ChemicalBook > CAS DataBase List > 2',5'-Dihydroxyacetophenone

2',5'-Dihydroxyacetophenone

Product Name
2',5'-Dihydroxyacetophenone
CAS No.
490-78-8
Chemical Name
2',5'-Dihydroxyacetophenone
Synonyms
2,5-DIHYDROXYACETOPHENONE;1-(2,5-DIHYDROXYPHENYL)ETHAN-1-ONE;1-(2,5-DIHYDROXYPHENYL)ETHANONE;Ethanone, 1-(2,5-dihydroxyphenyl)-;2-hydroxy-1-(3-hydroxyphenyl)ethan-1-one;2,5-DHAP;ACETYLQUINOL;WLN: QR CQ BV1;QUINACETOPHENONE;Acetylhydroquinone
CBNumber
CB8221168
Molecular Formula
C8H8O3
Formula Weight
152.15
MOL File
490-78-8.mol
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2',5'-Dihydroxyacetophenone Property

Melting point:
204-206 °C(lit.)
Boiling point:
234.6°C (rough estimate)
Density 
1.2143 (rough estimate)
refractive index 
1.4447 (estimate)
storage temp. 
Store below +30°C.
solubility 
dioxane: 50 mg/mL, clear
pka
9.86±0.18(Predicted)
form 
Crystals or Crystalline Powder
color 
Yellow to yellow-green
Water Solubility 
insoluble
BRN 
637903
InChIKey
WLDWSGZHNBANIO-UHFFFAOYSA-N
LogP
1.274 (est)
CAS DataBase Reference
490-78-8(CAS DataBase Reference)
NIST Chemistry Reference
Ethanone, 1-(2,5-dihydroxyphenyl)-(490-78-8)
EPA Substance Registry System
Ethanone, 1-(2,5-dihydroxyphenyl)- (490-78-8)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
RTECS 
AM7700000
Hazard Note 
Irritant
TSCA 
Yes
HS Code 
29145000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
D107603
Product name
2′,5′-Dihydroxyacetophenone
Purity
97%
Packaging
25g
Price
$70.8
Updated
2024/03/01
Sigma-Aldrich
Product number
8.18284
Product name
2′,5′-Dihydroxyacetophenone
Purity
for synthesis
Packaging
10g
Price
$97.2
Updated
2024/03/01
Sigma-Aldrich
Product number
8.18284
Product name
2',5'-Dihydroxyacetophenone for synthesis. CAS 490-78-8, chemical formula 2,5-(OH) -C H COCH ., for synthesis
Packaging
8182840010
Price
$74.7
Updated
2021/12/16
TCI Chemical
Product number
D1955
Product name
2',5'-Dihydroxyacetophenone
Purity
>98.0%(GC)
Packaging
5g
Price
$54
Updated
2024/03/01
TCI Chemical
Product number
D1955
Product name
2',5'-Dihydroxyacetophenone
Purity
>98.0%(GC)
Packaging
25g
Price
$187
Updated
2024/03/01
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2',5'-Dihydroxyacetophenone Chemical Properties,Usage,Production

Description

2',5'-Dihydroxyacetophenone is a natural phenolic compound that is found in many plants. It has been shown to have anti-inflammatory properties through its ability to inhibit the production of pro-inflammatory cytokines, such as tumor necrosis factor alpha and interleukin 1 beta.

Chemical Properties

yellow to yellow-green crystals or

Uses

1-(2,5-Dihydroxyphenyl)ethanone is an intermediate used in various synthetic preparations of pharmaceutical goods, 1-(2,5-Dihydroxyphenyl)ethanone was untilized in the synthesis of new flavonoid fatty acid esters with anti-adipogenic and glucose consumption enhancing activities.

Uses

2',5'-Dihydroxyacetophenone is an intermediate used in various synthetic preparations of pharmaceutical goods, 1-(2,5-Dihydroxyphenyl)ethanone was untilized in the synthesis of new flavonoid fatty acid esters with anti-adipogenic and glucose consumption enhancing activities.

Preparation

Preparation by Fries rearrangement of hydroquinone diacetate,
with aluminium chloride(91%) (76%)(63–77%) (55–60%)
with zinc chloride in refluxing acetic acid (quantitative yield)
with boron trifluoride etherate in benzene at reflux (65%).

Application

2',5'-Dihydroxyacetophenone inhibits the formation of reactive oxygen species and nitric oxide in rat neutrophils. It also has the ability to reduce oxidative stress by scavenging free radicals and inhibiting lipid peroxidation. The underlying mechanism for these effects is not fully understood but may be due to its ability to act as a substrate for matrix-assisted laser desorption ionization (MALDI). This means that it can react with protocatechuic acid molecules that are present in the sample preparation chamber, leading to polymerase chain reaction (PCR) amplification.

Definition

ChEBI: 2',5'-Dihydroxyacetophenone is an aromatic ketone.

Synthesis Reference(s)

The Journal of Organic Chemistry, 18, p. 1709, 1953 DOI: 10.1021/jo50018a014

2',5'-Dihydroxyacetophenone Preparation Products And Raw materials

Raw materials

1,4-Diacetoxybenzene Aluminium chloride hexahydrate

Preparation Products

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View Lastest Price from 2',5'-Dihydroxyacetophenone manufacturers

Hebei Zhuanglai Chemical Trading Co Ltd
Product
2',5'-Dihydroxyacetophenone 490-78-8
Price
US $45.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 tons
Release date
2024-12-18
Hebei Mujin Biotechnology Co.,Ltd
Product
2',5'-Dihydroxyacetophenone 490-78-8
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-08-25
Hebei Weibang Biotechnology Co., Ltd
Product
2',5'-Dihydroxyacetophenone 490-78-8
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100 mt
Release date
2024-10-29

490-78-8, 2',5'-DihydroxyacetophenoneRelated Search:

2',4'-Dichloroacetophenone 4'-Hydroxyacetophenone 3-Nitroacetophenone PIPERACETAZINE (250 MG) DIHYDROXYACETOPHENONE,DIHYDROXYACETOPHENONE,3,4-,3',4'-DIHYDROXYACETOPHENONE,3,4-DIHYDROXYACETOPHENONE,3,4-Dihydroxyacetophenone 3',4'-Dihydroxyacetophenone 3-Aminoacetophenone 4-Nitroacetophenone 2-HYDROXYACETOPHENONE 2-Bromoacetophenone Acetophenone 2'-Hydroxyacetophenone 3'-Hydroxyacetophenone 4'-Bromoacetophenone 2'-Hydroxy-5'-methoxyacetophenone 5,8-Dihydroxy-1,4-naphthoquinone 3',5'-Dihydroxyacetophenone 3,5-Dihydroxyacetophenone,3',5'-DIHYDROXYACETOPHENONE,3,5-DIHYDROXYACETOPHENONE MONOHYDRATE,3,5-DIHYDROXYACETOPHENONE 2',6'-Dihydroxyacetophenone 2-BROMO-2',5'-DIMETHOXYACETOPHENONE

  • 1-(2,5-dihydroxyphenyl)-ethanon
  • 1-Acetyl-2,5-dihydroxybenzene
  • 2,5-Dihydroxy-1-acetylbenzene
  • 2’,5’-dihydroxy-acetophenon
  • Acetophenone, 2',5'-dihydroxy-
  • Acetylhydroquinone
  • QUINACETOPHENONE
  • 2-Acetylhydroquinone Quinacetophenone
  • 2',5'-DIHYDROXYACETOPHENONE FOR SYNTHESI
  • 1-(2,5-Dihydroxyphenyl)ethan-1-one, 2-Acetylhydroquinone
  • 2,5- twohydroxyAcetophenone
  • WLN: QR CQ BV1
  • ACETYLQUINOL
  • 2,5-DIHYDROXYPHENYL METHYL KETONE
  • 2,5-DIHYDROXYACETOPHENONE
  • 2-ACETYL-1,4-DIHYDROXYBENZENE
  • 2-ACETYLHYDROQUINONE
  • 1-(2,5-DIHYDROXYPHENYL)ETHAN-1-ONE
  • 1-(2,5-DIHYDROXYPHENYL)ETHANONE
  • 2',5'-Dihydroxyacetophenone 2-Acetylhydroquinone
  • 2,5-Dihydroxyacetophenone, 98+%
  • 2-Acethylhydroquinone
  • Ethanone, 1-(2,5-dihydroxyphenyl)-
  • 2,5-DIHYDROXYACETOPHENONE extrapure
  • 2,5-Dihydroxyphenyl methyl ketone, 2-Acetyl-1,4-dihydroxybenzene, 2-Acetylhydroquinone, Acetylquinol, Quinacetophenone
  • 2',5'-Dihydroxyacetophenone,97%
  • 2',5'- Dihydroxyacetophnone
  • 2′,5′-Dihydroxyacetophenone,2,5-Dihydroxyphenyl methyl ketone, 2-Acetyl-1,4-dihydroxybenzene, 2-Acetylhydroquinone, Acetylquinol, Quinacetophenone
  • 2',5'-Dihydroxyaceto
  • 2 ', 5'-hydroxyacetophenone
  • 5'-Dihydroxyacetophenone
  • 2-hydroxy-1-(3-hydroxyphenyl)ethan-1-one
  • 2',5'-Dihydroxyacetophenone&gt
  • 2,5-DHAP
  • 2,5-Dihydroxy-Acetophenone (Quinacetophenone -98 %)
  • 2',5'- Di hyfeoxy acetophenone
  • 2',5'-Dihydroxyacetophenone(Quinactophenone)
  • 2',5'-Dihydroxyacetophenone, ≥ 98.0%
  • 2',5'-Dihydroxyacetophenone
  • 2,5-Dihydroxyacetophenone, 10 mM in DMSO
  • 490-78-8
  • 490-78-9
  • HO2C6H3COCH3
  • BioChemical
  • Building Blocks
  • C7 to C8
  • Carbonyl Compounds
  • Mass Spectrometry
  • Matrices for MALDI Analysis
  • Ketones
  • Organic Building Blocks
  • Protein Analysis
  • Proteomics and Protein Expression
  • KETONE
  • Building Blocks
  • C7 to C8
  • Carbonyl Compounds
  • Chemical Synthesis