699-83-2 | 2',6'-Dihydroxyacetophenone

Packsize	Purity	Availability	Price	Discounted Price
5g	98%	in stock	$8.00	$5.00
10g	98%	in stock	$10.00	$7.00
25g	98%	in stock	$20.00	$14.00
500g	98%	in stock	$322.00	$225.00

Description

• Catalog Number: AB43718
• Chemical Name: 2',6'-Dihydroxyacetophenone
• CAS Number: 699-83-2
• Molecular Formula: C8H8O3
• Molecular Weight: 152.1473
• MDL Number: MFCD00002270
• SMILES: CC(=O)c1c(O)cccc1O
• NSC Number: 615

Computed Properties

• Complexity: 145
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 11
• Hydrogen Bond Acceptor Count: 3
• Hydrogen Bond Donor Count: 2
• Rotatable Bond Count: 1
• XLogP3: 1.4

Upstream Synthesis Route

1-(2,6-Dihydroxyphenyl)ethanone, also known as DHP, plays a crucial role in chemical synthesis as a versatile building block. This compound serves as a key intermediate in the synthesis of various organic molecules and pharmaceuticals due to its unique chemical properties and structural features.In chemical synthesis, 1-(2,6-Dihydroxyphenyl)ethanone is commonly utilized as a starting material for the synthesis of complex organic compounds. Its functional groups, including hydroxyl and carbonyl moieties, enable it to participate in a wide range of chemical reactions, such as nucleophilic addition, acylation, and condensation reactions. These reactions allow for the modification and functionalization of the DHP molecule, leading to the creation of diverse chemical structures with specific properties and functionalities.Furthermore, the presence of the phenolic hydroxyl groups in 1-(2,6-Dihydroxyphenyl)ethanone makes it a valuable precursor for the synthesis of polyphenolic compounds and natural products with potential biological activity. Its ability to undergo oxidative coupling reactions facilitates the formation of complex polyphenolic structures with antioxidant and pharmacological properties.Overall, the versatile nature of 1-(2,6-Dihydroxyphenyl)ethanone makes it an indispensable component in chemical synthesis, enabling the construction of diverse organic molecules and pharmaceutical compounds with various applications in the fields of medicinal chemistry, materials science, and bioorganic chemistry.

Literature

• Evaluation of 2,6-dihydroxyacetophenone as matrix-assisted laser desorption/ionization matrix for analysis of hydrophobic proteins and peptides.

  Analytical biochemistry 20120601

• An efficient and selective way to new highly functionalized coronands or spiro derivatives using ultrasonic irradiation.

  Ultrasonics sonochemistry 20120501

• A new Schiff base compound N,N'-(2,2-dimetylpropane)-bis(dihydroxylacetophenone): synthesis, experimental and theoretical studies on its crystal structure, FTIR, UV-visible, 1H NMR and 13C NMR spectra.

  Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20111015

• Murine tyrosinase inhibitors from Cynanchum bungei and evaluation of in vitro and in vivo depigmenting activity.

  Experimental dermatology 20110901

• Deciphering the complexity of sainfoin (Onobrychis viciifolia) proanthocyanidins by MALDI-TOF mass spectrometry with a judicious choice of isotope patterns and matrixes.

  Analytical chemistry 20110601

• Laserspray ionization, a new method for protein analysis directly from tissue at atmospheric pressure with ultrahigh mass resolution and electron transfer dissociation.

  Molecular & cellular proteomics : MCP 20110201

• Enhanced MALDI-TOF MS analysis of phosphopeptides using an optimized DHAP/DAHC matrix.

  Journal of biomedicine & biotechnology 20100101

• 355 nm multiphoton dissociation and ionization of 2, 5-dihydroxyacetophenone.

  The journal of physical chemistry. A 20091231

• Diazinium salts with dihydroxyacetophenone skeleton: Syntheses and antimicrobial activity.

  European journal of medicinal chemistry 20090501

• Synthesis and biological evaluation of phloridzin analogs as human concentrative nucleoside transporter 3 (hCNT3) inhibitors.

  Bioorganic & medicinal chemistry letters 20090201

• Molecular modeling and inhibition of phospholipase A2 by polyhydroxy phenolic compounds.

  European journal of medicinal chemistry 20090101

• [Determination of four acetophenones in Radix Cynanchi bungei by high performance liquid chromatography-photodiode array detection].

  Se pu = Chinese journal of chromatography 20090101

• Parameters contributing to efficient ion generation in aerosol MALDI mass spectrometry.

  Journal of the American Society for Mass Spectrometry 20080301

• Selective enrichment and fractionation of phosphopeptides from peptide mixtures by isoelectric focusing after methyl esterification.

  Analytical chemistry 20070301

• Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.

  Journal of molecular graphics & modelling 20061101

• Inhibitory effects of choleretic hydroxyacetophenones on ileal bile acid transport in rats.

  Life sciences 20060227

• 2,5-Dihydroxyacetophenone: a matrix for highly sensitive matrix-assisted laser desorption/ionization time-of-flight mass spectrometric analysis of proteins using manual and automated preparation techniques.

  Rapid communications in mass spectrometry : RCM 20060101

• A one-step synthesis of 2-Alkyl-5-hydroxychromones and 3-Alkoyl-2-alkyl-5-hydroxychromones.

  Chemical & pharmaceutical bulletin 20051101

• MALDI mass spectrometry in the solution of some forensic problems.

  Forensic science international 20041202

• Novel squalene-hopene cyclase inhibitors derived from hydroxycoumarins and hydroxyacetophenones.

  Chemical & pharmaceutical bulletin 20041001

• The antioxidant activity of phloretin: the disclosure of a new antioxidant pharmacophore in flavonoids.

  Biochemical and biophysical research communications 20020705

• Steroid hormone activity of flavonoids and related compounds.

  Breast cancer research and treatment 20000701