O-Ethoxycarbonyl-o-acetylphenol
o-hydroxyacetophenone
Conditions | Yield |
---|---|
With sodium hydrogen telluride In ethanol for 0.5h; Quantum yield; Heating; buffer: deoxygen. acetic acid; | 100% |
1-(2-((3-methylbut-2-en-1-yl)oxy)phenyl)ethanone
o-hydroxyacetophenone
Conditions | Yield |
---|---|
With titanium tetrachloride; tetra-(n-butyl)ammonium iodide In dichloromethane at -78℃; for 0.5h; deprenylation; | 100% |
acide chromone carboxylique-2
ethylenediamine
A
o-hydroxyacetophenone
B
5-(o-hydroxyphenyl)-2,3-dihydro-1,4-diazepine-7-carboxylic acid
Conditions | Yield |
---|---|
In pyridine; methanol at 50℃; for 408h; | A n/a B 99.1% |
Conditions | Yield |
---|---|
With β‐cyclodextrin In water at 60℃; for 0.133333h; Microwave irradiation; | 99% |
With ytterbium(III) chloride In neat (no solvent) at 70 - 120℃; for 0.0333333h; Microwave irradiation; Green chemistry; | 98% |
With β‐cyclodextrin In water; acetone at 60℃; for 5h; Green chemistry; | 93% |
With sodium perborate In methanol at 25℃; for 0.25h; | 82% |
Conditions | Yield |
---|---|
With 1-n-butyl-3-methylimidazolim bromide at 200 - 220℃; for 0.5h; Microwave irradiation; Inert atmosphere; | 99% |
1-(2-(tetrahydro-2H-pyran-2-yloxy)phenyl)ethanone
o-hydroxyacetophenone
Conditions | Yield |
---|---|
With β‐cyclodextrin In water at 60℃; for 0.133333h; Microwave irradiation; | 98% |
With β‐cyclodextrin In water; acetone at 60℃; for 5h; Green chemistry; | 95% |
With ytterbium(III) chloride In neat (no solvent) at 70 - 120℃; for 0.0333333h; Microwave irradiation; Green chemistry; | 93% |
Conditions | Yield |
---|---|
Stage #1: 4CH3(1-)*Zn(2+)*Li(1+); salicylic acid In tetrahydrofuran; diethyl ether; hexane at 20℃; Schlenk technique; Inert atmosphere; Stage #2: With iodine In tetrahydrofuran; diethyl ether; hexane at 20℃; Solvent; Schlenk technique; Inert atmosphere; chemoselective reaction; | 97% |
Conditions | Yield |
---|---|
With β‐cyclodextrin In water at 60℃; for 0.133333h; Microwave irradiation; | 97% |
With ytterbium(III) chloride In neat (no solvent) at 70 - 120℃; for 0.0333333h; Microwave irradiation; Green chemistry; | 92% |
With β‐cyclodextrin In water; acetone at 60℃; for 5h; Green chemistry; | 90% |
Conditions | Yield |
---|---|
With aluminum (III) chloride In dichloromethane at -5 - 25℃; | 96% |
With hydrogen iodide at 25℃; for 24h; Inert atmosphere; | 89% |
With 1-n-butyl-3-methylimidazolim bromide at 220℃; for 0.666667h; Inert atmosphere; Microwave irradiation; | 85% |
2-(1-hydroxyethyl)phenol
o-hydroxyacetophenone
Conditions | Yield |
---|---|
With bismuth (III) nitrate pentahydrate; cellulose supported copper(0); oxygen In acetonitrile at 60℃; for 0.5h; | 96% |
With dihydrogen peroxide In water; acetonitrile at 25℃; for 1.25h; | 95% |
With manganese(III) Schiff-base; dihydrogen peroxide at 20℃; for 4.5h; | 93% |
3-allylacetylacetone
o-hydroxyacetophenone
Conditions | Yield |
---|---|
With potassium acetate; copper diacetate; manganese triacetate In acetic acid at 50℃; for 0.333333h; | 96% |
Stage #1: 3-allylacetylacetone With hydrogenchloride; palladium chloride*2MeCN; copper dichloride In 1,4-dioxane; water at 70℃; for 15h; Stage #2: With chloranil at 100℃; for 18h; | 51% |
Multi-step reaction with 2 steps 1: hydrogenchloride; copper dichloride; palladium chloride*2MeCN / 1,4-dioxane; water / 15 h / 70 °C 2: palladium chloride*2MeCN; chloranil / 1,4-dioxane / 18 h / 100 °C View Scheme |
Conditions | Yield |
---|---|
for 0.116667h; Rearrangement; microwave irradiation; | 95% |
With aluminum (III) chloride In neat (no solvent) at 140 - 150℃; Fries Phenol Ester Rearrangement; | 90% |
With hydrogen fluoride supported on silica gel In neat (no solvent) at 55℃; for 4h; Temperature; Green chemistry; | 77% |
Conditions | Yield |
---|---|
With periodic acid at 20℃; for 0.0666667h; | 95% |
With Iron(III) nitrate nonahydrate; oxygen In toluene at 37℃; under 760.051 Torr; for 1.5h; Schlenk technique; Green chemistry; | 94% |
With phosphoric acid In water at 95℃; for 4h; | 92% |
2,4-dinitrophenylhydrazone of 2'-hydroxyacetophenone
o-hydroxyacetophenone
Conditions | Yield |
---|---|
With aluminum oxide; HMTAB for 0.05h; microwave irradiation; | 95% |
o-hydroxyacetophenone
Conditions | Yield |
---|---|
With potassium acetate In water; N,N-dimethyl-formamide at 25℃; for 11h; | 95% |
1-(2-benzenesulfonyloxy-phenyl)-ethanone
o-hydroxyacetophenone
Conditions | Yield |
---|---|
With potassium hydroxide In toluene; tert-butyl alcohol at 100℃; for 0.5h; Inert atmosphere; | 95% |
Conditions | Yield |
---|---|
With oxygen In water at 25℃; for 2.2h; | 94% |
With cerium(III) chloride In water at 25℃; for 24h; Irradiation; Green chemistry; | 50% |
Conditions | Yield |
---|---|
With 1.5mol% Pd/C; hydrogen; sodium hydrogencarbonate In methanol at 20℃; for 0.833333h; regioselective reaction; | 93% |
With ethanol; palladium on activated charcoal; sodium acetate Hydrogenation; |
1-(2-(((1,1-dimethylethyl)dimethylsilyl)oxy)phenyl)ethanone
o-hydroxyacetophenone
Conditions | Yield |
---|---|
With potassium-exchanged zirconium hydrogen phosphate In water; acetone at 60℃; for 4h; desilylation; | 93% |
With lithium acetate In water; N,N-dimethyl-formamide at 25℃; for 4h; Inert atmosphere; | 91% |
With water; 1,8-diazabicyclo[5.4.0]undec-7-ene In dimethyl sulfoxide at 20℃; for 0.0833333h; chemoselective reaction; | 91% |
1-(2-hydroxyphenyl)ethan-1-one O-methyl oxime
o-hydroxyacetophenone
Conditions | Yield |
---|---|
With hydrogenchloride In diethyl ether | 92% |
With hydrogenchloride In diethyl ether at 20℃; | 87% |
With water In acetonitrile for 0.75h; Quantum yield; Irradiation; |
2'-allyloxyacetophenone
o-hydroxyacetophenone
Conditions | Yield |
---|---|
With iodine at 20℃; | 92% |
With chloro-trimethyl-silane; sodium iodide In acetonitrile for 0.0833333h; | 90% |
Stage #1: 2'-allyloxyacetophenone With C12H37NiP4(1+)*C2F6NO4S2(1-) In tetrahydrofuran at 20℃; for 0.5h; Glovebox; Schlenk technique; Inert atmosphere; Stage #2: With toluene-4-sulfonic acid In tetrahydrofuran for 15h; Glovebox; Schlenk technique; Reflux; Inert atmosphere; | 87% |
N,N-diethylsalicylamide
chloromethyldiphenylsilane
o-hydroxyacetophenone
Conditions | Yield |
---|---|
With lithium diisopropyl amide In tetrahydrofuran at 0 - 20℃; for 0.5h; Inert atmosphere; | 92% |
Conditions | Yield |
---|---|
With copper(I) oxide; water; potassium carbonate; Sucrose at 140℃; for 18h; Sealed tube; Inert atmosphere; | 91% |
With copper(l) iodide; triethanolamine; tetrabutylammomium bromide; water; potassium hydroxide at 120℃; for 24h; Inert atmosphere; | 86% |
With copper(l) iodide; triethanolamine; tetrabutylammomium bromide; potassium hydroxide In water at 120℃; for 24h; Inert atmosphere; Sealed tube; Green chemistry; | 86% |
With copper(I) oxide; caesium carbonate; toluene-4-sulfonic acid In water at 120℃; for 24h; Sealed tube; | 70% |
2-acetylphenyl 4-methylbenzenesulfonate
o-hydroxyacetophenone
Conditions | Yield |
---|---|
With ytterbium(III) chloride In neat (no solvent) at 70 - 120℃; for 0.0333333h; Microwave irradiation; Green chemistry; | 91% |
With β‐cyclodextrin In water at 60℃; for 0.133333h; Microwave irradiation; | 61% |
With β‐cyclodextrin In water; acetone at 60℃; for 6h; Green chemistry; | 60% |
2'-(propargyloxy)acetophenone
o-hydroxyacetophenone
Conditions | Yield |
---|---|
tris(2,2'-bipyridine)nickel(II) tetrafluoroborate In N,N-dimethyl-formamide Ambient temperature; electrolysis; | 90% |
Conditions | Yield |
---|---|
With caro's acid; silica gel In dichloromethane for 2.5h; Heating; | 90% |
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate for 0.05h; microwave irradiation; | 90% |
With iron(III) chloride for 0.05h; Friedel Crafts acylation; Microwave irradiation; regioselective reaction; | 70% |
1-(2-((4-methoxybenzyl)oxy)phenyl)ethanone
o-hydroxyacetophenone
Conditions | Yield |
---|---|
With trichlorophosphate In 1,2-dichloro-ethane at 20℃; for 0.5h; | 90% |
2-hydroxyacetophenone semicarbazone
o-hydroxyacetophenone
Conditions | Yield |
---|---|
With phosphoric acid In water at 95℃; for 4h; | 89% |
With potassium permanganate at 20℃; for 0.933333h; Ionic liquid; chemoselective reaction; | 89% |
With phosphoric acid for 0.0138889h; microwave irradiation; | 77% |
With sodium bismuthate; silica gel for 0.0666667h; Hydrolysis; microwave irradiation, solid phase reaction; | 76% |
Conditions | Yield |
---|---|
With iodine at 140℃; for 3h; | 100% |
With iodine at 140℃; for 3h; | 100% |
With iodine at 140℃; for 3h; | 100% |
Conditions | Yield |
---|---|
With potassium carbonate In acetone for 12h; Heating; | 100% |
With sodium hydroxide; tetrabutylammomium bromide In dichloromethane for 24h; Ambient temperature; | 95% |
With potassium carbonate In N,N-dimethyl-formamide for 6h; Inert atmosphere; Reflux; | 95% |
o-hydroxyacetophenone
4-methoxy-benzaldehyde
1-(2-hydroxyphenyl)-3-(4-methoxyphenyl)-2-propen-1-one
Conditions | Yield |
---|---|
With potassium hydroxide In ethanol; water Claisen-Schmidt Condensation; | 100% |
Stage #1: o-hydroxyacetophenone With sodium hydroxide In ethanol; water at 0 - 5℃; Stage #2: 4-methoxy-benzaldehyde In ethanol; water | 100% |
With sodium hydroxide In ethanol at 20℃; | 95% |
o-hydroxyacetophenone
4-dimethylamino-benzaldehyde
2'-hydroxy-4-dimethylaminochalcone
Conditions | Yield |
---|---|
Stage #1: o-hydroxyacetophenone With sodium hydroxide In ethanol; water at 0 - 5℃; Stage #2: 4-dimethylamino-benzaldehyde In ethanol; water | 100% |
With potassium hydroxide In ethanol at 25℃; | 85% |
With potassium hydroxide In ethanol at 25℃; | 85% |
Conditions | Yield |
---|---|
With sulfuric acid; C18H16Br4N2O3V; dihydrogen peroxide; potassium bromide In methanol; water at 20℃; for 0.333333h; Catalytic behavior; | 100% |
With perchloric acid; dihydrogen peroxide; potassium bromide In water at 20℃; for 3h; | 99% |
With o-xylylene bis(triethylammonium tribromide) In acetonitrile at 20℃; for 0.116667h; regioselective reaction; | 90% |
Conditions | Yield |
---|---|
With selenium; 1,5-Diazabicyclo[5.4.0]undec-5-ene In tetrahydrofuran at 90℃; | 100% |
With selenium; 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 100℃; under 22800 Torr; for 30h; | 100% |
With selenium; 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 100℃; under 22800 Torr; for 30h; Mechanism; carbonylation of alkyl aryl ketones with CO using stoichiometric amount of Se, variation of temperature and solvent; | 100% |
With triethylamine In tetrahydrofuran at 80℃; under 7355.08 Torr; for 4h; | 95% |
With nitrobenzene; 1,8-diazabicyclo[5.4.0]undec-7-ene; selenium In tetrahydrofuran at 90℃; under 22800 Torr; for 30h; Mechanism; catalytic carbonylation of alkyl aryl ketones with CO by Se in the presence of oxidizing agent; | 68% |
o-hydroxyacetophenone
benzaldehyde
1-(2-hydroxyphenyl)-3-phenylprop-2-en-1-one
Conditions | Yield |
---|---|
With potassium hydroxide In ethanol; water Claisen-Schmidt Condensation; | 100% |
Stage #1: o-hydroxyacetophenone With sodium hydroxide In ethanol; water at 0 - 5℃; Stage #2: benzaldehyde In ethanol; water | 100% |
With sodium hydroxide In ethanol at 20℃; | 96% |
o-hydroxyacetophenone
4-hydroxy-benzaldehyde
2',4-dihydroxychalcone
Conditions | Yield |
---|---|
Stage #1: o-hydroxyacetophenone With sodium hydroxide In ethanol; water at 0 - 5℃; Stage #2: 4-hydroxy-benzaldehyde In ethanol; water | 100% |
With potassium hydroxide In ethanol at 25℃; | 85% |
With potassium hydroxide In ethanol at 25℃; | 85% |
o-hydroxyacetophenone
chloromethyl methyl ether
1-[2-(methoxymethoxy)phenyl]ethanone
Conditions | Yield |
---|---|
Stage #1: o-hydroxyacetophenone With sodium hydride In tetrahydrofuran at 0℃; for 0.5h; Stage #2: chloromethyl methyl ether In tetrahydrofuran at 0 - 20℃; for 1h; | 100% |
Stage #1: o-hydroxyacetophenone With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.5h; Stage #2: chloromethyl methyl ether In tetrahydrofuran; mineral oil at 20℃; for 16h; | 100% |
Stage #1: o-hydroxyacetophenone With sodium hydride In tetrahydrofuran; paraffin oil at -10℃; for 0.5h; Stage #2: chloromethyl methyl ether In tetrahydrofuran; paraffin oil for 1h; | 80% |
o-hydroxyacetophenone
α,α'-dibromo-o-xylene
1,2-bis(2-acetylphenoxymethyl)benzene
Conditions | Yield |
---|---|
With sodium hydroxide In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide for 6h; Heating; | 100% |
Conditions | Yield |
---|---|
at 20℃; for 20h; Neat (no solvent); | 100% |
In ethanol at 50℃; for 5h; | 100% |
In ethanol at 50℃; for 5h; | 100% |
In benzene for 2h; Heating; | 90% |
o-hydroxyacetophenone
cyanomethyl bromide
2-(2-acetylphenoxy)acetonitrile
Conditions | Yield |
---|---|
With potassium carbonate In acetone at 50℃; for 96h; | 100% |
With potassium phosphate In dimethyl sulfoxide at 60℃; | 93% |
Conditions | Yield |
---|---|
With copper(ll) bromide In chloroform Reflux; | 100% |
With copper(ll) bromide In chloroform; ethyl acetate Heating; | 96% |
With copper(ll) bromide In chloroform; ethyl acetate for 5h; Reflux; | 94% |
The o-Hydroxyacetophenone with the cas number 118-93-4, is also called (1) 1-(2-Hydroxyphenyl)ethanone ; (2) 2'-Hydroxyacetophenone ; (3) 2-Acetylphenol ; (4) 2-Hydroxyphenyl methyl ketone ; (5) Acetophenone, 2'-hydroxy- ; (6) Acetophenone, o-hydroxy- ; (7) Ethanone, 1-(2-hydroxyphenyl)- ; (8) Methyl 2-hydroxyphenyl ketone ; (9) o-Acetylphenol ; (10) o-Hydroxyacetophenone ; (11) o-Hydroxyphenyl methyl ketone so on. O-Hydroxyacetophenone belongs to the following product categories: (1)Acetophenone Series; (2)Aromatic Acetophenones & Derivatives (substituted)
Properties of o-Hydroxyacetophenone are: (1)#H bond acceptors: 2 ; (2)#H bond donors: 1 ; (3)#Freely Rotating Bonds: 2 ; (4)Polar Surface Area: 37.3 ?2 ; (5)Index of Refraction: 1.552 ; (6) Molar Refractivity: 38.16 cm3 ; (7)Molar Volume: 119.3 cm3 ; (8)Polarizability: 15.12 10-24cm3 ; (9)Surface Tension: 43.9 dyne/cm ; (10)Density: 1.14 g/cm3 ; (11)Flash Point: 87.5 °C ; (12)Enthalpy of Vaporization: 47.33 kJ/mol ; (13)Boiling Point: 218.4 °C at 760 mmHg ; (14)Vapour Pressure: 0.0856 mmHg at 25°C. O-Hydroxyacetophenone seems like clear yellow to brown liquid, and slightly soluble in water.
The o-Hydroxyacetophenone is used for intermediates in synthesis pharmaceutical special intermediate of Propafenone. When you are using o-Hydroxyacetophenone, please be cautious about it. o-Hydroxyacetophenone is not only irritating to eyes, respiratory system but also to skin. In the process of using o-Hydroxyacetophenone, please wear suitable protective clothing and gloves to protect you from harm. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure :
1. SMILES:O=C(C)c1ccccc1O
2. InChI:InChI=1/C8H8O2/c1-6(9)7-4-2-3-5-8(7)10/h2-5,10H,1H3
The o-Hydroxyacetophenone toxic data can be showed in the following sheet.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intraperitoneal | 100mg/kg (100mg/kg) | National Technical Information Service. Vol. AD277-689, |
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View