Product Name

  • Name

    2,4-Dihydroxyacetophenone

  • EINECS 201-945-3
  • CAS No. 89-84-9
  • Article Data161
  • CAS DataBase
  • Density 1.291 g/cm3
  • Solubility
  • Melting Point 143-144.5 °C(lit.)
  • Formula C8H8O3
  • Boiling Point 319.3 °C at 760 mmHg
  • Molecular Weight 152.15
  • Flash Point 161.1 °C
  • Transport Information
  • Appearance yellow-brown to reddish-brown fine cryst. powder
  • Safety 26-36-24/25
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 89-84-9 (2,4-Dihydroxyacetophenone)
  • Hazard Symbols IrritantXi
  • Synonyms 4-Acetylresorcinol;Resacetophenone;2,4-Dihydroxyacetophenone;
  • PSA 57.53000
  • LogP 1.30040

Synthetic route

2-hydroxy-4-(methoxymethoxy)acetophenone
65490-08-6

2-hydroxy-4-(methoxymethoxy)acetophenone

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

2',4'-dihydroxy-4-acetophenone

Conditions
ConditionsYield
H6P2W18O62; silica gel In tetrahydrofuran; methanol at 70℃; for 0.75h; Product distribution; Further Variations:; Catalysts; Solvents; Temperatures;100%
With toluene-4-sulfonic acid In neat (no solvent, solid phase) at 20℃; for 0.583333h; Green chemistry;90%
acetic acid
64-19-7

acetic acid

recorcinol
108-46-3

recorcinol

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

2',4'-dihydroxy-4-acetophenone

Conditions
ConditionsYield
With boron trifluoride diethyl etherate for 0.0333333h; microwave irradiation;98%
With iron(III) chloride for 0.0221667h; Friedel Crafts acylation; Microwave irradiation; regioselective reaction;98%
With zinc(II) chloride Reflux;98%
2,4-diacetoxy acetophenone
72712-19-7

2,4-diacetoxy acetophenone

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

2',4'-dihydroxy-4-acetophenone

Conditions
ConditionsYield
With water; sodium acetate In ethanol for 5h; Reflux;98%
2,4-diacetylphloroglucinol
2161-86-6

2,4-diacetylphloroglucinol

recorcinol
108-46-3

recorcinol

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

2',4'-dihydroxy-4-acetophenone

Conditions
ConditionsYield
With acyltransferase from bacterium Pseudomonas sp.YGJ3 In aq. phosphate buffer; dimethyl sulfoxide at 35℃; for 18h; pH=7.5; Friedel-Crafts Acylation; Enzymatic reaction; regioselective reaction;97%
acetic acid 2-acetyl-5-methoxymethoxy-phenyl ester

acetic acid 2-acetyl-5-methoxymethoxy-phenyl ester

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

2',4'-dihydroxy-4-acetophenone

Conditions
ConditionsYield
With toluene-4-sulfonic acid In neat (no solvent, solid phase) at 20℃; for 0.583333h; Green chemistry;95%
1-(2,4-dihydroxy-phenyl)-ethanone oxime
6134-79-8

1-(2,4-dihydroxy-phenyl)-ethanone oxime

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

2',4'-dihydroxy-4-acetophenone

Conditions
ConditionsYield
With periodic acid at 20℃; for 0.0833333h;92%
sodium acetate
127-09-3

sodium acetate

recorcinol
108-46-3

recorcinol

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

2',4'-dihydroxy-4-acetophenone

Conditions
ConditionsYield
With boron trifluoride diethyl etherate; acetic acid Inert atmosphere;91%
acetic anhydride
108-24-7

acetic anhydride

recorcinol
108-46-3

recorcinol

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

2',4'-dihydroxy-4-acetophenone

Conditions
ConditionsYield
With acetic acid; zinc(II) chloride at 60℃; for 4h; Temperature; Large scale;90.6%
With PPA Reflux;68%
With phosphorus pentoxide; silica gel at 100℃; for 24h;65%
1-[4-(benzyloxy)-2-hydroxyphenyl]ethanone
29682-12-0

1-[4-(benzyloxy)-2-hydroxyphenyl]ethanone

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

2',4'-dihydroxy-4-acetophenone

Conditions
ConditionsYield
With formic acid; sodium formate; palladium on activated charcoal In methanol for 1h; Product distribution; Heating; other aryl benzyl ethers;90%
With formic acid; sodium formate; palladium on activated charcoal In methanol for 1h; Heating;90%
acetic anhydride
108-24-7

acetic anhydride

recorcinol
108-46-3

recorcinol

A

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

2',4'-dihydroxy-4-acetophenone

B

2,4-diacetylresorcinol
2163-12-4

2,4-diacetylresorcinol

C

1-(5-acetyl-2,4-dihydroxyphenyl)-1-ethanone
2161-85-5

1-(5-acetyl-2,4-dihydroxyphenyl)-1-ethanone

Conditions
ConditionsYield
With zinc(II) chloride at 145 - 150℃; for 0.25h;A 2%
B 7%
C 90%
...Expand
2',4'-dimethoxyacetophenone
829-20-9

2',4'-dimethoxyacetophenone

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

2',4'-dihydroxy-4-acetophenone

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate for 0.0333333h; microwave irradiation;80%
4-allyloxy-2-hydroxyacetophenone
40815-74-5

4-allyloxy-2-hydroxyacetophenone

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

2',4'-dihydroxy-4-acetophenone

Conditions
ConditionsYield
With iodine In dimethyl sulfoxide at 130℃; for 0.5h;79%
acetyl chloride
75-36-5

acetyl chloride

recorcinol
108-46-3

recorcinol

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

2',4'-dihydroxy-4-acetophenone

Conditions
ConditionsYield
With zinc at 64 - 66℃; for 0.0208333h; Friedel-Crafts acylation; microwave irradiation;77%
recorcinol
108-46-3

recorcinol

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

2',4'-dihydroxy-4-acetophenone

Conditions
ConditionsYield
With acetic acid; zinc(II) chloride at 20℃; for 12h;73%
With sulfuric acid; acetic acid In di-isopropyl ether; water72%
With sulfuric acid; acetic anhydride; acetic acid In water68%
Isopropenyl acetate
108-22-5

Isopropenyl acetate

recorcinol
108-46-3

recorcinol

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

2',4'-dihydroxy-4-acetophenone

Conditions
ConditionsYield
With 1H-imidazole; acyltransferase from bacterium Pseudomonas sp.YGJ3 In aq. phosphate buffer at 35℃; for 24h; pH=8.3; Friedel-Crafts Acylation; Enzymatic reaction; regioselective reaction;68%
With 1H-imidazole; acyltransferase from pseudomonas protegens In aq. buffer at 35℃; for 18h; pH=8.3; Catalytic behavior; Reagent/catalyst; Concentration; pH-value; Friedel-Crafts Acylation;98 %Chromat.
With 1H-imidazole; acyltransferase from Pseudomonas protegens W211A mutant In aq. phosphate buffer; acetonitrile at 35℃; for 1.5h; pH=7.5; Catalytic behavior; Reagent/catalyst; Friedel-Crafts Acylation; Enzymatic reaction;66 %Chromat.
2,4-diacetylphloroglucinol
2161-86-6

2,4-diacetylphloroglucinol

recorcinol
108-46-3

recorcinol

A

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

2',4'-dihydroxy-4-acetophenone

B

3,5-dihydroxyphenol
108-73-6

3,5-dihydroxyphenol

Conditions
ConditionsYield
With cell-free E. coli extract containing the recombinant acyltransferase from Pseudomonas protegens In aq. phosphate buffer; dimethyl sulfoxide at 35℃; for 0.5h; pH=7.5; Catalytic behavior; Solvent; pH-value; Temperature; Enzymatic reaction;A 65%
B n/a
...Expand
N-acetyl-(4-methylbenzene)sulfonamide
1888-33-1

N-acetyl-(4-methylbenzene)sulfonamide

recorcinol
108-46-3

recorcinol

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

2',4'-dihydroxy-4-acetophenone

Conditions
ConditionsYield
With zinc(II) chloride at 110 - 120℃;60%
Phenyl acetate
122-79-2

Phenyl acetate

recorcinol
108-46-3

recorcinol

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

2',4'-dihydroxy-4-acetophenone

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In benzene for 3h; crossover Friess rearrangement; Heating;60%
With 1H-imidazole; acyltransferase from pseudomonas protegens In aq. buffer at 35℃; for 18h; pH=8.3; Friedel-Crafts Acylation;> 99 %Chromat.
2,4-diacetoxy acetophenone
72712-19-7

2,4-diacetoxy acetophenone

A

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

2',4'-dihydroxy-4-acetophenone

B

2'-acetoxy-4'-hydroxyacetophenone
52751-42-5

2'-acetoxy-4'-hydroxyacetophenone

Conditions
ConditionsYield
With Candida cylindracea lipase In di-isopropyl ether; butan-1-ol at 28 - 30℃; for 11h;A 40%
B 50%
N-Acetylimidazole
2466-76-4

N-Acetylimidazole

recorcinol
108-46-3

recorcinol

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

2',4'-dihydroxy-4-acetophenone

Conditions
ConditionsYield
With acyltransferase from bacterium Pseudomonas sp.YGJ3 In aq. phosphate buffer at 35℃; for 18h; pH=7.5; Friedel-Crafts Acylation; Enzymatic reaction; regioselective reaction;41%
2',4'-dimethoxyacetophenone
829-20-9

2',4'-dimethoxyacetophenone

A

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

2',4'-dihydroxy-4-acetophenone

B

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

1-(2-hydroxy-4-methoxyphenyl)ethanone

C

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

1-(4-hydroxy-2-methoxy-phenyl)ethanone

Conditions
ConditionsYield
With 1-methyl-pyrrolidin-2-one; potassium carbonate; thiophenol for 0.5h; Heating;A 22%
B 16.3%
C 38%
...Expand
isoliquirtigenin
961-29-5, 13745-20-5

isoliquirtigenin

A

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

2',4'-dihydroxy-4-acetophenone

B

5-hydroxy-2-(4-hydroxphenyl)chroman-4-one
64687-96-3

5-hydroxy-2-(4-hydroxphenyl)chroman-4-one

C

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

D

chalaurenol
85359-61-1

chalaurenol

Conditions
ConditionsYield
With Tris-HCl buffer; peroxidase from Amorpha fruticosa In 2-methoxy-ethanol at 30℃; for 3h;A n/a
B n/a
C n/a
D 25%
With Tris-HCl buffer; peroxidase from Amorpha fruticosa In 2-methoxy-ethanol at 30℃; for 3h; Mechanism;A n/a
B n/a
C n/a
D 25%
...Expand
2,4,6-trihydroxyacetophenone
480-66-0

2,4,6-trihydroxyacetophenone

recorcinol
108-46-3

recorcinol

A

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

2',4'-dihydroxy-4-acetophenone

B

3,5-dihydroxyphenol
108-73-6

3,5-dihydroxyphenol

Conditions
ConditionsYield
With cell-free E. coli extract containing the recombinant acyltransferase from Pseudomonas protegens In aq. phosphate buffer; dimethyl sulfoxide at 35℃; for 0.5h; pH=7.5; Enzymatic reaction;A 13%
B n/a
...Expand
7-hydroxy-4-methyl-chromen-2-one
90-33-5, 79566-13-5

7-hydroxy-4-methyl-chromen-2-one

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

2',4'-dihydroxy-4-acetophenone

Conditions
ConditionsYield
With potassium carbonate
Resorcinol diacetate
108-58-7

Resorcinol diacetate

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

2',4'-dihydroxy-4-acetophenone

Conditions
ConditionsYield
With aluminium trichloride at 185℃;
With zinc(II) chloride
acetic acid 3-methoxyphenyl ester
5451-83-2

acetic acid 3-methoxyphenyl ester

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

2',4'-dihydroxy-4-acetophenone

Conditions
ConditionsYield
With aluminium trichloride at 185℃;
2-(2,4-dihydroxy-phenyl)-4-methyl-chromen-7-one

2-(2,4-dihydroxy-phenyl)-4-methyl-chromen-7-one

furan-2,3,5(4H)-trione pyridine (1:1)

furan-2,3,5(4H)-trione pyridine (1:1)

A

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

2',4'-dihydroxy-4-acetophenone

B

acetic acid
64-19-7

acetic acid

C

recorcinol
108-46-3

recorcinol

...Expand
2-(2,4-diethoxy-phenyl)-4-methyl-chromen-7-one

2-(2,4-diethoxy-phenyl)-4-methyl-chromen-7-one

furan-2,3,5(4H)-trione pyridine (1:1)

furan-2,3,5(4H)-trione pyridine (1:1)

A

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

2',4'-dihydroxy-4-acetophenone

B

acetic acid
64-19-7

acetic acid

C

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

2',4'-dimethoxyacetophenone

D

recorcinol
108-46-3

recorcinol

...Expand
4,7-dihydroxy-3-[3,7,11-trimethyl-2(E),6(E),10-dodecatrienyl]coumarin
643-57-2

4,7-dihydroxy-3-[3,7,11-trimethyl-2(E),6(E),10-dodecatrienyl]coumarin

A

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

2',4'-dihydroxy-4-acetophenone

B

4,7-dihydroxy-3-methyl-2H-chromen-2-one
23687-21-0

4,7-dihydroxy-3-methyl-2H-chromen-2-one

Conditions
ConditionsYield
at 230℃; under 0.3 Torr;
3,4-dihydro-2H-pyran
110-87-2

3,4-dihydro-2H-pyran

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

2',4'-dihydroxy-4-acetophenone

2-hydroxy-4-(tetrahydropyran-2-yloxy)acetophenone
111841-07-7

2-hydroxy-4-(tetrahydropyran-2-yloxy)acetophenone

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In dichloromethane for 1.5h; Ambient temperature;100%
With pyridinium p-toluenesulfonate In dichloromethane at 20℃; for 4h;98.3%
With pyridinium p-toluenesulfonate In dichloromethane for 12h; Ambient temperature;90%
2',4'-dihydroxy-4-acetophenone
89-84-9

2',4'-dihydroxy-4-acetophenone

benzyl bromide
100-39-0

benzyl bromide

2,4-bis(benzyloxy)acetophenone
22877-01-6

2,4-bis(benzyloxy)acetophenone

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 48h; Heating / reflux;100%
Stage #1: 2',4'-dihydroxy-4-acetophenone With potassium carbonate In acetonitrile at 85℃; for 0.0833333h; Inert atmosphere;
Stage #2: benzyl bromide at 85℃; for 12h; Inert atmosphere;		99%
With potassium carbonate In acetonitrile for 18h; Heating;97%
2',4'-dihydroxy-4-acetophenone
89-84-9

2',4'-dihydroxy-4-acetophenone

methyl chloroformate
79-22-1

methyl chloroformate

2,4-bismethoxycarbonyloxyacetophenone

2,4-bismethoxycarbonyloxyacetophenone

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 0 - 20℃; for 3h;100%
With triethylamine In tetrahydrofuran at 0 - 20℃; for 3h;100%
With triethylamine In tetrahydrofuran for 3h; Ambient temperature;94%
With triethylamine In tetrahydrofuran at 0 - 20℃; for 3h;105 g
With triethylamine In tetrahydrofuran at 0 - 20℃; for 3h;
2',4'-dihydroxy-4-acetophenone
89-84-9

2',4'-dihydroxy-4-acetophenone

benzyl bromide
100-39-0

benzyl bromide

1-[4-(benzyloxy)-2-hydroxyphenyl]ethanone
29682-12-0

1-[4-(benzyloxy)-2-hydroxyphenyl]ethanone

Conditions
ConditionsYield
Stage #1: 2',4'-dihydroxy-4-acetophenone With potassium carbonate In acetonitrile for 1h; Reflux;
Stage #2: benzyl bromide In acetonitrile Reflux;		99%
Stage #1: 2',4'-dihydroxy-4-acetophenone With potassium carbonate; potassium iodide In acetone at 50℃; for 0.5h;
Stage #2: benzyl bromide In acetone for 5h; Reflux;		97%
With potassium carbonate In acetone for 24h; Reflux;93%
2',4'-dihydroxy-4-acetophenone
89-84-9

2',4'-dihydroxy-4-acetophenone

chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

2-hydroxy-4-(methoxymethoxy)acetophenone
65490-08-6

2-hydroxy-4-(methoxymethoxy)acetophenone

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane for 4.5h;99%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;96.8%
With potassium carbonate In acetone for 0.5h;95.6%
2',4'-dihydroxy-4-acetophenone
89-84-9

2',4'-dihydroxy-4-acetophenone

1-(2,4-dihydroxyphenyl)ethylamine
1228569-46-7

1-(2,4-dihydroxyphenyl)ethylamine

Conditions
ConditionsYield
With formate dehydrogenase; Arthrobacter citreus S9 ω-transaminase; ATA-113 ω-transaminase; sodium formate; isopropylamine; NADH; yeast alcohol dehydrogenase pH=7; aq. phosphate buffer; Enzymatic reaction; optical yield given as %ee;99%
2',4'-dihydroxy-4-acetophenone
89-84-9

2',4'-dihydroxy-4-acetophenone

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

(1-(2,4-bis((tert-butyldimethylsilyl)oxy)phenyl)ethanone)

(1-(2,4-bis((tert-butyldimethylsilyl)oxy)phenyl)ethanone)

Conditions
ConditionsYield
With 1H-imidazole; dmap In dichloromethane at 0℃; Inert atmosphere;99%
With 1H-imidazole In N,N-dimethyl-formamide at 40℃; for 5.5h;78%
With 1H-imidazole In N,N-dimethyl-formamide at 40℃; for 5.5h;
2',4'-dihydroxy-4-acetophenone
89-84-9

2',4'-dihydroxy-4-acetophenone

bromethyl methyl ether
13057-17-5

bromethyl methyl ether

2-hydroxy-4-(methoxymethoxy)acetophenone
65490-08-6

2-hydroxy-4-(methoxymethoxy)acetophenone

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 12h; Inert atmosphere;99%
With potassium carbonate In acetone at 50℃;64%
With potassium carbonate In acetone Reflux;59%
2',4'-dihydroxy-4-acetophenone
89-84-9

2',4'-dihydroxy-4-acetophenone

benzoyl chloride
98-88-4

benzoyl chloride

2,4-dibenzoyloxyacetophenone
66832-97-1

2,4-dibenzoyloxyacetophenone

Conditions
ConditionsYield
With pyridine In diethyl ether at 0℃; for 1h;98.5%
With pyridine at 20℃; for 2h; Acylation;98%
With pyridine for 1h;83%
2',4'-dihydroxy-4-acetophenone
89-84-9

2',4'-dihydroxy-4-acetophenone

chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

2',4'-bis(methoxymethoxy)acetophenone
6515-05-5

2',4'-bis(methoxymethoxy)acetophenone

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N-methyl-acetamide; (2S)-N-methyl-1-phenylpropan-2-amine hydrate98.3%
With N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 6.5h;98%
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 5h; Ambient temperature;90%
2',4'-dihydroxy-4-acetophenone
89-84-9

2',4'-dihydroxy-4-acetophenone

1-(2,4-dihydroxy-3-iodophenyl)ethanone
71243-12-4

1-(2,4-dihydroxy-3-iodophenyl)ethanone

Conditions
ConditionsYield
With potassium iodate; iodine In ethanol; water at 20℃; Inert atmosphere;98%
With potassium iodate; iodine In ethanol; water at 20℃; Inert atmosphere; regiospecific reaction;98%
With potassium iodate; iodine In ethanol; water at 20℃; Inert atmosphere; regioselective reaction;98%
2',4'-dihydroxy-4-acetophenone
89-84-9

2',4'-dihydroxy-4-acetophenone

1-(2,4-dihydroxy-phenyl)-ethanone oxime
6134-79-8

1-(2,4-dihydroxy-phenyl)-ethanone oxime

Conditions
ConditionsYield
With hydroxylamine hydrochloride; sodium acetate In water at 100℃; for 6h;98%
With hydroxylamine hydrochloride; sodium acetate In water for 6h; Reflux;98%
With hydroxylamine hydrochloride; sodium acetate In water at 70℃; for 6h;79%
2',4'-dihydroxy-4-acetophenone
89-84-9

2',4'-dihydroxy-4-acetophenone

1-(2,4-dihydroxy-5-nitrophenyl)ethanone
3328-77-6

1-(2,4-dihydroxy-5-nitrophenyl)ethanone

Conditions
ConditionsYield
With zirconyl nitrate In acetone at 50℃; for 5h;98%
With yttrium(lll) nitrate hexahydrate In acetic acid at 20℃; for 3h;94%
With nitric acid; acetic acid at 20℃; for 7h; regioselective reaction;53.7%
2-(4-bromophenyl)acetyl chloride
37859-24-8

2-(4-bromophenyl)acetyl chloride

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

2',4'-dihydroxy-4-acetophenone

3-(p-bromophenyl)-7-(p-bromophenylacetoxy)-4-methylcoumarin
112030-39-4

3-(p-bromophenyl)-7-(p-bromophenylacetoxy)-4-methylcoumarin

Conditions
ConditionsYield
With tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate In benzene for 4h; Ambient temperature;98%
2',4'-dihydroxy-4-acetophenone
89-84-9

2',4'-dihydroxy-4-acetophenone

(2-trimethylethylsilylethoxy)methyl chloride
76513-69-4

(2-trimethylethylsilylethoxy)methyl chloride

2,4-bis<<2-(trimethylsilyl)ethoxy>methoxy>acetophenone
107913-74-6

2,4-bis<<2-(trimethylsilyl)ethoxy>methoxy>acetophenone

Conditions
ConditionsYield
With dmap; triethylamine In benzene at 110℃; for 3h;98%
2',4'-dihydroxy-4-acetophenone
89-84-9

2',4'-dihydroxy-4-acetophenone

allyl bromide
106-95-6

allyl bromide

1-(2,4-bis(allyloxy)phenyl)ethanone
2079-52-9

1-(2,4-bis(allyloxy)phenyl)ethanone

Conditions
ConditionsYield
With potassium carbonate Inert atmosphere;98%
With potassium carbonate In N,N-dimethyl-formamide98%
With potassium carbonate; sodium iodide In N,N-dimethyl-formamide at 60℃; for 5h; Inert atmosphere;98%
With caesium carbonate In N,N-dimethyl-formamide at 60℃; for 5h;98%
With potassium carbonate In acetone for 12h; Heating;59.2%
2',4'-dihydroxy-4-acetophenone
89-84-9

2',4'-dihydroxy-4-acetophenone

phenylacetyl chloride
103-80-0

phenylacetyl chloride

4-methyl-3-phenyl-7-phenylacetoxy coumarin
112030-33-8

4-methyl-3-phenyl-7-phenylacetoxy coumarin

Conditions
ConditionsYield
With tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate In benzene for 4h; Ambient temperature;98%
2',4'-dihydroxy-4-acetophenone
89-84-9

2',4'-dihydroxy-4-acetophenone

acetone
67-64-1

acetone

7-hydroxy-2,2-dimethyl-chroman-4-one
17771-33-4

7-hydroxy-2,2-dimethyl-chroman-4-one

Conditions
ConditionsYield
With piperidine for 0.166667h; Neat (no solvent); Microwave irradiation;98%
With Amberlite IRA 400 basic resin for 0.0833333h; Microwave irradiation; Neat (no solvent);89%
With pyrrolidine In toluene for 14h; Heating;86.7%
2',4'-dihydroxy-4-acetophenone
89-84-9

2',4'-dihydroxy-4-acetophenone

hydroxylamine hydrochloride
5470-11-1

hydroxylamine hydrochloride

(1Z)-1-(2,4-dihydroxyphenyl)ethanone oxime
111364-29-5

(1Z)-1-(2,4-dihydroxyphenyl)ethanone oxime

Conditions
ConditionsYield
In pyridine at 20℃;98%
2',4'-dihydroxy-4-acetophenone
89-84-9

2',4'-dihydroxy-4-acetophenone

butanone
78-93-3

butanone

2-ethyl-7-hydroxy-2-methyl-chroman-4-one
59258-08-1

2-ethyl-7-hydroxy-2-methyl-chroman-4-one

Conditions
ConditionsYield
With piperidine for 0.166667h; Neat (no solvent); Microwave irradiation;98%
With Amberlite IRA 400 basic resin for 0.133333h; Microwave irradiation; Neat (no solvent);85%
2',4'-dihydroxy-4-acetophenone
89-84-9

2',4'-dihydroxy-4-acetophenone

propargyl bromide
106-96-7

propargyl bromide

1-(2,4-bis(prop-2-yn-1-yloxy)phenyl)ethan-1-one
22287-70-3

1-(2,4-bis(prop-2-yn-1-yloxy)phenyl)ethan-1-one

Conditions
ConditionsYield
With potassium carbonate In acetone for 12h; Reflux;98%
With potassium carbonate In acetone for 48h; Reflux;
With potassium carbonate In toluene for 12h; Reflux;
Stage #1: 2',4'-dihydroxy-4-acetophenone With potassium carbonate In N,N-dimethyl-formamide at 0℃; for 0.25h; Inert atmosphere;
Stage #2: propargyl bromide In N,N-dimethyl-formamide; toluene at 0 - 20℃; for 17h; Inert atmosphere;
2',4'-dihydroxy-4-acetophenone
89-84-9

2',4'-dihydroxy-4-acetophenone

(E)-4-(1-hydrazonoethyl)benzene-1,3-diol
19363-41-8

(E)-4-(1-hydrazonoethyl)benzene-1,3-diol

Conditions
ConditionsYield
With hydrazine hydrate In N,N-dimethyl-formamide at 20℃; for 4h;97%
With hydrazine hydrate; acetic acid In methanol at 20℃;82%
With ethanol; hydrazine
With hydrazine hydrate In water for 0.0333333h; Microwave irradiation;
2',4'-dihydroxy-4-acetophenone
89-84-9

2',4'-dihydroxy-4-acetophenone

acetic anhydride
108-24-7

acetic anhydride

2,4-diacetoxy acetophenone
72712-19-7

2,4-diacetoxy acetophenone

Conditions
ConditionsYield
With magnesium(II) perchlorate at 20℃; for 0.5h;97%
With pyridine; aluminum oxide at 120 - 122℃; for 1h; microwave irradiation;54%
With sodium acetate bei 0.5 Minuten langem Kochen;
2',4'-dihydroxy-4-acetophenone
89-84-9

2',4'-dihydroxy-4-acetophenone

prenyl bromide
870-63-3

prenyl bromide

1-[2-hydroxy-4-(3-methylbut-2-enyloxy)phenyl]ethanone
24672-83-1

1-[2-hydroxy-4-(3-methylbut-2-enyloxy)phenyl]ethanone

Conditions
ConditionsYield
With potassium carbonate In acetone at 80℃; Williamson Ether Synthesis;97%
With potassium carbonate In acetone for 8h; Reflux;89%
With potassium carbonate In acetone at 80℃; for 6h;82%
2',4'-dihydroxy-4-acetophenone
89-84-9

2',4'-dihydroxy-4-acetophenone

ethyl iodide
75-03-6

ethyl iodide

1-(4-ethoxy-2-hydroxyphenyl)ethanone
37470-42-1

1-(4-ethoxy-2-hydroxyphenyl)ethanone

Conditions
ConditionsYield
With potassium carbonate In acetone at 80℃; for 6h;97%
With potassium carbonate In N,N-dimethyl-formamide for 4h;63%
2',4'-dihydroxy-4-acetophenone
89-84-9

2',4'-dihydroxy-4-acetophenone

isobutyryl chloride
79-30-1

isobutyryl chloride

2',4'-di-(2-methylpropanoyloxy)-acetophenone
957272-64-9

2',4'-di-(2-methylpropanoyloxy)-acetophenone

Conditions
ConditionsYield
With pyridine at 20℃;97%
2',4'-dihydroxy-4-acetophenone
89-84-9

2',4'-dihydroxy-4-acetophenone

cyclohexanone
108-94-1

cyclohexanone

7-hydroxy-spiro<2H-1-benzopyran-2,1'-cyclohexane>-4(3H)-one
62756-43-8

7-hydroxy-spiro<2H-1-benzopyran-2,1'-cyclohexane>-4(3H)-one

Conditions
ConditionsYield
With piperidine for 0.166667h; Neat (no solvent); Microwave irradiation;97%
With Amberlite IRA 400 basic resin for 0.1h; Microwave irradiation; Neat (no solvent);90%
With pyrrolidine In acetonitrile at 45℃; for 8h;84%

2',4'-Dihydroxyacetophenone Chemical Properties

Molecule structure of 2,4-Dihydroxyacetophenone (CAS NO.89-84-9):

IUPAC Name: 1-(2,4-Dihydroxyphenyl)ethanone 
Molecular Weight: 152.14732 g/mol
Molecular Formula: C8H8O3 
Density: 1.18 g/mL at 25 °C(lit.)
Melting Point: 143-144.5 °C(lit.)
Boiling Point: 319.3 °C at 760 mmHg 
Flash Point: 161.1 °C
Index of Refraction: 1.595
Molar Refractivity: 40.04 cm3
Molar Volume: 117.8 cm3
Polarizability: 15.87×10-24 cm3
Surface Tension: 56.1 dyne/cm 
Enthalpy of Vaporization: 58.32 kJ/mol
Vapour Pressure: 0.000183 mmHg at 25 °C 
Sensitive Moisture: sensitive
XLogP3: 1.7
H-Bond Donor: 2
H-Bond Acceptor: 3
Rotatable Bond Count: 1
Tautomer Count: 21
Exact Mass: 152.047344
MonoIsotopic Mass: 152.047344
Topological Polar Surface Area: 57.5
Heavy Atom Count: 11
Complexity: 155
Canonical SMILES: CC(=O)C1=C(C=C(C=C1)O)O
InChI: InChI=1S/C8H8O3/c1-5(9)7-3-2-6(10)4-8(7)11/h2-4,10-11H,1H3
InChIKey: SULYEHHGGXARJS-UHFFFAOYSA-N
EINECS: 201-945-3
Product Categories: Acetophenone Series; Aromatic Acetophenones & Derivatives (substituted); Benzene series

2',4'-Dihydroxyacetophenone Uses

 2,4-Dihydroxyacetophenone (CAS NO.89-84-9) is used as intermediates in organic synthesis.

2',4'-Dihydroxyacetophenone Production

 2,4-Dihydroxyacetophenone is made by acetylation of acetic acid and resorcinol .

2',4'-Dihydroxyacetophenone Toxicity Data With Reference

1.    

eye-rbt 500 mg SEV

     IHFCAY    Industrial Hygiene Foundation of America, Chemical and Toxicological Series, Bulletin. 6 (1967),1.
2.    

orl-rat LD50:2830 mg/kg

     IHFCAY    Industrial Hygiene Foundation of America, Chemical and Toxicological Series, Bulletin. 6 (1967),1.

2',4'-Dihydroxyacetophenone Consensus Reports

Reported in EPA TSCA Inventory.

2',4'-Dihydroxyacetophenone Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-24/25 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing. 
S24/25:Avoid contact with skin and eyes.
WGK Germany: 2
RTECS: AM7525000
Hazard Note: Irritant
HS Code: 29145000
Moderately toxic by ingestion. Experimental reproductive effects. A severe eye irritant. When heated to decomposition it emits acrid smoke and irritating fumes.

2',4'-Dihydroxyacetophenone Specification

 2,4-Dihydroxyacetophenone (CAS NO.89-84-9) is also named as 1-(2,4-Dihydroxyphenyl)ethanone ; 2,4-Dihydroxyacetophenone ; 4-08-00-01792 (Beilstein Handbook Reference) ; 4-Acetylresorcinol ; AI3-00866 ; BRN 1282505 ; NSC 10883 ; Resacetophenone ; Resoacetophenone ; Resorcinol, 4-acetyl- ; UNII-UC3V356VZC . 2,4-Dihydroxyacetophenone (CAS NO.89-84-9) is yellow-brown to reddish-brown fine cryst. It is soluble in hot alcohol, pyridine, and glacial acetic acid, almost insoluble in ether, benzene and chloroform.

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