2',5'-Dihydroxyacetophenone

Base Information

• Chemical Name: 2',5'-Dihydroxyacetophenone
• CAS No.: 490-78-8
• Molecular Formula: C8H8O3
• Molecular Weight: 152.15
• Hs Code.: 29145000
• European Community (EC) Number: 207-716-4
• NSC Number: 3759
• UNII: K1H7QH11ZH
• DSSTox Substance ID: DTXSID9060077
• Nikkaji Number: J6.045C
• Wikidata: Q27281823
• Metabolomics Workbench ID: 45667
• ChEMBL ID: CHEMBL2348532
• Mol file: 490-78-8.mol

Synonyms:490-78-8;2',5'-DIHYDROXYACETOPHENONE;1-(2,5-Dihydroxyphenyl)ethanone;2,5-Dihydroxyacetophenone;2-Acetylhydroquinone;Quinacetophenone;Acetylhydroquinone;Ethanone, 1-(2,5-dihydroxyphenyl)-;Acetylquinol;1-(2,5-dihydroxyphenyl)ethan-1-one;MFCD00002343;Acetophenone, 2',5'-dihydroxy-;1-Acetyl-2,5-dihydroxybenzene;NSC 3759;2,5-Dihydroxy-1-acetylbenzene;EINECS 207-716-4;UNII-K1H7QH11ZH;BRN 0637903;K1H7QH11ZH;ghl.PD_Mitscher_leg0.355;2', 5'-Dihydroxyacetophenone;AI3-18221;2-Acetyl-1,4-dihydroxybenzene;2,5-Dihydroxyphenyl methyl ketone;NSC-3759;4-08-00-01803 (Beilstein Handbook Reference);2',5'-Dihydroxy acetophenone;NSC3759;2-acetyl hydroquinone;2-acetyl-hydroquinone;monoacetyl hydroquinone;2-5-dihydroxyacetophenone;2,5 -dihydroxyacetophenone;WLN: QR CQ BV1;2,5-Dihydroxy acetophenone;Acetophenone,5'-dihydroxy-;2`,5`-Dihydroxyacetophenone;Ethanone,5-dihydroxyphenyl)-;BIDD:ER0488;SCHEMBL108053;2',5'-Dihydroxy-Acetophenone;CHEMBL2348532;DTXSID9060077;CHEBI:173647;1-(2,5-dihydroxyphenyl)-ethanone;2-ACETYL-1,4-BENZENEDIOL;2-ACETYLHYDROQUINONE [INCI];AMY27936;STR02363;1-(2,5-dihydroxy-phenyl)-ethanone;2',5'-Dihydroxyacetophenone, 97%;BBL027378;s9374;STL199230;AKOS000120785;CCG-266221;CS-W001174;FS-3211;HY-W001174;1-(2,5-Dihydroxyphenyl)ethanone, 9CI;s12309;AC-19701;SY011591;D1955;DHAP, 2-Acetylhydroquinone, Quinacetophenone;FT-0610380;EN300-17127;A827653;AE-641/00693054;Q-200196;Q27281823;Z56889030;F3139-0239;2 inverted exclamation mark ,5 inverted exclamation mark -Dihydroxyacetophenone

Chemical Property of 2',5'-Dihydroxyacetophenone

Chemical Property:

• Appearance/Colour: yellow to yellow-green crystals
• Melting Point: 204-206 °C(lit.)
• Refractive Index: 1.4447 (estimate)
• Boiling Point: 329.2 °C at 760 mmHg
• PKA: 9.86±0.18(Predicted)
• Flash Point: 167.1 °C
• PSA: 57.53000
• Density: 1.291 g/cm³
• LogP: 1.30040
• Storage Temp.: Store below +30°C.
• Solubility.: dioxane: 50 mg/mL, clear
• Water Solubility.: insoluble
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 152.047344113
• Heavy Atom Count: 11
• Complexity: 155

Purity/Quality:

99% ^*data from raw suppliers

1-(2,5-Dihydroxyphenyl)ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)C1=C(C=CC(=C1)O)O
• 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. 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.

Technology Process of 2',5'-Dihydroxyacetophenone

There total 49 articles about 2',5'-Dihydroxyacetophenone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

acetic acid (64-19-7,77671-22-8) + hydroquinone (123-31-9,8027-02-9) → 2,5-Dihydroxyacetophenone (490-78-8)

Guidance literature:

With boron trifluoride diethyl etherate; for 0.0333333h; microwave irradiation;

DOI:10.1246/bcsj.78.284

Reference yield: 92.0%

acetic anhydride (108-24-7) + hydroquinone (123-31-9,8027-02-9) → 2,5-Dihydroxyacetophenone (490-78-8)

Guidance literature:

acetic anhydride; hydroquinone; In 1,2-dichloro-ethane; at 100 ℃; for 4h;

With boron trifluoride diethyl etherate; In 1,2-dichloro-ethane; at 120 ℃; for 3h;

DOI:10.3184/174751914X14145820775908

Reference yield: 92.0%

2-oxo-propionic acid (127-17-3) + p-benzoquinone (106-51-4) → 2,5-Dihydroxyacetophenone (490-78-8)

Guidance literature:

With ammonium persulfate; silver nitrate; In water; acetonitrile; at 70 ℃; for 2h;

DOI:10.1016/S0040-4039(98)00734-5

upstream raw materials:

benzene-1,4-diyl diacetate

2',5'-dimethoxyacetophenone

5-amino-2-hydroxyacetophenone

1-acetoxy-4-ethoxy-benzene

Downstream raw materials:

5-benzyloxy-2-hydroxyacetophenone

1-[2',5'-bis(phenylmethoxy)phenyl]ethanone

2',5'-dihydroxy-4-methoxychalcone

(E)-1-(2,5-dihydroxyphenyl)-3-(2-hydroxyphenyl)-2-propen-1-one

Refernces

• 1、 Liu, Cong,Tian, Limei,Liu, Kui,Xue, Jia,Fan, Long,Li, Tianrong,Yang, Zheng-yin. "A chromone derivative as a colorimetric and “ON-OFF-ON” fluorescent probe for highly sensitive and selective detection of Cu2+ and S2?". . . Retrieved 2021/02/21.
• 2、 Escobar, Gustavo,González, Luis A.,Qui?ones, Wiston,Robledo, Sara,Upegui, Yulieth. "Synthesis and evaluation of trypanocidal activity of chromane-type compounds and acetophenones". . . Retrieved 2021/12/02.