organic chemistry research. Its unique chemical properties allow it to be employed in various chemical reactions, such as cross-coupling reactions, Suzuki-Miyaura reactions, and other C-C bond forming processes. This makes it a valuable tool for the synthesis of complex organic molecules, including potential drug candidates and other bioactive compounds.
Used in Material Science:
The compound's chemical properties also make it suitable for use in material science, where it can be employed in the development of new materials with specific properties. For instance, it can be used to create novel polymers or to modify existing ones, potentially leading to improved performance in various applications, such as coatings, adhesives, or composite materials.

InChI:InChI=1/C13H18BBrO2/c1-12(2)13(3,4)17-14(16-12)11-7-5-10(9-15)6-8-11/h5-8H,9H2,1-4H3

Upstream product

• 5720-05-8 4-methylphenylboronic acid 
• 40881-45-6 4-tolylboronic dimethyl ester 
• 106-38-7 para-bromotoluene 
• 195062-57-8 p-tolylboronic pinacol ester 
• 7789-60-8 phosphorus tribromide 
• 302348-51-2 (4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanol 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 488133-21-7 2-(4-(bromomethyl)phenyl)-1,3,2-dioxaborolane 
• 69519-10-4 2-(p-tolyl)-1,3,2-dioxaborolane 
• 873-75-6 4-bromobenzenemethanol 
• 1122-91-4 4-bromo-benzaldehyde 
• 59016-93-2 p-hydroxymethylphenylboronic acid 
• 128-08-5 N-Bromosuccinimide 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 

Downstream Products

• 854372-33-1 2-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)benzylsulfanyl]benzofuran 
• 1169942-85-1 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-3-yl-phenyl)-methyl triphenylphosphonium bromide 
• 1260369-06-9 4-[{4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl}(4H-1,2,4-triazol-4-yl)amino]benzonitrile 
• 1422453-82-4 C₃₆H₄₅BN₂O₅ 
• 1414867-90-5 methyl 4-(3-(2-hydroxyphenyl)-5-(2-((4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)oxy)phenyl)-1H-1,2,4-triazol-1-yl)benzoate 
• 1408245-05-5 1-{4-[1-(cyclopropylmethyl)-4-(trifluoromethyl)-1H-benzotriazol-5-yl]benzyl}-3-methylimidazolidine-2,4-dione 
• 1295301-38-0 3-methyl-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)imidazolidine-2,4-dione 
• 1355342-66-3 (((5-methyl-2-((4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)oxy)-1,3-phenylene)bis(methylene))bis(oxy))bis(tertbutyldimethylsilane) 
• 1392488-04-8 C₃₄H₃₄BClNO₄⁽¹⁺⁾ 
• 1401333-94-5 C₂₅H₃₁BN₂O₃ 
• 1365769-33-0 4-(prop-2-ynyloxy)-2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyloxy)benzaldehyde 
• 1365769-41-0 diethyl 2-(4-(prop-2-ynyloxy)-2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyloxy)benzylidene)malonate 
• 1360573-18-7 C₃₄H₃₅BO₂ 
• 1354034-11-9 C₆₂H₆₅BN₆O₉ 

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