183677-71-6

Basic information

• Product Name: 4-BROMOBENZENEBORONIC ACID NEOPENTYL GLYCOL ESTER
• Synonyms: AKOS BRN-1100;4-BROMOPHENYLBORONIC ACID NEOPENTYL GLYCOL CYCLIC ESTER;4-BROMOBENZENEBORONIC ACID NEOPENTYL GLYCOL CYCLIC ESTER;4-BROMOBENZENEBORONIC ACID NEOPENTYL GLYCOL ESTER;2-(4-Bromophenyl)-5,5-dimethyl-1,3,2-dioxaborinane;4-BROMOBENZENEBORONIC ACID NEOPENTYL GLYCOL ESTER, 98+%;4-Bromophenylboronic acidneopentylglycol ester
• CAS NO: 183677-71-6
• Molecular Formula: C₁₁H₁₄BBrO₂
• Molecular Weight: 268.94
• EINECS: -0
• Product Categories: Boronic acids
• Mol File: 183677-71-6.mol

Chemical Properties

• Melting Point: 109-111°C
• Boiling Point: 331°Cat760mmHg
• Flash Point: 154°C
• Appearance: /
• Density: 1.33g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.533
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-BROMOBENZENEBORONIC ACID NEOPENTYL GLYCOL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BROMOBENZENEBORONIC ACID NEOPENTYL GLYCOL ESTER(183677-71-6)
• EPA Substance Registry System: 4-BROMOBENZENEBORONIC ACID NEOPENTYL GLYCOL ESTER(183677-71-6)

Safety Data

• Safety Statements: 22-24/25
• Hazardous Substances Data: 183677-71-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Development:
4-BROMOBENZENEBORONIC ACID NEOPENTYL GLYCOL ESTER is used as a key intermediate in the synthesis of pharmaceuticals for its ability to facilitate the creation of complex organic molecules with potential therapeutic applications.
Used in Agrochemical Production:
In the agrochemical industry, 4-BROMOBENZENEBORONIC ACID NEOPENTYL GLYCOL ESTER is used as a precursor in the development of agrochemicals, contributing to the synthesis of compounds that can be used in pest control and crop protection.
Used in Material Science:
4-BROMOBENZENEBORONIC ACID NEOPENTYL GLYCOL ESTER is utilized as a component in the production of advanced materials such as liquid crystals and polymers, where its unique properties can enhance the performance characteristics of these materials.
Used in Organic Synthesis Research:
As a boronic acid derivative, 4-BROMOBENZENEBORONIC ACID NEOPENTYL GLYCOL ESTER is used as a reagent in organic synthesis research to explore new reaction pathways and develop innovative synthetic methods for creating a variety of organic molecules.

InChI:InChI=1/C11H14BBrO2/c1-11(2)7-14-12(15-8-11)9-3-5-10(13)6-4-9/h3-6H,7-8H2,1-2H3

Upstream product

• 106-37-6 1.4-dibromobenzene 
• 126-30-7 2,2-Dimethyl-1,3-propanediol 
• 941-98-0 1'-naphthacetophenone 
• 5467-74-3 4-Bromophenylboronic acid 
• 17946-45-1 tris-(4-bromophenyl)stibine 
• 201733-56-4 2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane 

Downstream Products

• 183677-72-7 2,2-dimethylpropane-1,3-diyl [4-(trimethylsilylethynyl)phenyl] boronate 
• 630127-51-4 4-[(trimethylsilyl)ethynyl]phenyl boronic acid 
• 183677-69-2 2,2-dimethylpropane-1,3-diyl 4-ethynylphenyl boronate 
• 944741-34-8 {6-[4-(5,5-dimethyl[1,3,2]dioxaborinan-2-yl)-phenylethynyl]naphthalen-2-yl}dimethylamine 
• 944741-36-0 3-[4-(5,5-dimethyl[1,3,2]dioxaborinan-2-yl)-phenylethynyl]quinoline 
• 944741-30-4 {4-[4-(5,5-dimethyl[1,3,2]dioxaborinan-2-yl)-phenylethynyl]naphthalen-1-yl}dimethylamine 
• 944741-32-6 {5-[4-(5,5-dimethyl[1,3,2]dioxaborinan-2-yl)-phenylethynyl]naphthalen-1-yl}dimethylamine 
• 1192464-31-5 N,N'-bis(1-ethylpropyl)-2,5,8,11-tetrakis(p-bromophenyl)perylene-3,4:9,10-tetracarboxylic acid bisimide 
• 1034330-14-7 5,5-dimethyl-2-[4-(phenylethynyl)phenyl]-1,3,2-dioxaborinane 

Relevant articles and documents

Modular and highly stereoselective approach to all-carbon tetrasubstituted alkenes

A modular and completely stereoselective approach for the construction of all-carbon tetrasubstituted alkenes is described. It is based on the three-fold, sequential metal-catalyzed, cross-coupling functionalization of simple enolphosphate dibromide templates with carbon nucleophiles, affording tetrasubstituted alkenes as single isomers.

Nickel-Catalyzed Regioselective Alkenylarylation of γ,δ-Alkenyl Ketones via Carbonyl Coordination

We disclose a nickel-catalyzed reaction, which enabled us to difunctionalize unactivated γ,δ-alkenes in ketones with alkenyl triflates and arylboronic esters. The reaction was made feasible by the use of 5-chloro-8-hydroxyquinoline as a ligand along with

Ruthenium-Catalyzed Carbonylative Coupling of Anilines with Organoboranes by the Cleavage of Neutral Aryl C-N Bond

Herein, we report the first ruthenium-catalyzed Suzuki-type carbonylative reaction of electronically neutral anilines via C(aryl)-N bond cleavage. Without any ligand and base, diaryl ketones can be obtained in moderate to high yields by using Ru3/su

Ruthenium-Catalyzed Reductive Arylation of N-(2-Pyridinyl)amides with Isopropanol and Arylboronate Esters

A new three-component reductive arylation of amides with stable reactants (iPrOH and arylboronate esters), making use of a 2-pyridinyl (Py) directing group, is described. The N-Py-amide substrates are readily prepared from carboxylic acids and PyNH2, and the resulting N-Py-1-arylalkanamine reaction products are easily transformed into the corresponding chlorides by substitution of the HN-Py group with HCl. The 1-aryl-1-chloroalkane products allow substitution and cross-coupling reactions. Therefore, a general protocol for the transformation of carboxylic acids into a variety of functionalities is obtained. The Py-NH2 by-product can be recycled.

Oxidatively Induced Reductive Elimination: Exploring the Scope and Catalyst Systems with Ir, Rh, and Ru Complexes

Direct conversion of C-H bonds into C-C bonds is a promising alternative to the conventional cross-coupling reactions, thus giving rise to a wide range of efficient catalytic C-H functionalization reactions. Among the elementary stages in the catalytic C-

Transition-Metal-Free ipso-Trifluoromethylthiolation of Lithium Aryl Boronates

A transition-metal-free direct trifluoromethylthiolation of the ipso-carbon of lithium aryl boronates with trifluoromethanesulfenate under mild conditions was described. In addition, late-stage site-selective C-H borylation/trifluoromethylation and C-Cl b

Selective Monoarylation of Aromatic Ketones and Esters via Cleavage of Aromatic Carbon-Heteroatom Bonds by Trialkylphosphine Ruthenium Catalysts

We report here the ruthenium-catalyzed selective monoarylation of aromatic ketones bearing two ortho carbon-heteroatom (O or N) bonds. Under the newly developed catalyst system consisting of RuHCl(CO)(PiPr3)2, CsF, and sty

1-ACYL-2-(SUBSTITUTED PHENYL)NAPHTHALENE AND METHOD FOR PRODUCING THE SAME

PROBLEM TO BE SOLVED: To provide an efficient method for producing 1-acyl-2-(substituted phenyl)naphthalene. SOLUTION: There is provided 1-acyl-2-(substituted phenyl)naphthalene represented by the formula (3) by reacting 1-acylnaphthalene and a substitute

Design and synthesis of fluorescent 7-deazaadenosine nucleosides containing π-extended diarylacetylene motifs

C-modified 7-deazaadenosines containing a diphenylacetylene moiety have been synthesised using cross-coupling approaches. The C-modified nucleosides exhibit remarkable fluorescence properties, including high quantum yields. Solvatochromic studies show a n