Paeonol supplier | CasNO.552-41-0

Name
Paeonol
EINECS 209-012-2
CAS No. 552-41-0
Article Data125
CAS DataBase
Density 1.158 g/cm³
Solubility
Melting Point 48-50 °C(lit.)
Formula C₉H₁₀O₃
Boiling Point 301.9 °C at 760 mmHg
Molecular Weight 166.177
Flash Point 122.3 °C
Transport Information
Appearance white to beige crystalline powder
Safety 26-28-36/37/39-45
Risk Codes 20/21/22-36/37/38
Molecular Structure
Hazard Symbols Xi,Xn
Synonyms Acetophenone,2'-hydroxy-4'-methoxy- (7CI,8CI);Peonol (6CI);1-(2-Hydroxy-4-methoxyphenyl)ethan-1-one;1-(4-Methoxy-2-hydroxyphenyl)ethanone;2-Acetyl-5-methoxyphenol;2-Hydroxy-4-methoxyphenyl methyl ketone;2'-Hydroxy-4'-methoxyacetophenone;4-O-Methylresacetophenone;4'-Methoxy-2'-hydroxyacetophenone;Resacetophenone 4-O-methyl ether;
PSA 46.53000
LogP 1.60340

Synthetic route

: 89-84-9
2',4'-dihydroxy-4-acetophenone

: 74-88-4
methyl iodide

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

Conditions

Conditions	Yield
With potassium carbonate In acetone at 80℃; for 6h;	95%
With potassium carbonate In acetone Inert atmosphere; regioselective reaction;	94%
With potassium carbonate In acetone for 22h; Heating;	92%

: 186581-53-3, 908094-01-9
diazomethane

: 89-84-9
2',4'-dihydroxy-4-acetophenone

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

Conditions

Conditions	Yield
In methanol; diethyl ether Methylation;	95%
In methanol; diethyl ether	90%

: 829-20-9
2',4'-dimethoxyacetophenone

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

Conditions

Conditions	Yield
With aluminum (III) chloride In dichloromethane at -5 - 25℃;	93%
With aluminium(III) iodide; N,N-dimethyl-formamide dimethyl acetal In acetonitrile at 80℃; for 18h;	80%
With aluminium(III) iodide; N,N-dimethyl-formamide dimethyl acetal In acetonitrile at 80℃; for 18h;	80%
With aluminium trichloride; benzene at 100 - 110℃;
With aluminium trichloride; benzene

: 89-84-9
2',4'-dihydroxy-4-acetophenone

: 77-78-1
dimethyl sulfate

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

Conditions

Conditions	Yield
With potassium carbonate In acetone for 0.333333h; Reflux;	93%
With potassium carbonate In acetone at 20℃; for 5h;	91%
Stage #1: 2',4'-dihydroxy-4-acetophenone With potassium carbonate In acetone for 0.166667h; Stage #2: dimethyl sulfate In acetone at 20℃; for 12h;	88%

: C9H12O3

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

Conditions

Conditions	Yield
With C6H4MoNO7(1-)*C19H42N(1+); oxygen In water at 100℃; for 20h; Green chemistry; chemoselective reaction;	93%

: 462610-98-6
1-(2-((tert-butyldimethylsilyl)oxy)-4-methoxyphenyl)ethan-1-one

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

Conditions

Conditions	Yield
With N,N,N',N'-tetramethylguanidine In acetonitrile at 20℃; for 0.333333h;	90%

: 89691-67-8
1-(2-bromo-4-methoxyphenyl)ethanone

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

Conditions

Conditions	Yield
Stage #1: 1-(2-bromo-4-methoxyphenyl)ethanone With copper(l) iodide; tetra(n-butyl)ammonium hydroxide In water at 60℃; for 24h; Inert atmosphere; Sealed tube; Stage #2: With hydrogenchloride In water; ethyl acetate at 20℃; for 2h; Inert atmosphere; chemoselective reaction;	89%

: 67-68-5
dimethyl sulfoxide

: 616892-31-0
dithiocarbonic acid ethyl ester [2-(2-hydroxy-4-methoxy-phenyl)-2-oxo-ethyl] ester

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

Conditions

Conditions	Yield
Stage #1: dimethyl sulfoxide With ferrous(II) sulfate heptahydrate; dihydrogen peroxide at 5 - 10℃; for 0.5h; Stage #2: dithiocarbonic acid ethyl ester [2-(2-hydroxy-4-methoxy-phenyl)-2-oxo-ethyl] ester at 5 - 20℃; for 2.5h;	88%

: 67-56-1
methanol

: 89-84-9
2',4'-dihydroxy-4-acetophenone

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran Cooling with ice;	86.72%

: 5451-83-2
acetic acid 3-methoxyphenyl ester

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

Conditions

Conditions	Yield
With zirconium(IV) chloride In dichloromethane for 48h; Ambient temperature;	85%
With aluminum (III) chloride at 150℃; for 3.5h;	75%
With hafnium(IV) trifluoromethanesulfonate In nitromethane; toluene at 100℃; for 6h;	53%

: 150-19-6
O-methylresorcine

: 75-36-5
acetyl chloride

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

Conditions

Conditions	Yield
With hafnium(IV) trifluoromethanesulfonate In nitromethane; toluene at 100℃; for 6h;	84%
Stage #1: O-methylresorcine With titanium tetrachloride at 20℃; Stage #2: acetyl chloride at 20 - 120℃; for 1.25h;	82%
boron trichloride In dichloromethane for 3h; Heating;	78%

: 150-19-6
O-methylresorcine

: 108-24-7
acetic anhydride

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In toluene for 2h; Reflux; Inert atmosphere;	81%

: 150-19-6
O-methylresorcine

: 64-19-7
acetic acid

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

Conditions

Conditions	Yield
With zinc(II) chloride at 140 - 145℃; for 2h; Friedel Crafts acylation;	80%
With hafnium tetrakis(trifluoromethanesulfonate) In nitromethane; toluene at 100℃; for 6h;	65%
With zinc(II) chloride
With zinc(II) chloride Reflux;

: 150-19-6
O-methylresorcine

: 75-36-5
acetyl chloride

A: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

B: 493-33-4
1-(4-hydroxy-2-methoxy-phenyl)ethanone

Conditions

Conditions	Yield
With scandium tris(trifluoromethanesulfonate) In nitromethane; toluene at 100℃; for 6h;	A 80% B 6%

...Expand

: 89-84-9
2',4'-dihydroxy-4-acetophenone

: 616-38-6
carbonic acid dimethyl ester

A: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

B: 829-20-9
2',4'-dimethoxyacetophenone

Conditions

Conditions	Yield
With tetrabutylammomium bromide; potassium carbonate at 93℃; for 9h;	A 6% B 72%

...Expand

: 5451-83-2
acetic acid 3-methoxyphenyl ester

A: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

B: 493-33-4
1-(4-hydroxy-2-methoxy-phenyl)ethanone

Conditions

Conditions	Yield
With scandium tris(trifluoromethanesulfonate) In toluene at 100℃; for 6h; other reagent;	A 65% B 7%
With acetic acid; yttrium(III) trifluoromethanesulfonate In nitromethane at 100℃; for 2.5h; Fries rearrangement;	A 60% B 7%
With aluminium trichloride In nitrobenzene
With aluminium trichloride; nitrobenzene bei 24-stdg. Behandeln;
With aluminium trichloride; nitrobenzene bei 0.5-stdg. Erwaermen;

: 128961-25-1
1-(4-methoxy-2-((3-methylbut-2-en-1-yl)oxy)phenyl)ethan-1-one

A: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

B: 52601-06-6
1-(2-hydroxy-4-methoxy-3-(3-methyl-butyl-2-ene-1-yl)phenyl)ethanone

C: 28448-83-1
2′-hydroxyl-4′-methoxyl-5′-isopentenylacetophenone

D: 50773-40-5
2'-hydroxy-4'-methoxy-3',5'-diprenylacetophenone

Conditions

Conditions	Yield
With Montmorillonite K10 In dichloromethane at 0℃; for 0.5h;	A 4% B 53% C 25% D 7%
With montmorillonite K10 In dichloromethane at 0℃; for 0.5h;	A 4% B 53% C 17% D 7%

...Expand

: 829-20-9
2',4'-dimethoxyacetophenone

A: 89-84-9
2',4'-dihydroxy-4-acetophenone

B: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

C: 493-33-4
1-(4-hydroxy-2-methoxy-phenyl)ethanone

Conditions

Conditions	Yield
With 1-methyl-pyrrolidin-2-one; potassium carbonate; thiophenol for 0.5h; Heating;	A 22% B 16.3% C 38%

...Expand

: 128961-25-1
1-(4-methoxy-2-((3-methylbut-2-en-1-yl)oxy)phenyl)ethan-1-one

A: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

B: 52601-06-6
1-(2-hydroxy-4-methoxy-3-(3-methyl-butyl-2-ene-1-yl)phenyl)ethanone

C: 28448-83-1
2′-hydroxyl-4′-methoxyl-5′-isopentenylacetophenone

D: 32541-39-2
8-acetyl-2,2-dimethyl-5-methoxychroman

Conditions

Conditions	Yield
With florisil In toluene at 110℃; for 2h;	A 10% B 27% C 32% D 8%

...Expand

: 5751-52-0
7-methoxy-4H-chromen-4-one

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

Conditions

Conditions	Yield
With sodium hydrogen telluride In ethanol for 15h; Heating; buffered;	30%
With sodium hydrogen telluride In ethanol for 15h; Heating;	30%

: 26213-82-1
7-methoxy-2-methyl-chromen-4-one

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

Conditions

Conditions	Yield
With sodium hydrogen telluride In ethanol for 15h; Heating; buffered;	30%
With sodium hydrogen telluride In ethanol for 15h; Heating;	30%

: 100-06-1
1-(4-methoxyphenyl)ethanone

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

Conditions

Conditions	Yield
With palladium diacetate; Selectfluor; trifluoroacetic acid; trifluoroacetic anhydride at 50℃; for 12h; Sealed tube; regioselective reaction;	30%
With dipotassium peroxodisulfate; palladium diacetate; trifluoroacetic acid; trifluoroacetic anhydride at 50 - 90℃; regioselective reaction;	30%
Multi-step reaction with 2 steps 1: palladium diacetate; dipotassium peroxodisulfate / 4 h / 50 °C 2: silica gel / hexane; dichloromethane View Scheme

: 89-84-9
2',4'-dihydroxy-4-acetophenone

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

Conditions

Conditions	Yield
With water; silver nitrate und Erwaermen des erhaltenen Silber-Salzes mit Methyljodid in Aceton;
With potassium carbonate; methyl iodide In acetone at 20℃; Further stages;

: 59263-73-9
2-hydroxy-4-methoxyacetophenone-OAc

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

Conditions

Conditions	Yield
With potassium hydroxide

: 64-19-7
acetic acid

: 151-10-0
1,3-Dimethoxybenzene

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

Conditions

Conditions	Yield
With boron trifluoride

: 150-19-6
O-methylresorcine

: 75-05-8
acetonitrile

A: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

B: 493-33-4
1-(4-hydroxy-2-methoxy-phenyl)ethanone

Conditions

Conditions	Yield
With hydrogenchloride; diethyl ether; zinc(II) chloride und Erwaermen des Reaktionsprodukts in Benzol mit wss.HCl;

...Expand

: 89-84-9
2',4'-dihydroxy-4-acetophenone

: 74-88-4
methyl iodide

A: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

B: 69469-91-6
1-(2-hydroxy-4-methoxy-3-methylphenyl)ethanone

C: 10139-84-1
1-(2,4-dihydroxy-3-methylphenyl)ethanone

...Expand

: 79492-23-2
4-amino-7-methoxy-2H-chromen-2-one

alkali: alkali

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

: 4-acetylamino-7-methoxy-coumarin

alkali: alkali

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

: 98-88-4
benzoyl chloride

: 124260-01-1
benzoic acid 2-acetyl-5-methoxyphenyl ester

Conditions

Conditions	Yield
With pyridine for 6h; Ambient temperature;	100%
With pyridine at 70℃;	96%
With dmap In pyridine for 0.166667h;	84%

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

: 613-45-6
2,4-Dimethoxybenzaldehyde

: 36685-67-3, 84426-23-3
(E)-1-(2-hydroxy-4-methoxyphenyl)-3-(2,4-dimethoxyphenyl)prop-2-en-1-one

Conditions

Conditions	Yield
With potassium hydroxide In ethanol at 20℃; for 16h; Claisen-Schmidt Condensation;	100%
With sodium hydroxide In ethanol at 20℃; for 16h;	94%
With potassium hydroxide In ethanol at 20℃; Claisen Schmidt condensation;	90%

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

: 563-96-2
2,2-dihydroxyacetic acid

: 117379-73-4
2-Hydroxy-4-(2-hydroxy-4-methoxy-phenyl)-4-oxo-butyric acid

Conditions

Conditions	Yield
at 95℃; under 50 Torr; for 3h;	100%

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

: 3392-97-0
2,6-dimethoxybenzaldehyde

: (2E)-3-(2,6-dimethoxyphenyl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water at 20℃; Aldol Condensation;	100%
With potassium hydroxide In methanol at 70℃; Claisen-Schmidt condensation;	80%
Stage #1: 1-(2-hydroxy-4-methoxyphenyl)ethanone With sodium hydroxide In ethanol; water at 20℃; for 0.0833333h; Claisen-Schmidt Condensation; Stage #2: 2,6-dimethoxybenzaldehyde at 20℃; Claisen-Schmidt Condensation;	74%
With barium dihydroxide In ethanol for 2h; Heating;	20%

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

: 503-60-6
3,3-dimethyl-allyl chloride

: 128961-25-1
1-(4-methoxy-2-((3-methylbut-2-en-1-yl)oxy)phenyl)ethan-1-one

Conditions

Conditions	Yield
With potassium carbonate In acetone Heating;	100%
With potassium carbonate In acetone for 24h; Reflux;	91%
With potassium carbonate In acetone for 24h; Reflux;	91%
With potassium carbonate In acetone Inert atmosphere;

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

: 1021267-09-3
2-(1-iminoethyl)-5-methoxyphenol

Conditions

Conditions	Yield
With ammonia In methanol at 20℃; Cooling with ice;	100%

: 6030-36-0
4-methylthiophene-2-carbaldehyde

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

: (E)-1-(2-hydroxy-4-methoxyphenyl)-3-(4-methylthiophen-2-yl)prop-2-en-1-one

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water at 20℃; Claisen-Schmidt Condensation;	100%

: 2033-24-1
cycl-isopropylidene malonate

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

: 91570-50-2
4-methyl-7-methoxy-2-oxo-2H-1-benzopyran-3-carboxylic acid

Conditions

Conditions	Yield
With vinegar In water at 20℃; for 0.0833333h; Reagent/catalyst; Knoevenagel Condensation; Sonication; Green chemistry;	99%
Stage #1: 1-(2-hydroxy-4-methoxyphenyl)ethanone With ammonia In methanol at 20℃; Stage #2: cycl-isopropylidene malonate In ethanol for 5h; Heating;	60%

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

: 1122-91-4
4-bromo-benzaldehyde

: (E)-3-(4-bromophenyl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one

Conditions

Conditions	Yield
Stage #1: 1-(2-hydroxy-4-methoxyphenyl)ethanone; 4-bromo-benzaldehyde With potassium hydroxide In methanol at 60℃; Stage #2: With hydrogenchloride In methanol; water pH=2; Cooling with ice;	99%
With barium dihydroxide In ethanol for 2h; Heating;	84%

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

: C9H12N2O2

Conditions

Conditions	Yield
With hydrazine hydrate In ethanol at 20℃;	99%

: 74-96-4
ethyl bromide

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

: 67082-94-4
1-(2-ethoxy-4-methoxyphenyl)ethanone

Conditions

Conditions	Yield
With sodium hydroxide In N,N-dimethyl-formamide at 45℃;	98.2%
With potassium carbonate In N,N-dimethyl-formamide; acetone at 60℃; for 3h;	75.6%

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

: 95-92-1
oxalic acid diethyl ester

: 38322-74-6
7-methoxy-4-oxo-4H-chromene-2-carboxylic acid ethyl ester

Conditions

Conditions	Yield
With sodium ethanolate In ethanol for 1h; Heating;	98%
With sodium ethanolate In ethanol for 1h; Heating / reflux;	98%
With sodium ethanolate In ethanol for 1h; Kostanecki-Robinson Reaction;	98%

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

: 105-58-8
Diethyl carbonate

: 17575-15-4
4-hydroxy-7-methoxycoumarine

Conditions

Conditions	Yield
With sodium hydride In mineral oil at 0 - 85℃; for 14h;	98%
With sodium hydride In mineral oil at 0 - 100℃;	95%
With sodium hydride In toluene; mineral oil at 100℃; for 4.5h;	92%

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

: 124-63-0
methanesulfonyl chloride

: 225939-44-6
2-acetyl-5-methoxyphenyl methanesulfonate

Conditions

Conditions	Yield
With triethylamine In dichloromethane	98%

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

: 100-39-0
benzyl bromide

: 52249-86-2
2-benzyloxy-4-methoxyacetophenone

Conditions

Conditions	Yield
With 18-crown-6 ether; potassium carbonate In acetone for 5h; Heating;	97%
With sodium hydroxide; benzyl tri-n-butylammonium bromide In dichloromethane; water at 20℃; for 12h; Substitution;	96%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 18h;	87%

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

: 104-87-0
4-methyl-benzaldehyde

: 137109-37-6
(E)-1-(2-hydroxy-4-methoxyphenyl)-3-p-tolylprop-2-en-1-one

Conditions

Conditions	Yield
With potassium hydroxide In ethanol; water at 20℃; Claisen-Schmidt Condensation; Sonication;	97%
With potassium hydroxide In methanol at 20℃;

: 917-64-6
methyl magnesium iodide

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

: 2-(2-hydroxypropan-2-yl)-5-methoxyphenol

Conditions

Conditions	Yield
Stage #1: methyl magnesium iodide; 1-(2-hydroxy-4-methoxyphenyl)ethanone In diethyl ether at 0℃; Stage #2: With ammonium chloride In water	97%

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

: 201230-82-2
carbon monoxide

: 17575-15-4
4-hydroxy-7-methoxycoumarine

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 80℃; under 7355.08 Torr; for 4h;	96%
With selenium; 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 100℃; under 22800 Torr; for 30h;	36%

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

: 4114-31-2
ethylhydrazine carboxylate

: 132338-33-1
2-hydroxy-4-methoxyacetophenone ethoxycarbonylhydrazone

Conditions

Conditions	Yield
With hydrogenchloride In ethanol at 80℃; for 2h;	96%
In propan-1-ol for 24h; Heating;	85%
In benzene for 48h; Ambient temperature;	79%

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

: 3612-20-2
1-phenylmethyl-4-piperidone

: 868361-89-1
1'-benzyl-7-methoxyspiro[chromene-2,4'-piperidin]-4(3H)-one

Conditions

Conditions	Yield
With L-proline In N,N-dimethyl-formamide at 80℃; for 10h;	96%
pyrrolidine In methanol Heating;	86%

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

: 67-64-1
acetone

: 20321-73-7
7-methoxy-2,2-dimethyl-4-chromanone

Conditions

Conditions	Yield
With pyrrolidine In ethanol for 14h; Heating;	96%
With pyrrolidine In ethanol for 6h; Reflux;	82%
With pyrrolidine In ethanol for 12h; Inert atmosphere; Reflux;	79.3%

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

: 16814-26-9
bis(2-methylbenzyl) ether

: 1607006-50-7
2-acetyl-5-methoxyphenyl 2-methylbenzoate

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; copper diacetate In decane; dimethyl sulfoxide at 80℃; for 20h; Reagent/catalyst; Sealed tube; chemoselective reaction;	96%

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

: C18H18O5

: 134700-82-6
2-acetyl-5-methoxyphenyl 4-methoxybenzoate

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; copper(l) iodide In decane; dimethyl sulfoxide at 80℃; for 20h; Sealed tube; chemoselective reaction;	96%

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

: 6287-38-3
3,4-dichlorobenzaldehyde

: C16H12Cl2O3

Conditions

Conditions	Yield
With potassium hydroxide In ethanol; water at 20℃; Claisen-Schmidt Condensation; Sonication;	96%

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

: 75-36-5
acetyl chloride

: 59263-73-9
2-hydroxy-4-methoxyacetophenone-OAc

Conditions

Conditions	Yield
With pyridine at 20℃; for 2h; Inert atmosphere;	96%

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

: 2687-12-9
cinnamyl chloride

: 1-[4-methoxy-2-(3-phenylallyloxy)phenyl]ethanone

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 25℃; for 20h; Reflux; Inert atmosphere;	96%

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

: 120-14-9
3,4-dimethoxy-benzaldehyde

: 57601-14-6
2'-hydroxy-3,4,4'-trimethoxychalcone

Conditions

Conditions	Yield
With potassium hydroxide In ethanol; water at 20℃; Claisen-Schmidt Condensation; Sonication;	95%
With potassium hydroxide In ethanol at 40℃; Claisen-Schmidt Condensation; Sonication;	95%
With sodium hydroxide In ethanol at 20℃; Claisen-Schmidt condensation;	89%

: 552-41-0
1-(2-hydroxy-4-methoxyphenyl)ethanone

: 16420-13-6
N,N-Dimethylthiocarbamoyl chloride

: 107514-46-5
O-2-acetyl-5-methoxyphenyl N,N-dimethylcarbamothioate

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane In N,N-dimethyl-formamide at 50℃; for 5h; Inert atmosphere;	95%
With sodium hydride In N,N-dimethyl-formamide for 18h; Ambient temperature; 1.) DMF, RT, 2.) 18 h;	48%

Paeonol Specification

1. Introduction of Paeonol

Paeonol , with CAS number of 552-41-0, can be called 1-(2-Hydroxy-4-methoxyphenyl)ethan-1-one ; 1-(2-Hydroxy-4-methoxyphenyl)ethanone ; 1-(4-Methoxy-2-hydroxyphenyl)ethanone ; 2-Acetyl-5-methoxyphenol ; 2-Hydroxy-4-methoxyphenyl methyl ketone ; 2'-Hydroxy-4'-methoxyacetophenone ; 4-O-Methylresacetophenone ; Resacetophenone 4-O-methyl ether . It is a white to beige crystalline powder, Paeonol (CAS NO.552-41-0)can be used as analgesic.

2.Properties of Paeonol

(1) H bond acceptors: 3 (2) H bond donors: 1 (3) Freely Rotating Bonds: 3
(4) Polar Surface Area: 35.53Å2 (5) Index of Refraction: 1.537 (6) Molar Refractivity: 44.84 cm3
(7) Molar Volume: 143.3 cm3 (8) Surface Tension: 41.5 dyne/cm (9) Density: 1.158 g/cm3
(10) Flash Point: 122.3 °C (11) Enthalpy of Vaporization: 56.38 kJ/mol (12) Boiling Point: 301.9 °C at 760 mmHg
(13) Vapour Pressure: 0.00057 mmHg at 25°C (14) Melting point: 48-50 °C

3.Stucture descriptors of Paeonol

IUPAC Name: 1-(2-hydroxy-4-methoxyphenyl)ethanone

InChI: InChI=1S/C9H10O3/c1-6(10)8-4-3-7(12-2)5-9(8)11/h3-5,11H,1-2H3

InChIKey: UILPJVPSNHJFIK-UHFFFAOYSA-N

Canonical SMILES : CC(=O)C1=C(C=C(C=C1)OC)O

4.Safety information of Paeonol

Hazard Codes: Harmful Xn, Irritant Xi
Risk Statements: 20/21/22-36/37/38
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-28-36/37/39-45
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S28:After contact with skin, wash immediately with plenty of soap-suds.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
WGK Germany: 3
RTECS: RT1215000
Hazard Note: Irritant

5. Toxicity data of Paeonol

1.	orl-mus LD50:3430 mg/kg	YKKZAJ Yakugaku Zasshi. Journal of Pharmacy. 89 (1969),1205.
2.	ipr-mus LD50:781 mg/kg	YKKZAJ Yakugaku Zasshi. Journal of Pharmacy. 89 (1969),1205.
3.	ivn-mus LD50:196 mg/kg	YKKZAJ Yakugaku Zasshi. Journal of Pharmacy. 89 (1969),1205.

Product Name

Paeonol

Synthetic route

Paeonol Specification

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