5735-41-1

Basic information

• Product Name: 1-Hydroxy-2,1-benzoxaborolane
• Synonyms: AKOS BRN-0113;2-(HYDROXYMETHYL)BENZENEBORONIC ACID CYCLIC MONOESTER;(2-HYDROXYMETHYL)BENZENEBORONIC ACID DEHYDRATE;2-(HYDROXYMETHYL)BENZENEBORONIC ACID HEMIESTER;2-(HYDROXYMETHYL)PHENYLBORONIC ACID CYCLIC MONOESTER;(2-HYDROXYMETHYLPHENYL)BORONIC ACID DEHYDRATE;2-(HYDROXYMETHYL)PHENYLBORONIC ACID, DIHYDRATE;1-HYDROXY-2,1-BENZOXABOROLANE
• CAS NO: 5735-41-1
• Molecular Formula: C₇H₇BO₂
• Molecular Weight: 133.94
• Product Categories: blocks;BoronicAcids
• Mol File: 5735-41-1.mol
• Article Data: 27

Chemical Properties

• Melting Point: 98-100°C
• Boiling Point: 237.2 °C at 760 mmHg
• Flash Point: 97.2 °C
• Appearance: /
• Density: 1.18g/cm³
• Vapor Pressure: 1.92E-06mmHg at 25°C
• Refractive Index: 1.566
• Storage Temp.: Keep Cold
• PKA: 7.01±0.20(Predicted)
• BRN: 4333
• CAS DataBase Reference: 1-Hydroxy-2,1-benzoxaborolane(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Hydroxy-2,1-benzoxaborolane(5735-41-1)
• EPA Substance Registry System: 1-Hydroxy-2,1-benzoxaborolane(5735-41-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25
• WGK Germany: 3
• Hazardous Substances Data: 5735-41-1(Hazardous Substances Data)

Usage

Description

1-Hydroxy-2,1-benzoxaborolane is a solid chemical compound that serves as a versatile substrate in the synthesis of various organic compounds, particularly allylic and benzylic alcohols. Its unique structure allows it to undergo Suzuki coupling, a widely used method in organic chemistry for the formation of carbon-carbon bonds.

Uses

Used in Pharmaceutical Industry:
1-Hydroxy-2,1-benzoxaborolane is used as a key intermediate for the synthesis of various pharmaceutical compounds. Its ability to form allylic and benzylic alcohols through Suzuki coupling makes it a valuable building block in the development of new drugs and therapeutic agents.
Used in Chemical Synthesis:
1-Hydroxy-2,1-benzoxaborolane is used as a synthetic building block for the preparation of a wide range of organic compounds. Its solid state and reactivity in Suzuki coupling reactions make it a preferred choice for chemists working on the development of new molecules with potential applications in various industries, including pharmaceuticals, agrochemicals, and materials science.
Used in Research and Development:
1-Hydroxy-2,1-benzoxaborolane is used as a research tool in the development of new synthetic methods and strategies. Its unique reactivity and compatibility with various reaction conditions make it an attractive candidate for exploring novel chemical transformations and improving existing synthetic routes.

Synthesis Reference(s)

Journal of the American Chemical Society, 80, p. 835, 1958 DOI: 10.1021/ja01537a021

InChI:InChI=1/C7H9BO3/c9-5-6-3-1-2-4-7(6)8(10)11/h1-4,9-11H,5H2

Upstream product

• 121-43-7 Trimethyl borate 
• 18982-54-2 o-bromobenzyl alcohol 
• 100299-22-7 tris(2-chloromethyl phenyl)boroxine 
• 1310-73-2 sodium hydroxide 
• 87199-14-2 2-(hydroxymethyl)phenylboronic acid 
• 40138-16-7 2-formylbenzene boronic acid 
• 118-44-5 1-N-ethylnaphthylamine 
• 103-69-5 N-ethyl-N-phenylamine 
• 100-61-8 N-methylaniline 
• 377780-72-8 2-(2-(bromomethyl)phenyl)-4,4,5,5,-tetramethyl-1,3,2-dioxaborolane 
• 1374294-47-9 [2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanol 
• 380151-85-9 2-(2'-formylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 6630-33-7 ortho-bromobenzaldehyde 
• 13675-18-8 tetrahydroxydiboron 

Downstream Products

• 709016-07-9 (2'-dibenzylamino-4'-nitro-biphenyl-2-yl)-methanol 
• 101295-00-5 1-(3H-benzo[c][1,2]oxaborol-1-yl)-2-(naphthalen-1-ylcarbamoyloxy-methyl)-benzene 
• 91589-19-4 B-chloro boron napthalide 
• 100299-22-7 tris(2-chloromethyl phenyl)boroxine 
• 110409-93-3 (E)-4-(phenylmethylene)-3-isochromanone 
• 1429614-63-0 C₁₁H₁₅BO 
• 118803-40-0 1-hydroxy-6-nitro-3H-2,1-benzoxaborole 

Relevant articles and documents

Transition-metal-free, one-pot synthesis of benzoxaboroles from: O -bromobenzaldehydes via visible-light-promoted borylation

A novel and simple one-pot stepwise method to synthesize benzoxaboroles was demonstrated. This step-by-step synthetic method includes photocatalytic boronization with phenothiazine as a photocatalyst and sequential water-induced reduction in the presence of bis(pinacolato)diboron. A series of o-bromobenzaldehydes were well-tolerated under the standard conditions. In addition, this method has been successfully applied in the synthesis of the anti-tuberculosis candidate drug GSK 3036656 and anti-fungal drug tavaborole. This journal is

BORON CONTAINING COMPOUNDS AND THEIR USES

The present disclosure contemplates novel boron-containing compounds and their uses as active agents that exhibit pesticidal activity such as antimicrobial, insecticidal, arachnicidal, and/or anti parasitic activity. An agrochemical composition containing such a compound and its use in, animal health, agriculture, or horticulture is also contemplated. A method for promoting plant performance and/or controlling, reducing, preventing, ameliorating, or inhibiting microbes, insects, arachnids, and/or parasites on or in an animal, a plant, a plant part, plant propagation material, and/or harvested fruits or vegetables is also contemplated.

Benzoxaborole-1-alcohol compound and preparation method and application thereof

The invention belongs to the field of bactericides, and particularly relates to a benzoxaborole-1-alcohol compound and a preparation method and application thereof. The benzoxaborole-1-alcohol compound has good bactericidal activity, can effectively control tomato early blight, wheat scab, rice sheath blight disease, strawberry gray mold, apple blotch, cucumber anthracnose and other crop diseases,can produce excellent antibacterial effects at low concentration, and shows good selectivity. The compound is used as a leucyl-tRNA synthetase inhibitor, the evolution difference of aminoacyl-tRNA synthetase of germs and eukaryotes is utilized, and the compound has very high safety to non-target organisms while killing the germs and can be used as a bactericide in agriculture.