39513-26-3

Basic information

• Product Name: 5-Bromo-1,3-dihydrobenzoimidazol-2-one
• Synonyms: 5-BROMO-1,3-DIHYDRO-BENZIMIDAZOL-2-ONE;5-BROMO-1,3-DIHYDRO-BENZOIMIDAZOL-2-ONE;5-BROMO-1,3-DIHYDROBENZOIMIDAZOL-2-ONE, 95+%;5-Bromo-1,3-dihydro-2H-benzimidazol-2-one;5-BROMO-1H-BENZO[D]IMIDAZOL-2(3H)-ONE;5-Bromobenzo[d]imidazol-2-one;5-Bromo-1,3-dihyrobenzoimidazol-2-one;5-Bromo-2,3-dihydro-2-oxo-1H-benzimidazole
• CAS NO: 39513-26-3
• Molecular Formula: C₇H₅BrN₂O
• Molecular Weight: 213.03
• Mol File: 39513-26-3.mol
• Article Data: 30

Chemical Properties

• Melting Point: 336-337 °C(Solv: acetic acid (64-19-7))
• Boiling Point: 180.016°C at 760 mmHg
• Flash Point: 62.672°C
• Appearance: /
• Density: 1.728g/cm³
• Vapor Pressure: 0.915mmHg at 25°C
• Refractive Index: 1.627
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 11.18±0.30(Predicted)
• CAS DataBase Reference: 5-Bromo-1,3-dihydrobenzoimidazol-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Bromo-1,3-dihydrobenzoimidazol-2-one(39513-26-3)
• EPA Substance Registry System: 5-Bromo-1,3-dihydrobenzoimidazol-2-one(39513-26-3)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 39513-26-3(Hazardous Substances Data)

Usage

General Description

5-Bromo-1,3-dihydrobenzoimidazol-2-one is a chemical compound with the molecular formula C9H8BrN3O. It is a heterocyclic compound containing a bromine atom and a five-membered ring structure. This chemical is used in the preparation of various pharmaceuticals and organic compounds due to its versatile reactivity and ability to participate in various organic reactions. It is also used as a reagent in organic synthesis and as a building block in the production of complex organic molecules. Additionally, 5-Bromo-1,3-dihydrobenzoimidazol-2-one has potential applications in the field of medicinal chemistry and drug discovery due to its structural features and potential pharmacological properties.

InChI:InChI=1/C7H5BrN2O/c8-4-1-2-5-6(3-4)10-7(11)9-5/h1-3H,(H2,9,10,11)

Upstream product

• 75-44-5 phosgene 
• 1575-37-7 4-Bromo-benzene-1,2-diamine 
• 28230-35-5 5-Brom-anthranilsaeurehydroxamsaeure 
• 144167-55-5 5-bromo-1-(N-carbethoxyimidoyl)-2-benzimidazolone 
• 530-62-1 1,1'-carbonyldiimidazole 
• 10468-46-9 N-(4-bromophenyl)hydroxylamine 
• 144167-28-2 α-amino-α-carbethoxy-N-(4-bromophenyl)-nitrone 
• 1885-14-9 phenyl chloroformate 
• 124-38-9 carbon dioxide 
• 57-13-6 urea 
• 875-51-4 4-Bromo-2-nitroaniline 
• 3582-05-6 trifluoromethyl trifluoromethanesulfonate 
• 615-16-7 1H-benzimidazol-2-ol 

Downstream Products

• 683240-76-8 6-bromo-2-chloro-1H-benzo[d]imidazole 
• 710348-69-9 5-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)-1,3-dihydro-2H-benzo[d]imidazol-2-one 
• 305790-53-8 5-(3-Nitro-phenyl)-1,3-dihydro-benzoimidazol-2-one 
• 1453097-58-9 C₁₈H₁₅BrN₄O 
• 54303-63-8 C₇H₇BrN₄ 
• 683240-76-8 5-bromo-2-chloro-1H-benzo[d]imidazole 
• 1432912-78-1 5-(5-chloro-2-hydroxyphenyl)-1H-benzo[d]imidazol-2(3H)-one 
• 1432913-51-3 4-(4-chloro-2-(2-oxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)phenoxy)-2,5-difluoro-N-(1,2,4-thiadiazol-5-yl)benzenesulfonamide 

Relevant articles and documents

CdSnO3/SnD NPs as a Nanocatalyst for Carbonylation of o-Phenylenediamine with CO2

In order to carbonize o-phenylenediamine with CO2, an effective approach was used with UV light irradiation by Sn(IV) doping DFNS (SnD) supported CdSnO3 as a catalyst (CdSnO3/SnD). In this catalyst, SnD with the ratios of Si/Sn in the range of 6 to 50 were obtained using the Direct Hydrothermal Synthesis (DHS), and the nanoparticles of CdSnO3 on the surfaces of SnD were reduced in situ. Scanning Electron Microscope (SEM), X-ray Diffraction (XRD), Fourier Transform Infrared Spectroscopy (FT-IR), X-ray Energy Dispersive Spectroscopy (EDS), and Transmission Electron Microscopy (TEM) were utilized for characterizing CdSnO3/SnD. It was found that CdSnO3/SnD nanostructures could be used for synthesizing o-phenylenediamines due to their effective and novel catalytic behavior through the reaction between o-phenylenediamines and CO2. Graphic Abstract: [Figure not available: see fulltext.]

PrVO4/SnD NPs as a Nanocatalyst for Carbon Dioxide Fixation to Synthesis Benzimidazoles and 2-Oxazolidinones

Recently CO2 stabilization has received a great deal of attention because of its probable applications as a rich C1 resource and the synthesis of several fine chemicals can be accomplished through this stabilization. In this study, Sn(IV) doping dendritic fibrous nanosilica (SnD) supported PrVO4 nanoparticles as a catalyst (PrVO4/SnD) was synthesized by a in-situ procedure. The SnD with the ratios of Si/Sn in a variety of 6 to 40 were acquired through direct hydrothermal synthesis (DHS), and PrVO4 NPs on the surfaces of SnD were reduced in-situ. X-Ray diffraction (XRD), Scanning electron microscope (SEM), Fourier transform infrared spectroscopy (FT-IR), transmission electron microscopy (TEM), and X-ray energy dispersive spectroscopy (EDS) were deployed for identifying the PrVO4/SnD. It is potentially a highly dynamic catalyst in the stabilization of CO2 for the production of 2-oxazolidinones and benzimidazoles. In addition, the catalyst is very easy to recycle and reuse without significant loss of active site Cu metal. Graphic Abstract: PrVO4/SnD NPs as a nanocatalyst for carbon dioxide fixation to synthesis benzimidazoles and 2-oxazolidinones. [Figure not available: see fulltext.]

Live-Cell Protein Modification by Boronate-Assisted Hydroxamic Acid Catalysis

Selective methods for introducing protein post-translational modifications (PTMs) within living cells have proven valuable for interrogating their biological function. In contrast to enzymatic methods, abiotic catalysis should offer access to diverse and new-to-nature PTMs. Herein, we report the boronate-assisted hydroxamic acid (BAHA) catalyst system, which comprises a protein ligand, a hydroxamic acid Lewis base, and a diol moiety. In concert with a boronic acid-bearing acyl donor, our catalyst leverages a local molarity effect to promote acyl transfer to a target lysine residue. Our catalyst system employs micromolar reagent concentrations and affords minimal off-target protein reactivity. Critically, BAHA is resistant to glutathione, a metabolite which has hampered many efforts toward abiotic chemistry within living cells. To showcase this methodology, we installed a variety of acyl groups inE. colidihydrofolate reductase expressed within human cells. Our results further establish the well-known boronic acid-diol complexation as abona fidebio-orthogonal reaction with applications in chemical biology and in-cell catalysis.