374538-03-1

Basic information

• Product Name: 2-Methoxycarbonylphenylboronic acid
• Synonyms: METHYL 2-BORONOBENZOATE;2-(METHOXYCARBONYL)BENZENEBORONIC ACID;2-METHOXYCARBONYLPHENYLBORONIC ACID;O-(METHOXYCARBONYL)PHENYLBORONIC ACID;Benzoic acid, 2-borono-, 1-methyl ester (9CI);2-Carbomethoxybenzeneboronicacid;2-(Methoxycarbonyl)Phenylboron;2-(Methoxycarbonyl)phenylboronic Acid (contains varying amounts of Anhydride)
• CAS NO: 374538-03-1
• Molecular Formula: C₈H₉BO₄
• Molecular Weight: 179.97
• Product Categories: BORONICACID;blocks;BoronicAcids;Carboxes;Boronic acids;B (Classes of Boron Compounds);Aryl;Boronic Acids;Boronic Acids and Derivatives;Aryl Boronic Acids;Boronic Acids and Derivatives;Chemical Synthesis;Monosubstituted Aryl Boronic Acids;Organometallic Reagents;Boronate Ester;Boronic Acid;Potassium Trifluoroborate
• Mol File: 374538-03-1.mol
• Article Data: 3

Chemical Properties

• Melting Point: 90-96°C
• Boiling Point: 359 °C at 760 mmHg
• Flash Point: 170.9 °C
• Appearance: White/Crystalline Powder
• Density: 1.25 g/cm³
• Vapor Pressure: 8.89E-06mmHg at 25°C
• Refractive Index: 1.532
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Solubility: soluble in Methanol
• PKA: 8.19±0.58(Predicted)
• BRN: 8313459
• CAS DataBase Reference: 2-Methoxycarbonylphenylboronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methoxycarbonylphenylboronic acid(374538-03-1)
• EPA Substance Registry System: 2-Methoxycarbonylphenylboronic acid(374538-03-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• TSCA: No
• HazardClass: IRRITANT
• Hazardous Substances Data: 374538-03-1(Hazardous Substances Data)

Usage

Chemical Properties

White to brown powder

General Description

May contain varying amounts of anhydride

InChI:InChI=1/C8H9BO4/c1-13-8(10)6-4-2-3-5-7(6)9(11)12/h2-5,11-12H,1H3

Upstream product

• 610-97-9 o-iodo-methyl-benzoic acid 
• 610-96-8 methyl chlorobenzoate 
• 610-94-6 2-bromobenzoic acid methyl ester 
• 7647-01-0 hydrogenchloride 
• 5419-55-6 Triisopropyl borate 

Downstream Products

• 1801-42-9 2,3-diphenyl-1H-inden-1-one 
• 41099-25-6 2,3-bis (4-methoxyphenyl)-1H-inden-1-one 
• 13304-52-4 2-methyl-3-phenylinden-1-one 
• 10408-73-8 3-methyl-2-phenyl-inden-1-one 
• 1026268-91-6 4'-{[3-(3-cyano-phenyl)-5-methoxycarbonylmethyl-4,5-dihydro-isoxazole-5-carbonyl]-amino}-biphenyl-2-carboxylic acid methyl ester 
• 843663-30-9 methyl 4'-[(4-hydroxyphenyl)(3,3,5,5-tetramethylcyclohexylidene)methyl]-2-biphenylcarboxylate 
• 1033624-34-8 2-[2-(4-trifluoromethyl-phenoxymethyl)-1H-benzoimidazol-5-yl]-benzoic acid methyl ester 
• 1048367-62-9 methyl 2-(4-tert-butylthiazol-2-yl)benzoate 
• 1094678-09-7 methyl 2-(5'-hydroxypent-1'-en-2'-yl)benzoate 
• 1094677-68-5 methyl 2-(5'-tert-butoxy-5'-oxopent-1'-en-2'-yl)benzoate 
• 1086397-52-5 2-(5-bromopyrimidin-2-yloxy)benzoic acid methyl ester 
• 1097200-66-2 N-tert-butyloxycarbonyl-2-(2'-methoxycarbonylphenyl)-4,5,6,7-tetrahydro-azepane 
• 5807-64-7 diphenic acid dimethyl ester 
• 1185746-34-2 2,3-bis(5-methyl-2-phenyl-4-thiazolyl)indenone 

Relevant articles and documents

Method for synthesizing sodium 2-carboxyphenylborate

The invention discloses a method for synthesizing sodium 2-carboxyphenylborate. The method comprises the following two steps of: 1) taking methyl 2-bromobenzoate as an initial raw material, through bromine removal by butyl lithium, carrying out a one-pot reaction with triisopropyl borate or trimethyl borate to obtain a product 2-methoxycarbonyl phenylboronic acid, and 2) hydrolyzing the 2-methoxycarbonyl phenylboronic acid in a sodium hydroxide methanol solution, and pulping with acetone to obtain sodium 2-carboxyphenylborate monohydrate. The method has the advantages of easily available raw materials, simple operation, safety, environmental protection, low cost and high yield.

Noncryogenic I/Br-Mg exchange of aromatic halides bearing sensitive functional groups using i-PrMgCl-Bis[2-(N,N-dimethylamino)ethyl] ether complexes

Iodo- and bromoaromatics bearing sensitive carboxylic ester and cyano groups underwent a selective halide-magnesium exchange with isopropylmagnesium chloride at ambient temperature in the presence of bis[2-(N,N-dimethylamino) ethyl] ether to afford the corresponding Grignard reagents. The newly formed reactive Grignard reagents were allowed to react with electrophiles such as trimethylborate to afford arylboronic acids in good to excellent yields.