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2',5'-Dihydroxyacetophenone

2',5'-Dihydroxyacetophenone Structure
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
Molecular Weight:
152.15
MOL File:
490-78-8.mol
MSDS File:
SDS
Modify Date:
2024/7/24 17:31:20

2',5'-Dihydroxyacetophenone Properties

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
form Crystals or Crystalline Powder
pka 9.86±0.18(Predicted)
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)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P261-P280a-P304+P340-P305+P351+P338-P405-P501a
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
NFPA 704
0
2 0

2',5'-Dihydroxyacetophenone price More Price(10)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) D107603 2′,5′-Dihydroxyacetophenone 97% 490-78-8 25G ₹8540.93 2022-06-14 Buy
Sigma-Aldrich(India) 8.18284 2′,5′-Dihydroxyacetophenone for synthesis 490-78-8 10G ₹4340 2022-06-14 Buy
ALFA India ALF-A12185-22 2',5'-Dihydroxyacetophenone, 98+% 490-78-8 100g ₹33076 2022-05-26 Buy
ALFA India ALF-A12185-14 2',5'-Dihydroxyacetophenone, 98+% 490-78-8 25g ₹8268 2022-05-26 Buy
ALFA India ALF-A12185-06 2',5'-Dihydroxyacetophenone, 98+% 490-78-8 5g ₹1986 2022-05-26 Buy
Product number Packaging Price Buy
D107603 25G ₹8540.93 Buy
8.18284 10G ₹4340 Buy
ALF-A12185-22 100g ₹33076 Buy
ALF-A12185-14 25g ₹8268 Buy
ALF-A12185-06 5g ₹1986 Buy

2',5'-Dihydroxyacetophenone Chemical Properties,Uses,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

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.

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

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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 2',5'-Dihydroxyacetophenone 2-Acetylhydroquinone 2,5-Dihydroxyacetophenone, 98+% 2-Acethylhydroquinone 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',5'-Dihydroxyacetophenone> 2,5-DHAP 2,5-Dihydroxy-Acetophenone (Quinacetophenone -98 %) 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'- Di hyfeoxy acetophenone 2',5'-Dihydroxyacetophenone(Quinactophenone) 2',5'-Dihydroxyacetophenone, ≥ 98.0% 2',5'-Dihydroxyacetophenone 2',5'-Dihydroxyacetophenone(Quinactophenone) 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