146631-00-7

Basic information

• Product Name: 4-Benzyloxybenzeneboronic acid
• Synonyms: RARECHEM AH PB 0041;P-BENZYLOXYPHENYLBORONIC ACID;AKOS BRN-0054;4-BENZYLOXYPHENYLBORONIC ACID;4-BENZYLOXYBENZENEBORONIC ACID;4-Benzyloxyphenylboronic;4-BEZYLOXYPHENYLBORONICACID;4-BENZYLOXYPHENYBORONIC ACID
• CAS NO: 146631-00-7
• Molecular Formula: C₁₃H₁₃BO₃
• Molecular Weight: 228.05
• EINECS: -0
• Product Categories: blocks;BoronicAcids;Boronic acids;Heterocyclic Compounds;Aryl;Boronic acid;Organoborons;B (Classes of Boron Compounds);Boronic Acids;Boronic Acids and Derivatives;Boronate Ester;Potassium Trifluoroborate
• Mol File: 146631-00-7.mol
• Article Data: 24

Chemical Properties

• Melting Point: 198-200 °C
• Boiling Point: 418.9 °C at 760 mmHg
• Flash Point: 207.2 °C
• Appearance: /solid
• Density: 1.2 g/cm³
• Vapor Pressure: 9.1E-08mmHg at 25°C
• Refractive Index: 1.593
• Storage Temp.: 0-6°C
• Solubility: Chloroform, DMSO, Methanol
• PKA: 8.70±0.16(Predicted)
• CAS DataBase Reference: 4-Benzyloxybenzeneboronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Benzyloxybenzeneboronic acid(146631-00-7)
• EPA Substance Registry System: 4-Benzyloxybenzeneboronic acid(146631-00-7)

Safety Data

• Hazard Codes: Xi,C
• Statements: 36/37/38
• Safety Statements: 37/39-26-36-24/25
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 146631-00-7(Hazardous Substances Data)

Usage

Chemical Properties

white crystalline powder

Uses

Different sources of media describe the Uses of 146631-00-7 differently. You can refer to the following data:
1. suzuki reaction
2. It is used as electronic intermediate. It is also utilized in HPLC and NMR spectroscopy.
3. 4-Benzyloxybenzeneboronic Acid is a reagent in the synthesis of arylalkenylpropargylamines as neuroprotective and potent selective monoamine oxidase B inhibitors. Also used to prepare pyridone alkaloids used as antiproliferative agents.

General Description

May contain varying amounts of anhydride

InChI:InChI=1/C13H13BO3/c15-14(16)12-6-8-13(9-7-12)17-10-11-4-2-1-3-5-11/h1-9,15-16H,10H2

Upstream product

• 6793-92-6 p-benzyloxyphenylbromide 
• 13675-18-8 tetrahydroxydiboron 
• 1400899-18-4 4-(benzyloxy)phenyl dimethylsulfamate 
• 103-16-2 4-Benzyloxyphenol 
• 106-41-2 4-bromo-phenol 
• 100-39-0 benzyl bromide 
• 6373-46-2 p-benzyloxyaniline 
• 100-44-7 benzyl chloride 
• 150-46-9 triethyl borate 
• 121-43-7 Trimethyl borate 
• 5419-55-6 Triisopropyl borate 
• 7732-18-5 water 

Downstream Products

• 809285-98-1 4'-(benzyloxy)-1,1'-biphenyl-3-ol 
• 391913-58-9 (6-benzenesulfonyl-1-benzyloxymethyl-1,6-dihydro-1,3,6-triaza-cyclopenta[c]fluoren-4-yl)-(4-benzyloxy-phenyl)-methanone 
• 391913-68-1 1-benzyl-5-(4-benzyloxy-phenyl)-1,6-dihydro-1,3,4,6-tetraaza-cyclopenta[c]fluorene 
• 188112-46-1 methyl 2-chloro-4'-phenylmethyloxy-(1,1'-biphenyl)-4-carboxylate 
• 194548-39-5 2-[2,6-dichloro-4'-phenylmethoxy-(1,1'-biphenyl)-4-yl]-1,3-dioxolane 
• 889951-98-8 5-(4-Benzyloxyphenyl)-1H-indole 
• 188112-53-0 4'-benzyloxy-2-trifluoromethyl-biphenyl-4-carbaldehyde 
• 270262-30-1 3-(4-benzyloxy-phenyl)-5-(tert-butyl-dimethyl-silanyloxymethyl)-2-oxo-2,5-dihydro-pyrrole-1-carboxylic acid tert-butyl ester 
• 309947-41-9 4-[4-(4'-Benzyloxy-2-methylbiphenyl-4-yloxy)-2-oxabutyl]-2,2-dimethyl-1,3-dioxolane 
• 309947-20-4 4-(4'-Benzyloxy-3-methylbiphenyl-4-yloxymethyl)-2,2-dimethyl-1,3-dioxolane 
• 309947-22-6 4-(4'-Benzyloxy-2-methylbiphenyl-4-yloxymethyl)-2,2-dimethyl-1,3-dioxolane 
• 130236-63-4 4'-benzyloxy-5,7-dimethoxy-4-phenyl-2H-1-benzopyran-2-one 
• 243990-58-1 4'-benzyloxy-7,8-dimethoxy-4-phenyl-2H-1-benzopyran-2-one 

Relevant articles and documents

Modulated SmAb phases formed by anchor shaped liquid crystalline molecules

Bent-core molecules with a linear alkyl chain in the bay position (anchor shaped molecules) form new liquid crystalline phases combining periodicities with different coherence lengths in distinct directions; in these LC phases the molecules are organized on average orthogonal in modulated layers (ribbons or patches) with restricted rotation around the long axis, thus representing modulated SmAb phases.

The synthesis and thermal properties of novel heterocyclic liquid crystalline materials

The synthesis and transition temperatures of a series of novel 2-(4-benzyloxyphenyl)-5-(5-alkylthiophen-2-yl)pyrimidine liquid crystals is described. Using a palladium-catalysed cross-coupling reaction benzyloxyphenylboronic acid was coupled to 5-bromo-2-

Transition-Metal-Free Borylation of Aryl Bromide Using a Simple Diboron Source

In this study, we developed a simple transition-metal-free borylation reaction of aryl bromides. Bis-boronic acid (BBA), was used, and the borylation reaction was performed using a simple procedure at a mild temperature. Under mild conditions, aryl bromides were converted to arylboronic acids directly without any deprotection steps and purified by conversion to trifluoroborate salts. The functional group tolerance was considerably high. The mechanism study suggested that this borylation reaction proceeds via a radical pathway.

Preparation method of hydroxyphenylboronic acid

The invention discloses a preparation method of hydroxyphenylboronic acid, which belongs to the technical field of boric acid synthesis in medical intermediates. The method comprises the following steps: starting from bromophenol, carrying out BOC, trimethylsilyl or benzyl protection, forming a Grignard reagent, reacting with borate, or carrying out one-pot reaction with borate and n-butyllithium,and hydrolyzing to obtain hydroxyphenylboronic acid. According to the invention, cheap and easily available protecting groups are adopted, so that the protecting groups are easy to remove during boronation reaction hydrolysis, industrial amplification is easy to realize, batch production is carried out on the scale of dozens of kilograms, and the process stability is good.