22237-13-4

Basic information

• Product Name: 4-ETHOXYPHENYLBORONIC ACID
• Synonyms: 4-Boronophenetole;Boronicacid, B-(4-ethoxyphenyl)-;RARECHEM AH PB 0138;P-ETHOXYPHENYLBORONIC ACID;4-ETHOXYPHENYLBORONIC ACID;4-ETHOXYBENZENEBORONIC ACID;AKOS BRN-0070;4-Ethoxybenzeneboronicacid,96%
• CAS NO: 22237-13-4
• Molecular Formula: C₈H₁₁BO₃
• Molecular Weight: 165.98214
• EINECS: -0
• Product Categories: blocks;BoronicAcids;Boronic Acid;Alkoxy;Aryl;Organoborons;B (Classes of Boron Compounds);Boronic Acids;Boronic Acids;Boronic Acids and Derivatives;Boronate Ester;Potassium Trifluoroborate
• Mol File: 22237-13-4.mol
• Article Data: 7

Chemical Properties

• Melting Point: 121-128 °C(lit.)
• Boiling Point: 317.6 °C at 760 mmHg
• Flash Point: 145.9 °C
• Appearance: /solid
• Density: 1.13 g/cm³
• Storage Temp.: 0-6°C
• Solubility: soluble in Methanol
• PKA: 8.98±0.10(Predicted)
• BRN: 3530408
• CAS DataBase Reference: 4-ETHOXYPHENYLBORONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-ETHOXYPHENYLBORONIC ACID(22237-13-4)
• EPA Substance Registry System: 4-ETHOXYPHENYLBORONIC ACID(22237-13-4)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 36/37/38-22
• Safety Statements: 37/39-26-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 22237-13-4(Hazardous Substances Data)

Usage

Chemical Properties

White crystalline powder

Uses

4-Methoxybenzeneboronic acid is used for suzuki reaction.

Application

Reactant involved in Suzuki cross coupling reactionsReactant involved in the synthesis of biologically active molecules including:Novel modulators of survival motor neuron protein for treatment of spinal muscular atrophyAmino-trimethoxyphenyl-aryl thiazoles for use as microtubule inhibitors and antitumor agentsBicyclic hydroxyphenyl methanone derivatives for use as hydroxysteroid dehydrogenase inhibitorsDual immunosuppressive and anti-inflammatory agentsAntiproliferatives via Suzuki cross-coupling / amination reactions

Upstream product

• 688-74-4 boric acid tributyl ester 
• 41842-30-2 4-ethoxyphenylmagnesium bromide 
• 7732-18-5 water 
• 121-43-7 Trimethyl borate 
• 588-96-5 4-bromoethoxybenzene 
• 2873-18-9 5-bromo-2-chlorothiophene 
• 1765-93-1 4-fluoroboronic acid 
• 75-03-6 ethyl iodide 
• 92838-44-3 Hg(C₆H₄-4-OC₂H₅)2 

Downstream Products

• 110360-10-6 5-(4'-ethoxyphenyl)furan-2-carbaldehyde 
• 925463-11-2 dibenzyl (R)-[1-(4'-ethoxybiphenyl-4-ylsulfonylamino)-2-methylpropyl]phosphonate 
• 684287-25-0 9-benzhydryloxy-5-(4-ethoxy-phenyl)-7-(4-fluoro-benzyl)-6,7-dihydro-pyrrolo[3,4-g]quinolin-8-one 
• 897015-73-5 KX₁-325 
• 887243-72-3 methyl (2S)-cyclohexyl-({[4'-(ethyloxy)-3-({[(2,4,6-trimethylphenyl)amino]carbonyl}amino)-4-biphenylyl]carbonyl}amino)ethanoate 
• 1059098-67-7 8-(4-ethoxyphenyl)-imidazo[1,5-a]pyridine 
• 1252055-12-1 1-hydroxy-4,5,8-tris(4-ethoxyphenyl)anthraquinone 
• 1252055-09-6 1,4,5,8-tetrakis(4-ethoxyphenyl)anthraquinone 
• 1262121-64-1 (3-(4-ethoxyphenyl)benzo[b]thiophen-2-yl)(3,4,5-trimethoxyphenyl)methanone 
• 1330014-09-9 3-[2-(4-ethoxy-phenyl)-9-ethyl-9H-purine-6-ylamino]-propan-1-ol 
• 1426313-45-2 2-(4-ethoxyphenyl)-2,2':5',2''-terthiophene 

Relevant articles and documents

Brominated thiophenes as precursors in the preparation of brominated and arylated anthraquinones

Brominated anthraquinones can be synthesized directly from bromothiophenes when these are reacted with 1,4-naphthoquinones in the presence of meta-chloroperoxybenzoic acid. The bromoanthraquinones are versatile building blocks in the preparation of arylated anthraquinones and of extended π-systems with interspersed anthraquinone units.

Small molecule thienopyrimidine-based protein tyrosine kinase inhibitors

Various thienopyrimidine-based analog compounds are able to selectively inhibit the Src family of tyrosine kinases. These compounds are useful in the treatment of various diseases including hyperproliferative diseases, hematologic diseases, osteoporosis, neurological diseases, autoimmune diseases, allergic/immunological diseases, or viral infections.

Synthesis and Properties of Liquid Crystalline 4,4 -Dialkoxy-2'-Methyl-p-Terphenyls

A new series of laterally substituted terphenyl compounds, 4,4 -dialkoxy-2'-methyl-p-terphenyls (n = 1-12), were synthesized. Their liquid crystallinities were characterized by means of polarizing optical microscopy (POM), differential scanning calorimetry (DSC), and X-ray difraction (XRD). The influence of the length of the terminal alkoxy groups on the liquid crystalline behavior was investigated. It was found that the compounds with shorter end chains (n a smectic A mesophase is exhibited for those with longer end chains (9 = n = 12).