40138-16-7

Basic information

• Product Name: 2-Formylbenzeneboronic acid
• Synonyms: RARECHEM AH PB 0192;BENZALDEHYDE-2-BORONIC ACID;AKOS BRN-0109;2-BORONOBENZALDEHYDE;2-FORMYLPHENYLBORONIC ACID;2-FORMYLBENZENEBORONIC ACID;2-(DIHYDROXYBORYL)BENZALDEHYDE;2-Boronobenzaldehyde~2-Formylphenylboronic acid
• CAS NO: 40138-16-7
• Molecular Formula: C₇H₇BO₃
• Molecular Weight: 149.94
• EINECS: -0
• Product Categories: Aldehydes;blocks;BoronicAcids;Boronic Acid series;Substituted Boronic Acids;Boronic Acids & Esters;Phenyls & Phenyl-Het;Boronic acids;Boronic Acid;Aldehyde;Aryl;Organoborons;B (Classes of Boron Compounds);Boronic Acids & Esters;Phenyls & Phenyl-Het
• Mol File: 40138-16-7.mol
• Article Data: 18

Chemical Properties

• Melting Point: 115-120 °C(lit.)
• Boiling Point: 355.7 °C at 760 mmHg
• Flash Point: 169 °C
• Appearance: Light yellow to light orange-pink/Crystalline Powder or Needles and Chunks
• Density: 1.24 g/cm³
• Vapor Pressure: 1.12E-05mmHg at 25°C
• Refractive Index: 1.547
• Storage Temp.: 0-6°C
• Solubility: Soluble in methanol.
• PKA: 8.18±0.53(Predicted)
• Sensitive: Air Sensitive
• BRN: 3030776
• CAS DataBase Reference: 2-Formylbenzeneboronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Formylbenzeneboronic acid(40138-16-7)
• EPA Substance Registry System: 2-Formylbenzeneboronic acid(40138-16-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 40138-16-7(Hazardous Substances Data)

Usage

Description

2-Formylbenzeneboronic acid is an organic compound that serves as a versatile intermediate in chemical synthesis. It is characterized by its light yellow to light orange-pink crystalline appearance and is commonly utilized in various chemical reactions due to its unique chemical properties.

Uses

Used in Organic Synthesis:
2-Formylbenzeneboronic acid is used as an organic chemical synthesis intermediate for its ability to participate in a wide range of chemical reactions, including the Suzuki reaction. This reaction is a cross-coupling reaction between an organoboron compound and an organic halide or triflate, which is widely used in the synthesis of complex organic molecules, particularly in the pharmaceutical and materials science industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-Formylbenzeneboronic acid is used as a key intermediate in the synthesis of various drugs and drug candidates. Its reactivity and stability make it a valuable component in the development of new medications with potential therapeutic applications.
Used in Materials Science:
2-Formylbenzeneboronic acid is also employed in the field of materials science, where it is used to synthesize novel materials with specific properties. These materials can be utilized in various applications, such as in the development of advanced electronic devices, sensors, and other high-tech applications.
Used in Research and Development:
Due to its unique chemical properties and reactivity, 2-Formylbenzeneboronic acid is often used in research and development laboratories to explore new chemical reactions and develop innovative synthetic methods. This contributes to the advancement of chemical science and the discovery of new compounds with potential applications in various industries.

InChI:InChI=1/C7H7BO3/c9-5-6-3-1-2-4-7(6)8(10)11/h1-5,10-11H

Upstream product

• 380151-85-9 2-(2'-formylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 112627-02-8 (2-Br₂CHC₆H₄)B(OH)2 
• 121-43-7 Trimethyl borate 
• 35849-09-3 o-bromobenzaldehyde dimethyl acetal 
• 17604-70-5 2-(((methoxy)imino)methyl)phenylboronic acid 
• 6630-33-7 ortho-bromobenzaldehyde 
• 1229227-01-3 C₁₈H₁₂B₃Br₃O₃ 
• 68-12-2 N,N-dimethyl-formamide 
• 5419-55-6 Triisopropyl borate 
• 7294-50-0 tri-o-tolylboroxine 
• 932-31-0 ortho-tolylmagnesium bromide 
• 34824-58-3 2-(2-bromophenyl)-1,3-dioxolan 
• 35364-86-4 2-chlorobenzaldehyde diethyl acetal 

Downstream Products

• 19203-45-3 Boronophthalidyl-essigsaeure 
• 91783-81-2 1-hydroxy-1,3-dihydro-benzo[c][1,2]oxaborole-3-carbonitrile 
• 129265-61-8 2,9-bis-1,10-phenanthroline 
• 99902-07-5 2-(2-thienyl)benzaldehyde 
• 99902-03-1 2-(thien-3-yl)benzaldehyde 
• 176690-44-1 2-(pyridin-3-yl)benzaldehyde 
• 176526-00-4 2-(pyridin-4-yl)benzaldehyde 
• 870703-82-5 tert-butyl (2'-formyl-[1,1'-biphenyl]-4-yl)carbamate 
• 205823-24-1 methyl 2'-formyl-(1,1'-biphenyl)-4-carboxylate 
• 16231-67-7 methyl 2'-formyl-[1,1'-biphenyl]-2-carboxylate 

Relevant articles and documents

Sustainable Passerini-tetrazole three component reaction (PT-3CR): selective synthesis of oxaborol-tetrazoles

A sustainable catalyst- and solvent-free Passerini-tetrazole three component reaction (PT-3CR) has been developed for the selective synthesis of benzoxaborol-tetrazoles for the first time. The synthetic potential of oxaboroles was demonstrated towards various functionalized tetrazoles, which are otherwise difficult to achieve through conventional PT-3CR from aromatic aldehydes/ketones. The reaction features high practicality, broad substrate scope and excellent yields (80-98%). Preliminary results of the asymmetric PT-3CR are also shown for the synthesis of chiral benzoxaboroles.

Quinoline diamine-containing fourth subgroup metal complex and application thereof

The invention relates to the technical field of olefin polymerization catalysts, and particularly discloses a quinoline diamine-containing fourth subgroup metal complex and application thereof. The quinoline diamine-containing fourth subgroup metal complex has the following structure: the quinoline diamine-containing fourth subgroup metal complex provided by the invention can catalyze ethylene homopolymerisation with high activity to obtain polyethylene with high molecular weight, and catalyze ethylene and [alpha]-olefin with high activity to copolymerize to generate a copolymer with medium to high molecular weight and insertion amount; and therefore, the problem that an existing olefin polymerization catalyst cannot generate a high-molecular-weight polymer while improving the catalytic activity is solved, and the olefin polymerization catalyst has a wide application prospect.

Design and enantioselective synthesis of 3-(α-acrylic acid) benzoxaboroles to combat carbapenemase resistance

Chiral 3-substituted benzoxaboroles were designed as carbapenemase inhibitors and efficiently synthesisedviaasymmetric Morita-Baylis-Hillman reaction. Some of the benzoxaboroles were potent inhibitors of clinically relevant carbapenemases and restored the activity of meropenem in bacteria harbouring these enzymes. Crystallographic analyses validate the proposed mechanism of binding to carbapenemases,i.e.in a manner relating to their antibiotic substrates. The results illustrate how combining a structure-based design approach with asymmetric catalysis can efficiently lead to potent β-lactamase inhibitors and provide a starting point to develop drugs combatting carbapenemases.