4334-88-7

Basic information

• Product Name: 4-Ethoxycarbonylphenylboronic acid
• Synonyms: P-ETHOXYCARBONYLPHENYLBORONIC ACID;ETHYL 4-BORONOBENZOATE;AKOS BRN-0420;4-ETHOXYCARBONYLPHENYLBORONIC ACID;4-(ETHOXYCARBONYL)BENZENEBORONIC ACID;4-CARBETHOXY-PHENYL-BORONIC ACID;Ethyl 4-Boronobenzoat;4-Borono-benzoic Acid 1-Ethyl Ester
• CAS NO: 4334-88-7
• Molecular Formula: C₉H₁₁BO₄
• Molecular Weight: 193.99
• Product Categories: Boronate Ester;Potassium Trifluoroborate;blocks;BoronicAcids;Carboxes;Substituted Boronic Acids;Boronic acids;Aryl;Organoborons;Aromatics Compounds;Boronic acid;Aromatics;Boron Derivatives;Aryl Boronic Acids;Boronic Acids and Derivatives;Chemical Synthesis;Monosubstituted Aryl Boronic Acids;Organometallic Reagents
• Mol File: 4334-88-7.mol
• Article Data: 19

Chemical Properties

• Melting Point: 184-189 °C
• Boiling Point: 355.5 °C at 760 mmHg
• Flash Point: 168.8 °C
• Appearance: White to off-white/Powder
• Density: 1.21 g/cm³
• Vapor Pressure: 1.14E-05mmHg at 25°C
• Refractive Index: 1.526
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• PKA: 7.69±0.10(Predicted)
• CAS DataBase Reference: 4-Ethoxycarbonylphenylboronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Ethoxycarbonylphenylboronic acid(4334-88-7)
• EPA Substance Registry System: 4-Ethoxycarbonylphenylboronic acid(4334-88-7)

Safety Data

• Hazard Codes: Xi,T
• Statements: 36/37/38-26-22
• Safety Statements: 37/39-26-45-36/37-28
• WGK Germany: 3
• TSCA: No
• HazardClass: IRRITANT
• Hazardous Substances Data: 4334-88-7(Hazardous Substances Data)

Usage

Chemical Properties

white to off-white powder

Uses

Different sources of media describe the Uses of 4334-88-7 differently. You can refer to the following data:
1. Reactant involved in:? ;Oxidative hydroxylation for the preparation of phenols1? ;Homolytic aromatic substitution2? ;Cross-coupling with α-bromocarbonyl compounds3? ;Suzuki-coupling reaction with quinoline carboxylates4? ;Trifluoromethylation5? ;Carbometalation of ynamides6
2. suzuki reaction
3. 4-(Ethoxycarbonyl)benzeneboronic acid is used as a reactant involved in oxidative hydroxylation for the preparation of phenols, homolytic aromatic substitution, cross-coupling with α-bromocarbonyl compounds, Suzuki-coupling reaction with quinoline carboxylates, trifluoromethylation and carbometalation of ynamides.

InChI:InChI=1/C9H11BO4/c1-2-14-9(11)7-3-5-8(6-4-7)10(12)13/h3-6,12-13H,2H2,1H3

Upstream product

• 14047-29-1 4-carboxyphenylboronic acid 
• 5798-75-4 Ethyl 4-bromobenzoate 
• 13826-24-9 (2,2’-bi(1,3,2-dioxaborolane)) 
• 619-58-9 4-iodobenzoic acid 
• 688-74-4 boric acid tributyl ester 
• 51934-41-9 4-iodobenzoic acid ethyl ester 
• 5419-55-6 Triisopropyl borate 
• 13675-18-8 tetrahydroxydiboron 
• 94-09-7 p-aminoethylbenzoate 
• 5720-05-8 4-methylphenylboronic acid 
• 64-17-5 ethanol 
• 7664-93-9 sulfuric acid 
• 106-38-7 para-bromotoluene 

Downstream Products

• 288259-77-8 ethyl 4-[3-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)phenyl]benzoate 
• 499195-60-7 4-(4-carboethoxyphenyl)-2-chloropyrimidine 
• 885950-48-1 ethyl 2'-formyl-(1,1'-biphenyl)-4-carboxylate 
• 6242-99-5 ethyl 4'-nitro-(1,1'-biphenyl)-4-carboxylate 
• 1192765-24-4 4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-N,N-diethylbenzamide 
• 1268461-16-0 ethyl-4-(4-phenyl-1H-1,2,3-triazol-1-yl)benzoate 
• 924312-34-5 4-(2-ethoxy-1,1-difluoro-2-oxoethyl)benzoic acid ethyl ester 
• 1464155-77-8 4-(6-(4-(4-amino-4-methylpiperidine-1-carbonyl)phenyl)imidazo[1,2-a]pyridin-3-yl)benzonitrile 
• 1464151-36-7 N-(1-(4-(3-(4-cyanophenyl)imidazo[1,2-a]pyridin-6-yl)benzoyl)-4-methylpiperidin-4-yl)acetamide 
• 1464151-37-8 4-(6-(4-(4-(diethylamino)-4-methylpiperidine-1-carbonyl)phenyl)imidazo[1,2-a]pyridin-3-yl)benzonitrile 
• 1464151-38-9 4-(3-(4-cyanophenyl)imidazo[1,2-a]pyridin-6-yl)-N-methyl-N-(2-morpholino-2-oxoethyl)benzamide 
• 1464151-39-0 4-(6-(4-(3-oxopiperazine-1-carbonyl)phenyl)imidazo[1,2-a]pyridin-3-yl)benzonitrile 
• 1464151-40-3 4-(6-(4-(4-methyl-1,4-diazepane-1-carbonyl)phenyl)imidazo[1,2-a]pyridin-3-yl)benzonitrile 
• 1464155-80-3 tert-butyl 4-(1-(4-(3-(4-cyanophenyl)imidazo[1,2-a]pyridin-6-yl)benzoyl)piperidin-4-yl)piperazine-1-carboxylate 

Relevant articles and documents

Sensitive thin-layer chromatography detection of boronic acids using alizarin

A new method for the selective and sensitive detection of boronic acids on thin-layer chromatography plates is described. The plate is briefly dipped in an alizarin solution, allowed to dry in ambient air, and observed under 366nm light. Alizarin emits a bright yellow fluorescence only in the presence of a boronic acid.

A 4 - carboxyl preparation process of boric acid (by machine translation)

The invention discloses a 4 - carboxyl boric acid process. In order to to iodine benzoic acid as the raw material, by esterification reaction, sediment reaction and hydrolysis reaction to obtain the target product 4 - carboxyl boric acid, the total yield can reach 88.7%. The process route raw materials are cheap and easy to obtain, after-treatment is convenient, high yield, easy industrialized application. (by machine translation)

An Amine Functionalized Metal-Organic Framework as an Effective Catalyst for Conversion of CO2 and Biginelli Reactions

A highly porous and thermally stable anionic Zn(II)-framework, {[(CH3)2NH2+]2[Zn3((μ3-O))(L)2(H2O)]·4DMF·2H2O}n (1), having exposed metal sites and pendant amine groups has been synthesized adopting the solvothermal technique. This anionic 3D framework showed two-fold interpenetration with 45.1% void volume. It has a 3,6-c binodal net with rare sit 3,6-conn topology. The metal bound aqua ligand could be easily removed along with the guest molecules in the lattice upon activation to afford the desolvated framework 1′. This produced exposed metal sites that, along with the pendant amine groups incorporated in the ligand, generated a coordination space in the framework to make it an outstanding heterogeneous catalyst for the chemical fixation of CO2 with various epoxides under atmospheric pressure and in the three-component Biginelli reaction with different aldehydes, ethyl acetoacetate, and urea to afford dihydropyrimidinones.