16636-62-7

Basic information

• Product Name: O-HYDROXYBENZOYLACETONE
• Synonyms: 1-(2-HYDROXYPHENYL)-1,3-BUTANEDIONE;2-(ACETOACETYL)PHENOL;O-HYDROXYBENZOYLACETONE;SALICYLOYLACETONE;TIMTEC-BB SBB007835;2-Acetyl-2'-hydroxyacetophenone;2-Hydroxybenzoylacetone;o-Acetoacetylphenol
• CAS NO: 16636-62-7
• Molecular Formula: C₁₀H₁₀O₃
• Molecular Weight: 178.18
• Mol File: 16636-62-7.mol
• Article Data: 53

Chemical Properties

• Melting Point: 102℃ (ligroine ethanol )
• Boiling Point: 295.1 °C at 760 mmHg
• Flash Point: 146.5 °C
• Appearance: /
• Density: 1.191 g/cm³
• Vapor Pressure: 0.000884mmHg at 25°C
• Refractive Index: 1.547
• PKA: 7.81±0.30(Predicted)
• CAS DataBase Reference: O-HYDROXYBENZOYLACETONE(CAS DataBase Reference)
• NIST Chemistry Reference: O-HYDROXYBENZOYLACETONE(16636-62-7)
• EPA Substance Registry System: O-HYDROXYBENZOYLACETONE(16636-62-7)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 16636-62-7(Hazardous Substances Data)

Usage

General Description

O-HYDROXYBENZOYLACETONE, also known as benzoylacetone, is a chemical compound with the molecular formula C10H10O2. It is an aromatic ketone with a benzene ring and a carbonyl group attached to a two-carbon chain. O-HYDROXYBENZOYLACETONE is commonly used as a precursor in the synthesis of various pharmaceuticals, dyes, and perfumes. It also has applications in organic chemistry as a ligand in coordination chemistry and as a reagent in organic synthesis. O-HYDROXYBENZOYLACETONE is a pale yellow solid and is generally considered to be stable under normal conditions, although it should be handled with caution due to its potential irritant and toxic properties.

InChI:InChI=1/C10H10O3/c1-7(11)6-10(13)8-4-2-3-5-9(8)12/h2-5,12H,6H2,1H3

Upstream product

• 51751-37-2 2-Methyl-4-oxo-4H-<1>benzopyran-3-carboxylic acid 
• 90-02-8 salicylaldehyde 
• 141-78-6 ethyl acetate 
• 35115-15-2 2-(propionylacetyl)phenol 
• 118-93-4 o-hydroxyacetophenone 
• 67-64-1 acetone 
• 7250-94-4 o-acetoxyacetophenone 
• 60-29-7 diethyl ether 
• 4303-71-3 triphenylmethyl sodium 
• 10037-20-4 3-acetyl-2-methyl-4-oxo-4H-<1>benzopyran 
• 141-52-6 sodium ethanolate 

Downstream Products

• 79709-82-3 1,10-bis(2'-hydroxyphenyl)-3,6-dimethyl-4,7-diazadeca-2,8-diene-1,10-dione 
• 51138-46-6 3⁽⁵⁾-methyl-5⁽³⁾-(2-hydroxyphenyl)pyrazole 
• 51138-49-9 5-(2-hydroxyphenyl)-3-methylisoxazole 
• 5751-48-4 2-methylchromone 

Relevant articles and documents

3-Hydroxy-(4H)-benzopyran-4-ones as potential iron chelating agents in vivo

Increasing evidence suggests that iron plays an important role in tissue damage both during chronic iron overload diseases (i.e., hemochromatosis) and when, in the absence of actual tissue iron overload, iron is delocalised from specific carriers or intracellular sites (inflammation, eurodegenerative diseases, post-ischaemic reperfusion, etc.). In order to be used for therapeutical purposes in vivo, a reliable iron chelator should be capable of preventing the undesired effects that follow the electrochemical activation of iron (see below). Bearing in mind the molecular structure of some flavonols that are able to chelate iron, we synthesised a new oral iron-chelator, 2-methyl-3-hydroxy-4H-benzopyran-4-one (MCOH). We demonstrate that MCOH chelates iron in a 2:1 ratio showing a stability constant of ～1010. MCOH is able to cross cell membranes (erythrocytes, ascite tumour cells) in both directions. Following intraperitoneal administratio to rats, it is quickly taken up by the liver and excreted in the urine withi 24 h. A similar behaviour has bee documented after oral administration. We propose that MCOH may represent the prototype of a new class of iron chelating agents to be developed for iron-removal therapy in vivo with the goal of preventing tissue damage caused by the iron redox cycle. Copyright

A “turn-on” fluorescent probe with high selectivity and large stokes shift for the detection of hydrogen peroxide and its bioimaging applications

Hydrogen peroxide (H2O2) plays pivotal roles in various biological functions and pharmacological activities. High selectivity and sensitivity remain challenges for fluorescent probes to detection of H2O2 with a large stokes shift. Herein, a new “turn-on” fluorescent probe (DCM-C) was designed based on the mechanism of intramolecular charge transfer (ICT). In PBS buffer (10 mM, pH 7.4, with 20% DMSO, v/v), DCM-C exhibited high selectivity and sensitivity for H2O2 over other interfering analytes with a large stokes shift (187 nm), and the detection limit was as low as 35.5 nM. In addition, the probe was effective for detecting exogenous and endogenous H2O2 in living cells, and identifying stained in cytoplasm. Moreover, the probe has been used successfully for determining H2O2 in zebrafish by fluorescence imaging.

Near-infrared compound with aggregation-induced emission property as well as preparation method and application thereof

The invention discloses a near-infrared compound with an aggregation-induced emission property as well as a preparation method and application of the near-infrared compound. The near-infrared compoundhas high-brightness far-infrared and near-infrared fluorescence emission characteristics, has aggregation-induced emission and crystallization-induced emission characteristics in a near-infrared region, and has the characteristic of aggregation-induced nonlinear optical effect. The nanocrystal can be used for biological imaging and can be prepared into nanocrystals for living body deep high-resolution multi-photon fluorescence and third harmonic imaging. The material synthesized by the method shows the properties of aggregation-induced emission and crystallization-induced emission, while thetraditional fluorescent dye has the phenomenon of aggregation-induced fluorescence quenching under the condition of high concentration, so that the defects of the traditional fluorescent dye are effectively overcome.

Near-infrared hydrazine fluorescence sensor as well as preparation method and application thereof

The invention discloses a near-infrared hydrazine fluorescence sensor as well as a preparation method and application thereof. According to the method, a target product (E) 4-(2-(4-(dicyanomethylene) chroman-2-yl) vinyl) phenyl 4-bromobutyric acid is synthesized. An ultraviolet-visible spectrophotometer and a fluorescence spectrophotometer are adopted to determine the intensity change of a characteristic peak of a probe in a water phase, so as to determine the existence of hydrazine. The invention provides application of the hydrazine fluorescence sensor in hydrazine detection, and the hydrazine fluorescence sensor can be used for high-selectivity and high-sensitivity detection of hydrazine in a water phase. It is found that thehydrazine fluorescence sensor has a good hydrazine detection effect. Compared with the prior art, the hydrazine fluorescence sensor has the advantages of easily available raw materials, simple synthesis steps, convenient post-treatment, easy realization of large-scale production, and great application prospect in hydrazine detection.