13471-35-7

Basic information

• Product Name: Boronic acid,phenyl-dimethyl ester
• Synonyms: Boronic acid,phenyl-dimethyl ester
• CAS NO: 13471-35-7
• Molecular Formula: C₈H₁₁BO₂
• Molecular Weight: 149.9827
• Mol File: 13471-35-7.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 197 °C at 760 mmHg
• Flash Point: 2.9 °C
• Appearance: /
• Density: 0.95 g/cm³
• Vapor Pressure: 0.545mmHg at 25°C
• Refractive Index: 1.457
• CAS DataBase Reference: Boronic acid,phenyl-dimethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Boronic acid,phenyl-dimethyl ester(13471-35-7)
• EPA Substance Registry System: Boronic acid,phenyl-dimethyl ester(13471-35-7)

Safety Data

• Hazardous Substances Data: 13471-35-7(Hazardous Substances Data)

Usage

General Description

Boronic acid, phenyl-dimethyl ester is a chemical compound with the formula C8H11BO2. It appears as a colorless to pale yellow liquid, and it is commonly used in organic synthesis and pharmaceutical research. Boronic acids are known for their ability to form stable complexes with diols and other electron-rich compounds, making them useful in coupling reactions and as intermediates in the synthesis of various compounds. The phenyl-dimethyl ester derivative of boronic acid is often used as a protecting group in organic synthesis to selectively block certain functional groups, allowing for specific reactions to occur without interference. Additionally, boronic acid derivatives have also been studied for their potential pharmaceutical applications, particularly in the development of new drugs for the treatment of cancer, diabetes, and other conditions.

InChI:InChI=1/C8H11BO2/c1-10-9(11-2)8-6-4-3-5-7-8/h3-7H,1-2H3

Upstream product

• 67-56-1 methanol 
• 83837-64-3 phenyl(chloro)(OMe)borane 
• 98-80-6 phenylboronic acid 
• 7318-94-7 tetramethoxydiborane 
• 17763-67-6 Phenyl triflate 
• 121-43-7 Trimethyl borate 
• 100-58-3 phenylmagnesium bromide 
• 108-90-7 chlorobenzene 
• 62-53-3 aniline 
• 108-86-1 bromobenzene 
• 149-73-5 trimethyl orthoformate 
• 1692-26-8 bis(propan-2-yl) phenylboronate 
• 6063-74-7 1-methyl-2-phenyl-[1,3,2]diazaborinane 
• 960-71-4 triphenylborane 

Downstream Products

• 31044-59-4 diethyl phenylboronate 
• 13383-32-9 7t(und c)-Chlor-7c(und t)-phenyl-(1rH_.6cH)-norcaran 
• 7330-48-5 dibutoxyphenylborane 
• 24388-23-6 2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole 
• 119-61-9 benzophenone 
• 92-52-4 biphenyl 
• 947-84-2 2-Biphenylcarboxylic acid 
• 66600-05-3 2-chloro-5-phenylpyridine 
• 1009375-42-1 4-benzyl-1-(phenylsulfonyl)-1H-indole 
• 1009375-39-6 2-benzyl-1-(phenylsulfonyl)-3-(phenylthio)-1H-indole 
• 451-40-1 phenyl benzyl ketone 
• 101-97-3 Ethyl 2-phenylethanoate 
• 103-79-7 1-phenyl-acetone 
• 612-94-2 2-phenylnaphthalene 

Relevant articles and documents

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METHOD FOR SYNTHESIZING BORONATE ESTER COMPOUND, SODIUM SALT OF BORONATE ESTER COMPOUND, AND METHOD FOR SYNTHESIZING THE SAME

An object is to establish a technology with which a boronate ester compound can be easily and efficiently synthesized at a low cost with a small number of steps without the need for a complex chemical method and reagents that need to be carefully handled. A further object is to establish a sodium salt of a boronate ester compound that is a novel compound and a technology for synthesizing the sodium salt of a boronate ester compound. Provided are a sodium salt of a boronate ester compound and a method for synthesizing a boronate ester compound or a sodium salt of a boronate ester compound that includes reacting, in a reaction solvent, an organic chloride with a dispersion product obtained by dispersing sodium in a dispersion solvent to obtain an organic sodium compound, and reacting the obtained organic sodium compound with a borate ester compound to obtain a boronate ester compound or a sodium salt of a boronate ester compound.

Mn-catalyzed aromatic C-H alkenylation with terminal alkynes

The first manganese-catalyzed aromatic C-H alkenylation with terminal alkynes is described. The procedure features an operationally simple catalyst system containing commercially available MnBr(CO)5 and dicyclohexylamine (Cy2NH). The reaction occurs readily in a highly chemo-, regio-, and stereoselective manner delivering anti-Markovnikov E-configured olefins in high yields. Experimental study and DFT calculations reveal that (1) the reaction is initiated by a C-H activation step via the cooperation of manganese and base; (2) manganacycle and alkynylmanganese species are the key reaction intermediates; and (3) the ligand-to-ligand H-transfer and alkynyl-assisted C-H activation are the key steps rendering the reaction catalytic in manganese.