389621-80-1

Basic information

• Product Name: 4-(N,N-DIETHYLAMINOCARBONYL)PHENYLBORONIC ACID
• Synonyms: N,N-DIETHYL 4-BORONOBENZAMIDE;4-[(DIETHYLAMINO)CARBONYL]PHENYLBORONIC ACID;4-(N,N-DIETHYLAMINOCARBONYL)BENZENEBORONIC ACID;4-(N,N-DIETHYLAMINOCARBONYL)PHENYLBORONIC ACID;4-(Diethylcarbamoyl)benzeneboronic acid;Boronic acid, [4-[(diethylamino)carbonyl]phenyl]- (9CI);4-(Diethylcarbonyl)Phenylboron;4-(Diethylcarbamoyl)benzeneboronic acid 98%
• CAS NO: 389621-80-1
• Molecular Formula: C₁₁H₁₆BNO₃
• Molecular Weight: 221.06
• Product Categories: BORONICACID;blocks;BoronicAcids;Boronic acids;Heterocyclic Compounds;Boronic acid;Boronate Ester;Potassium Trifluoroborate
• Mol File: 389621-80-1.mol

Chemical Properties

• Melting Point: 138-142°C
• Boiling Point: 423.3 °C at 760 mmHg
• Flash Point: 209.8 °C
• Appearance: /
• Density: 1.14 g/cm³
• Vapor Pressure: 6.41E-08mmHg at 25°C
• Refractive Index: 1.54
• Storage Temp.: Keep Cold
• Solubility: soluble in Methanol
• PKA: 8.18±0.16(Predicted)
• CAS DataBase Reference: 4-(N,N-DIETHYLAMINOCARBONYL)PHENYLBORONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(N,N-DIETHYLAMINOCARBONYL)PHENYLBORONIC ACID(389621-80-1)
• EPA Substance Registry System: 4-(N,N-DIETHYLAMINOCARBONYL)PHENYLBORONIC ACID(389621-80-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 389621-80-1(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
4-(N,N-Diethylaminocarbonyl)phenylboronic acid is used as a reagent in organic synthesis for the formation of carbon-carbon and carbon-heteroatom bonds. Its unique chemical properties make it a valuable component in the synthesis of complex organic molecules.
Used in the Suzuki-Miyaura Cross-Coupling Reaction:
In the field of organic chemistry, 4-(N,N-Diethylaminocarbonyl)phenylboronic acid is used as a key component in the Suzuki-Miyaura cross-coupling reaction. This reaction is a widely used method for the formation of biaryl compounds, which are important structural motifs in pharmaceuticals, agrochemicals, and materials science.
Used in Pharmaceutical Development:
4-(N,N-Diethylaminocarbonyl)phenylboronic acid has potential applications in the development of novel pharmaceuticals. Its ability to form stable bonds with various organic and inorganic substrates makes it a promising candidate for the synthesis of new drug molecules with unique therapeutic properties.
Used in Proteomics Research:
In the field of proteomics, 4-(N,N-Diethylaminocarbonyl)phenylboronic acid can be used for the selective enrichment and analysis of specific proteins. Its reactivity with certain amino acid residues allows for targeted protein modification and identification, contributing to a better understanding of protein function and interactions.
Used in Polymer Science:
4-(N,N-Diethylaminocarbonyl)phenylboronic acid also has potential applications in polymer science. Its ability to form stable bonds with various substrates can be utilized in the synthesis of novel polymer materials with tailored properties, such as improved mechanical strength, thermal stability, or specific chemical reactivity.

InChI:InChI=1/C11H16BNO3/c1-3-13(4-2)11(14)9-5-7-10(8-6-9)12(15)16/h5-8,15-16H,3-4H2,1-2H3

Upstream product

• 14047-29-1 4-carboxyphenylboronic acid 
• 109-89-7 diethylamine 

Downstream Products

• 911227-81-1 tert-butyl 4-(4-(diethylcarbamoyl)phenyl)-5-(methoxymethoxy)spiro[chromene-2,4'-piperidine]-1'-carboxylate 
• 911227-89-9 C₃₀H₃₈N₂O₄ 
• 911227-92-4 C₃₁H₃₈N₂O₆ 
• 911227-98-0 C₃₂H₄₁N₃O₅ 
• 911228-18-7 C₃₀H₃₈N₂O₄ 
• 911228-30-3 C₂₇H₃₁NO₄ 
• 911228-45-0 benzyl 4-(4-(diethylcarbamoyl)phenyl)-1H-spiro[naphthalene-2,4-piperidine]-1'-carboxylate 
• 911228-62-1 C₂₉H₃₆N₂O₅S 
• 1013334-06-9 C₃₅H₅₀N₂O₅Si 
• 911227-51-5 tert-butyl 6-(tert-butyldimethylsilyloxy)-4-(4-(diethylcarbamoyl)phenyl)spiro[chromene-2,4'-piperidine]-1'-carboxylate 
• 1013333-37-3 C₃₀H₃₈N₂O₅ 
• 1013334-92-3 C₂₈H₃₄N₂O₄ 
• 1013334-93-4 C₂₉H₃₆N₂O₄ 
• 850175-04-1 N,N-diethyl-4-(2',3',5',6'-tetrahydrospiro[chromene-2,4'-pyran]-4-yl)benzamide 

Relevant articles and documents

11β-HSD1 INHIBITORS

The invention relates to sulfonamide compounds of formula (I) wherein A, B, R1 and Xl to X3 have the meaning as cited in the description and the claims. For example A is biphenyl, B is 3-methoxyphenyl, Rl is H and Xl to X3 are CH. Said compounds are usefu

Universal solid-phase approach for the immobilization, derivatization, and resin-to-resin transfer reactions of boronic acids

Boronic acid-containing molecules are employed in a broad range of biological, medicinal, and synthetic applications. These compounds, however, tend to be difficult to handle by solution-phase methods. Herein, this problem is addressed with the development of the first general solid-phase approach for the derivatization of functionalized boronic acids. This approach is based on the use of a diethanolamine resin anchor that facilitates boronic acid immobilization by avoiding the need for exhaustive removal of water in the esterification process. The immobilization of a wide variety of boronic acids onto N,N-diethanolaminomethyl polystyrene (DEAM-PS, 1) can be performed within minutes by simple stirring in anhydrous solvents at room temperature. Evidence for the formation of a bicyclic diethanolamine boronate with putative N-B coordination was shown by 1H NMR analysis of DEAM-PS-supported p-tolylboronic acid. The hydrolytic cleavage of the same model boronic acid from the DEAM-PS resin was studied by UV spectroscopy. Hydrolysis and attachment were shown to occur under a rapidly attained equilibrium, and a large excess of water (> 32 equiv) is required to effect a practically quantitative release of boronic acids from DEAM-PS. Despite their relative sensitivity to water and alcohols, DEAM-PS-bound arylboronic acids functionalized with a formyl, a bromomethyl, a carboxyl, or an amino group can be transformed in good to excellent yields into a wide variety of amines, amides, anilides, and ureas, respectively. Ugi multicomponent reactions on DEAM-PS-supported aminobenzeneboronic acids, derivatization of multifunctional arylboronic acids, and sequential reactions can also be carried out efficiently. These new DEAM-PS-supported arylboronic acids can be employed directly into resin-to-resin transfer reactions (RRTR). This type of multiresin process helps eliminate time-consuming cleavage and transfer operations, thereby considerably simplifying the outlook of combinatorial library synthesis by manual or automated means. This concept was illustrated by a set of optimized procedures for the Suzuki cross-coupling and the borono-Mannich reactions.