Product Name

  • Name

    4'-Hydroxyacetophenone

  • EINECS 202-802-8
  • CAS No. 99-93-4
  • Article Data519
  • CAS DataBase
  • Density 1.14 g/cm3
  • Solubility methanol: 0.1 g/mL, clear
  • Melting Point 132-135 °C(lit.)
  • Formula C8H8O2
  • Boiling Point 313 °C at 760 mmHg
  • Molecular Weight 136.15
  • Flash Point 121.2 °C
  • Transport Information
  • Appearance almost white to beige crystalline powder
  • Safety 26-36/37-37/39-24/25-22-36
  • Risk Codes 36/37/38-22
  • Molecular Structure Molecular Structure of 99-93-4 (4'-Hydroxyacetophenone)
  • Hazard Symbols HarmfulXn,IrritantXi
  • Synonyms Methyl-p-hydroxyphenyl ketone;Phenol, p-acetyl-;USAF KF-15;Methyl p-hydroxyphenyl ketone;p-Oxyacetophenone;Acetophenone, p-hydroxy-;Ethanone, 1- (4-hydroxyphenyl)-;p-Hydroxyphenyl methyl ketone;Ethanone,1-(4-hydroxyphenyl)-;Piceol;Acetophenone, 4-hydroxy- (8CI);p-Hydroxacetophenone;4-Hydroxyacetophenone;4-Acetylphenol;1-(4-Hydroxyphenyl)ethanone;1-(4-Hydroxy-phenyl)-ethanone;4-Hydroksyacetofenol [Polish];p-Acetylphenol;D-Hydroxyacetophehone;Acetophenone, 4-hydroxy-;4'-Hydroxyacetophenone (p-Hydroxyacetophenone);4-Hydroxy acteophenone;p-hydroxyphenethyl alcohol;p-Hydroxy Acetophenone;Para Hydroxy Acetophenone (PHAP);4'-Hydroxyacetophenone (PHAP);4'-hydroxyacetophenone;1-(4-hydroxyphenyl)ethanone;;P-Hydroxyacetophenone;
  • PSA 37.30000
  • LogP 1.59480

Synthetic route

4-(tert-butyldimethylsilyloxy)acetophenone
149683-53-4

4-(tert-butyldimethylsilyloxy)acetophenone

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

Conditions
ConditionsYield
With water; potassium carbonate In ethanol at 75℃; for 16h;100%
With water; 1,8-diazabicyclo[5.4.0]undec-7-ene In dimethyl sulfoxide at 20℃; for 0.0166667h; chemoselective reaction;97%
With dichloro bis(acetonitrile) palladium(II) In water; acetone at 75℃; for 16h;96%
1-(4-(allyloxy)phenyl)ethanone
2079-53-0

1-(4-(allyloxy)phenyl)ethanone

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

Conditions
ConditionsYield
With calcium hydride; diphenyldisulfane In 1-methyl-pyrrolidin-2-one at 220℃; for 0.5h;100%
With aniline; (ϖ-allyl)palladium triflate based catalyst at 30℃; for 1h;99%
With palladium diacetate; sodium hydride In N,N-dimethyl acetamide at 20℃; for 4h; Inert atmosphere;93%
2-methyl-2-(4-hydroxyphenyl)-1,3-dithiane
155853-28-4

2-methyl-2-(4-hydroxyphenyl)-1,3-dithiane

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

Conditions
ConditionsYield
With dihydrogen peroxide; tantalum pentachloride; sodium iodide In water; ethyl acetate at 20℃; for 1h;100%
With dihydrogen peroxide; tantalum pentachloride; sodium iodide In water; ethyl acetate at 20℃; for 1h;100%
With iron(III)-acetylacetonate; dihydrogen peroxide; sodium iodide In water; ethyl acetate at 20℃; for 0.3h;90%
With Amberlite IR-120; palladium on activated charcoal In methanol for 8h; Heating;88%
With β‐cyclodextrin; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In acetone at 20℃; for 2.5h;85%
4-Iodoacetophenone
13329-40-3

4-Iodoacetophenone

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

Conditions
ConditionsYield
With sodium hydroxide; copper(l) iodide; L-proline In water at 20 - 300℃; microwave irradiation;100%
Stage #1: 4-Iodoacetophenone 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;
96%
With copper(l) iodide; potassium hydroxide In water at 100℃; Inert atmosphere;96%
C20H18O3

C20H18O3

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In aq. phosphate buffer; dichloromethane at 0 - 20℃; for 22.5h; pH=7;100%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In aq. phosphate buffer; dichloromethane at 0 - 20℃; for 22.5h;100%
4’-benzenesulfoxyacetophenone
64101-66-2

4’-benzenesulfoxyacetophenone

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

Conditions
ConditionsYield
With potassium hydroxide In toluene; tert-butyl alcohol at 100℃; for 0.5h; Inert atmosphere;100%
4-hydroxyacetophenone semicarbazone
22107-31-9

4-hydroxyacetophenone semicarbazone

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

Conditions
ConditionsYield
With hydrogenchloride; Tonsil In ethyl acetate for 1.5h; Heating;99.5%
With copper dichloride In acetonitrile for 0.5h; Heating;98%
With ammonium persulfate; montmorrilonite K10 clay In solid for 1h; Irradiation; ultrasound irradiation;94%
1-(4-hydroxyphenyl)ethanol
93453-79-3

1-(4-hydroxyphenyl)ethanol

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

Conditions
ConditionsYield
With silica-supported Jones reagent In dichloromethane for 0.00269444h;99.3%
With bismuth (III) nitrate pentahydrate; cellulose supported copper(0); oxygen In acetonitrile at 60℃; for 0.5h;96%
With N-Bromosuccinimide; β‐cyclodextrin In methanol; water; acetone at 20℃; for 10h;95%
acetyl chloride
75-36-5

acetyl chloride

phenol
108-95-2

phenol

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

Conditions
ConditionsYield
With trifluorormethanesulfonic acid at 0 - 20℃; for 1h; Friedel-Crafts acylation; regiospecific reaction;99%
With iron(III) chloride; lithium chloride In 1,2-dichloro-benzene at 70℃; for 5h; Reagent/catalyst; Temperature;90%
Stage #1: phenol With aluminum (III) chloride In dichloromethane for 1h; Friedel Crafts acylation;
Stage #2: acetyl chloride In dichloromethane for 14h; Friedel Crafts acylation;
73.5%
4'-benzyloxy-acetophenone
54696-05-8

4'-benzyloxy-acetophenone

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

Conditions
ConditionsYield
With cyclohexa-1,4-diene; polymer-CH2NMe3Cl; palladium In ethanol at 55℃; for 1.5h;99%
With palladium diacetate; sodium hydride In N,N-dimethyl acetamide at 25℃; for 1h; Inert atmosphere;99%
With palladium diacetate; sodium hydride In N,N-dimethyl acetamide at 50℃; for 5h; Inert atmosphere;99%
potassium 4-acetylphenyltrifluoroborate

potassium 4-acetylphenyltrifluoroborate

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

Conditions
ConditionsYield
With Oxone; water In acetone at 20℃; for 0.0333333h;99%
With cyclohexanone monooxygenase from Acinetobacter sp.; phosphite dehydrogenase; NADPH In dimethyl sulfoxide at 24℃; for 24h; Tris/HCl buffer; Enzymatic reaction; chemoselective reaction;
4'-ethoxyacetophenone
1676-63-7

4'-ethoxyacetophenone

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

Conditions
ConditionsYield
With 1-n-butyl-3-methylimidazolim bromide at 200 - 220℃; for 0.5h; Microwave irradiation; Inert atmosphere;99%
<4-Acetyl-phenyl>-tritylether
96179-09-8

<4-Acetyl-phenyl>-tritylether

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

Conditions
ConditionsYield
With Aliquat 336; sodium carbonate; benzaldehyde In water at 70℃; for 10h; Reagent/catalyst; Time; Aldol Condensation;99%
1-(4-(2-hydroxyethoxy)phenyl)ethanone
31769-45-6

1-(4-(2-hydroxyethoxy)phenyl)ethanone

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide at 100℃; for 3h; Schlenk technique;99%
N-[2-(4-hydroxyphenyl)-2-oxoethyl]phenylalanine hydrochloride methyl ester

N-[2-(4-hydroxyphenyl)-2-oxoethyl]phenylalanine hydrochloride methyl ester

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

Conditions
ConditionsYield
In aq. phosphate buffer pH=5.6; Irradiation;99%
para-chloroacetophenone
99-91-2

para-chloroacetophenone

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

Conditions
ConditionsYield
With [(2-di-tert-butylphosphino-3-methoxy-6-methyl-2,4,6-triisopropyl-1,1-biphenyl)-2-(2-aminobiphenyl)]palladium(II) methanesulfonate; caesium carbonate; Benzaldoxime In N,N-dimethyl-formamide at 80℃; for 18h; Inert atmosphere; Glovebox; Sealed tube;98%
With dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine; boric acid; palladium diacetate; caesium carbonate In 1-methyl-pyrrolidin-2-one at 80℃; for 24h; Schlenk technique; Inert atmosphere;98%
With sodium hydroxide at 165℃; for 5h; Temperature; Reagent/catalyst;97%
4-acetyloxyacetophenone
13031-43-1

4-acetyloxyacetophenone

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

Conditions
ConditionsYield
With indium(III) chloride; ammonium chloride; aluminium In ethanol; water at 80℃; for 11h;98%
With ammonium acetate In methanol at 20℃; for 3.5h;95%
With amberlyst-15 In methanol at 20℃; for 2.5h;95%
1-(4-methoxyphenyl)ethanone
100-06-1

1-(4-methoxyphenyl)ethanone

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

Conditions
ConditionsYield
With 1-n-butyl-3-methylimidazolim bromide at 220℃; for 0.666667h; Inert atmosphere; Microwave irradiation;98%
With 1-butylpyridinium bromide at 100℃; Microwave irradiation; Neat (no solvent);94%
With sodium; diphenyldisulfane In 1-methyl-pyrrolidin-2-one for 0.25h; Heating;90%
4-benzoyloxyacetophenone
1523-18-8

4-benzoyloxyacetophenone

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

Conditions
ConditionsYield
With potassium fluoride; thiophenol In 1-methyl-pyrrolidin-2-one at 100℃; for 1h;98%
With sodium; diphenyldisulfane In 1-methyl-pyrrolidin-2-one at 90℃; for 0.25h;90%
With 1-methyl-pyrrolidin-2-one; potassium carbonate; thiophenol for 0.25h; Hydrolysis; debenzoylation; Heating;85%
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 100℃; for 3h;73%
4-acetylphenylboronic acid
149104-90-5

4-acetylphenylboronic acid

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

Conditions
ConditionsYield
With menadione; sodium hydrogencarbonate; sodium L-ascorbate In ethanol; water at 20℃; under 760.051 Torr; for 24h; pH=8.5; Darkness; Green chemistry;98%
With tert.-butylhydroperoxide; potassium hydroxide In water at 20℃; for 0.166667h;97%
With water; dihydrogen peroxide at 20℃; for 0.133333h; Green chemistry;97%
para-bromoacetophenone
99-90-1

para-bromoacetophenone

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

Conditions
ConditionsYield
With dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine; boric acid; palladium diacetate; caesium carbonate In 1-methyl-pyrrolidin-2-one at 80℃; for 24h; Schlenk technique; Inert atmosphere;98%
Stage #1: para-bromoacetophenone With copper(l) iodide; 2-methyl-8-quinolinol; tetra(n-butyl)ammonium hydroxide In water; dimethyl sulfoxide at 90℃; for 21h;
Stage #2: With hydrogenchloride In water; N,N-dimethyl-formamide at 20℃;
96%
With copper(I) oxide; tetra(n-butyl)ammonium hydroxide; 1,10-phenanthroline-4,7-diol In water at 110℃; for 24h; Inert atmosphere; Schlenk technique; Sealed tube; Green chemistry;95%
2-[4-(2-Methyl-[1,3]dioxolan-2-yl)-phenoxy]-tetrahydro-pyran

2-[4-(2-Methyl-[1,3]dioxolan-2-yl)-phenoxy]-tetrahydro-pyran

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

Conditions
ConditionsYield
With Ru(CH3CN)3(triphos)(OTf)2 (triphos = CH3C(CH2PPh2)3); acetone for 5h; Ambient temperature;97%
1-(4-((4-nitrobenzyl)oxy)phenyl)ethanone

1-(4-((4-nitrobenzyl)oxy)phenyl)ethanone

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

Conditions
ConditionsYield
With indium; ammonium chloride In ethanol for 18h; Debenzylation; Heating;97%
With indium; ammonium chloride In methanol for 18h; Heating;97%
methoxybenzene
100-66-3

methoxybenzene

acetyl chloride
75-36-5

acetyl chloride

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

Conditions
ConditionsYield
Stage #1: methoxybenzene; acetyl chloride With aluminum (III) chloride; 1,2-dichloro-benzene at 5 - 10℃; for 3h;
Stage #2: With ethane-1,2-dithiol at 35 - 40℃; for 2h;
Stage #3: With hydrogenchloride at 25 - 100℃; pH=1 - 2; Cooling with ice;
97%
With ytterbium(III) triflate In carbon disulfide for 6h; Friedel-Crafts reaction; Heating;75%
dihydrogen peroxide
7722-84-1

dihydrogen peroxide

4-acetylphenylboronic acid
149104-90-5

4-acetylphenylboronic acid

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

Conditions
ConditionsYield
With ammonium bicarbonate In water at 20℃; for 2h; Schlenk technique;97%
1-(4-Hydroxyphenyl)-2-(2-methoxyphenoxy)-1-ethanol
106534-23-0

1-(4-Hydroxyphenyl)-2-(2-methoxyphenoxy)-1-ethanol

A

2-methoxy-phenol
90-05-1

2-methoxy-phenol

B

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

Conditions
ConditionsYield
With sodium tetrahydroborate; palladium on activated charcoal In water; ethyl acetate at 80℃; for 4h;A n/a
B 97%
With C32H25Cl2N6O2Rh2(1+)*Cl(1-); sodium hydroxide In water at 110℃; for 18h; Inert atmosphere;A 90%
B 76%
With C32H25Cl2N6O2Rh2(1+)*Cl(1-); sodium hydroxide In water at 110℃; for 18h; Inert atmosphere; Green chemistry;A 90%
B 76%
With C22H17Cl3N3ORh; sodium hydroxide In water for 60h; Inert atmosphere;
(E)-1-(4-hydroxyphenyl)ethan-1-one oxime
198712-64-0

(E)-1-(4-hydroxyphenyl)ethan-1-one oxime

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

Conditions
ConditionsYield
With manganese triacetate In benzene for 2h; Heating;96%
With zeolyte H-Y supported KMnO4 In 1,2-dichloro-ethane for 0.5h; Ambient temperature;83%
4-hydroxyacetophenone oxime
34523-34-7

4-hydroxyacetophenone oxime

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

Conditions
ConditionsYield
With toluene-4-sulfonic acid at 20℃; for 0.0166667h; neat (no solvent);96%
With water; dihydrogen peroxide; iodine In acetonitrile at 20℃; for 12h;92%
With formic acid; silica gel for 0.05h; microwave irradiation;91%
4-Hydroxyacetophenone N,N-dimethylhydrazone
5757-91-5

4-Hydroxyacetophenone N,N-dimethylhydrazone

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

Conditions
ConditionsYield
With triethylene diamine nickel thiosulfate; water In chloroform at 20℃; for 0.0833333h; Hydrolysis;96%
phenol
108-95-2

phenol

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

Conditions
ConditionsYield
With potassium hydroxide; hydrogen fluoride; acetic acid In ethyl acetate96%
Multi-step reaction with 2 steps
1: acetic acid anhydride; concentrated H2SO4
2: AlCl3; carbon disulfide
View Scheme
Multi-step reaction with 2 steps
1: acetic acid anhydride; concentrated H2SO4
2: AlCl3 / 175 °C
View Scheme
benzaldehyde
100-52-7

benzaldehyde

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

(E)-1-(4-hydroxyphenyl)-3-phenylprop-2-en-1-one
2657-25-2

(E)-1-(4-hydroxyphenyl)-3-phenylprop-2-en-1-one

Conditions
ConditionsYield
With potassium hydroxide In ethanol; water at 0 - 20℃; for 24h;100%
With cesium 12-tungstophosphate at 50℃; for 0.5h; Time; Claisen-Schmidt Condensation; Green chemistry; Further stages;98%
In neat (no solvent) at 50℃; for 0.416667h; Claisen-Schmidt Condensation; Milling; Green chemistry; chemoselective reaction;95%
allyl bromide
106-95-6

allyl bromide

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

1-(4-(allyloxy)phenyl)ethanone
2079-53-0

1-(4-(allyloxy)phenyl)ethanone

Conditions
ConditionsYield
With potassium carbonate In acetone at 20℃; Reflux;100%
With potassium carbonate In acetone Inert atmosphere; Reflux;100%
With potassium carbonate In acetonitrile at 60℃; for 6h;99%
Cyclopentyl bromide
137-43-9

Cyclopentyl bromide

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

1-(4-cyclopentyloxy-phenyl)-ethanone
857563-36-1

1-(4-cyclopentyloxy-phenyl)-ethanone

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 80℃; for 3h;100%
With sodium hydroxide
1-Bromopentane
110-53-2

1-Bromopentane

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

4-pentyloxyacetophenone
5467-56-1

4-pentyloxyacetophenone

Conditions
ConditionsYield
With potassium carbonate In water; ethyl acetate; acetone100%
With potassium carbonate In N,N-dimethyl-formamide for 16h; Reflux;92%
With potassium carbonate; potassium iodide In acetone Inert atmosphere; Reflux;78%
4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

4'-hydroxy-3'-nitroacetophenone
6322-56-1

4'-hydroxy-3'-nitroacetophenone

Conditions
ConditionsYield
With copper nitrate - dinitrogen tetroxide adduct In acetone for 0.0833333h; Heating;100%
With trichloroisocyanuric acid; silica gel; sodium nitrite In dichloromethane at 20℃; for 0.333333h;97%
With poly(ethylene glycol)-N2O4 In dichloromethane at 20℃; for 0.333333h;95%
4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

1-(4-hydroxyphenyl)ethanol
93453-79-3

1-(4-hydroxyphenyl)ethanol

Conditions
ConditionsYield
Stage #1: 4-Hydroxyacetophenone With sodium tetrahydroborate at 60℃; for 1h; Ball milling; neat (no solvent);
Stage #2: With water regiospecific reaction;
100%
With sodium tetrahydroborate In ethanol for 5h;99.6%
With sodium isopropylate; acetonitrile In isopropyl alcohol at 80℃; for 5h; Catalytic behavior;99%
4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

4-hydroxyacetophenone oxime
34523-34-7

4-hydroxyacetophenone oxime

Conditions
ConditionsYield
With hydroxylamine hydrochloride; sodium acetate In ethanol; water Reflux;100%
With hydroxylamine hydrochloride; sodium acetate In water for 1h; Heating;98%
With hydroxylamine hydrochloride; sodium acetate In ethanol; water Reflux;91%
Hexanoyl chloride
142-61-0

Hexanoyl chloride

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

p-Acetoxyphenylhexanoat
68437-46-7

p-Acetoxyphenylhexanoat

Conditions
ConditionsYield
Stage #1: 4-Hydroxyacetophenone With N-ethyl-N,N-diisopropylamine In tetrahydrofuran for 0.0333333h;
Stage #2: Hexanoyl chloride In tetrahydrofuran for 0.25h;
100%
With sodium hydroxide; tetra(n-butyl)ammonium hydroxide In dichloromethane for 1.5h; Ambient temperature;89%
With sodium hydroxide; tetra(n-butyl)ammonium hydroxide In dichloromethane for 2.33333h; Ambient temperature;84%
With pyridine In benzene
3,4-dihydro-2H-pyran
110-87-2

3,4-dihydro-2H-pyran

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

1-(4-(tetrahydro-2H-pyran-2-yloxy)phenyl)ethanone
16162-69-9

1-(4-(tetrahydro-2H-pyran-2-yloxy)phenyl)ethanone

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In dichloromethane for 1.5h; Ambient temperature;100%
With pyridinium p-toluenesulfonate In dichloromethane at 20℃; for 4h;95%
Stage #1: 4-Hydroxyacetophenone With pyridinium p-toluenesulfonate In dichloromethane at 20℃; for 0.5h;
Stage #2: 3,4-dihydro-2H-pyran In dichloromethane at 20℃; for 4h;
95%
benzyl bromide
100-39-0

benzyl bromide

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

4'-benzyloxy-acetophenone
54696-05-8

4'-benzyloxy-acetophenone

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In acetone at 20℃; for 17h;100%
Stage #1: 4-Hydroxyacetophenone With potassium carbonate In acetone at 20℃; Inert atmosphere;
Stage #2: benzyl bromide In acetone for 12h; Reflux; Inert atmosphere;
100%
Stage #1: 4-Hydroxyacetophenone With potassium carbonate In acetone at 20℃; for 1h;
Stage #2: benzyl bromide In acetone for 12h; Reflux;
100%
1,3-chlorobromopropane
109-70-6

1,3-chlorobromopropane

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

1-[4-(3-chloropropoxy)phenyl]ethanone
91427-23-5

1-[4-(3-chloropropoxy)phenyl]ethanone

Conditions
ConditionsYield
With potassium carbonate In acetone at 65℃; for 18h;100%
With potassium carbonate In acetone at 65℃;99%
With potassium carbonate In acetone at 65℃;99%
propargyl bromide
106-96-7

propargyl bromide

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

4-(2-propynyloxy)acetophenone
34264-14-7

4-(2-propynyloxy)acetophenone

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide; toluene at 25℃; for 24h;100%
With potassium carbonate In acetone Reflux;100%
Stage #1: 4-Hydroxyacetophenone With potassium carbonate In acetone at 20℃; for 0.166667h;
Stage #2: propargyl bromide With potassium carbonate In toluene at 50℃; for 2h; Inert atmosphere;
96%
3-chloro-3-methylbut-1-yne
1111-97-3

3-chloro-3-methylbut-1-yne

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

4-(1,1-dimethylprop-2-ynyloxy)acetophenone
35816-87-6

4-(1,1-dimethylprop-2-ynyloxy)acetophenone

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 60℃;100%
With copper(l) iodide; potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 65℃;85%
With potassium carbonate In acetone for 18h; Reflux;81%
1-bromo-5-chloropentane
54512-75-3

1-bromo-5-chloropentane

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

4-chloropentoxyacetophenone
61523-83-9

4-chloropentoxyacetophenone

Conditions
ConditionsYield
100%
With potassium carbonate In acetone
With potassium hydroxide In methanol for 24h; Heating;
trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

4-acetophenyl triflate
109613-00-5

4-acetophenyl triflate

Conditions
ConditionsYield
With triethylamine at -40℃; for 0.25h;100%
With pyridine In dichloromethane at -15℃; for 1h;99%
With triethylamine In dichloromethane at 0 - 20℃; for 16h;95%
2-Methoxyethoxymethyl chloride
3970-21-6

2-Methoxyethoxymethyl chloride

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

1-(4-((2-methoxyethoxy)methoxy)phenyl)ethanone
84775-31-5

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

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane for 4h;100%
With potassium carbonate In acetone for 1h; Heating;
4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

methyl iodide
74-88-4

methyl iodide

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

1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
With potassium carbonate In acetone Heating;100%
With potassium hydroxide; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate at 25℃; for 2h; Williamson synthesis;99%
With potassium carbonate In acetone Heating;98%
4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

4-acetaminophenol
103-90-2

4-acetaminophenol

Conditions
ConditionsYield
With hydroxylamine hydrochloride In acetonitrile at 110℃; for 1h; Solvent; Time; chemoselective reaction;100%
With hydroxylamine hydrochloride; tetrachlorosilane at 160℃; for 0.0583333h; microwave irradiation;92%
With mesitylenesulfonylhydroxylamine In acetonitrile at 20℃; for 6h;92%
4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

sodium 4-acetylphenolate
3019-86-1

sodium 4-acetylphenolate

Conditions
ConditionsYield
With sodium hydride In benzene for 0.5h;100%
triisopropylsilyl chloride
13154-24-0

triisopropylsilyl chloride

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

1-(4-((triisopropylsilyl)oxy)phenyl)ethanone
935859-12-4

1-(4-((triisopropylsilyl)oxy)phenyl)ethanone

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 0.166667h; Inert atmosphere;100%
With 1H-imidazole In N,N-dimethyl-formamide for 3h;
With 1H-imidazole In tetrahydrofuran at 35℃; for 20h;
tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

4-(tert-butyldimethylsilyloxy)acetophenone
149683-53-4

4-(tert-butyldimethylsilyloxy)acetophenone

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 24h;100%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; Schlenk technique; Inert atmosphere;100%
With P(MeNCH2CH2)3N; triethylamine In acetonitrile at 24℃; for 2h;99%
1,3,5-Tris(bromomethyl)benzene
18226-42-1

1,3,5-Tris(bromomethyl)benzene

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

1-{4-[3,5-di(4-acetylphenoxymethyl)benzyloxy]phenyl}-1-ethanone
199865-07-1

1-{4-[3,5-di(4-acetylphenoxymethyl)benzyloxy]phenyl}-1-ethanone

Conditions
ConditionsYield
With Aliquat 336; potassium carbonate; potassium iodide In acetone for 48h; Heating;100%
With Aliquat 336; potassium carbonate; potassium iodide In acetone for 48h; Heating;95%
p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

4-acetylphenyl p-toluenesulfonate
64101-67-3

4-acetylphenyl p-toluenesulfonate

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran; water at 0 - 20℃; for 2h; Green chemistry;100%
With triethylamine; dmap In dichloromethane for 2h;100%
With triethylamine In dichloromethane at 20℃; for 3h;98%
tert-butylchlorodiphenylsilane
58479-61-1

tert-butylchlorodiphenylsilane

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

1-(4-((tertbutyldiphenylsilyl)oxy)phenyl)ethan-1-one
845504-46-3

1-(4-((tertbutyldiphenylsilyl)oxy)phenyl)ethan-1-one

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 3h;100%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃;
Stage #1: 4-Hydroxyacetophenone With 1H-imidazole In dichloromethane at 20℃; for 3h; Inert atmosphere;
Stage #2: tert-butylchlorodiphenylsilane In dichloromethane at 20℃; Inert atmosphere;
With 1H-imidazole In N,N-dimethyl-formamide at 23℃; for 24h; Inert atmosphere;
polymer, 1.6 mmol/g NTf2 units; monomer(s): styrene; 1,4-bis(4-vinylphenoxy)butane; N-(4-vinylphenyl)trifluoromethanesulfonimide

polymer, 1.6 mmol/g NTf2 units; monomer(s): styrene; 1,4-bis(4-vinylphenoxy)butane; N-(4-vinylphenyl)trifluoromethanesulfonimide

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

4-acetophenyl triflate
109613-00-5

4-acetophenyl triflate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃;100%
4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

Benzyl bromoacetate
5437-45-6

Benzyl bromoacetate

benzyl 2-(4-acetylphenoxy)acetate
851875-31-5

benzyl 2-(4-acetylphenoxy)acetate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 1.5h; Williamson ether synthesis;100%
With potassium carbonate In N,N-dimethyl-formamide at 75 - 80℃; for 1.5h;79.8%

4'-Hydroxyacetophenone Consensus Reports

Reported in EPA TSCA Inventory.

4'-Hydroxyacetophenone Specification

4'-Hydroxyacetophenone, its CAS NO. is 99-93-4, and the synonyms are 1-(4-Hydroxyphenyl)ethanone; 4-Acetylphenol; 4-Hydroksyacetofenol; Acetophenone, 4'-hydroxy-; Acetophenone, p-hydroxy-; Methyl p-hydroxyphenyl ketone; Phenol, p-acetyl-; Piceol; p-Acetylphenol; p-Hydroxyacetophenone; p-Hydroxyphenyl methyl ketone; p-Oxyacetophenone. It is a clear liquid or crystals; melting point 19 - 20 C; boiling point 202 C; very slightly soluble in water. It is used as a polymerization catalyst for the manufacture of olefins. It is used as an intermediate for pharmaceuticals, agrochemicals and other organic compounds.

Physical properties about 4'-Hydroxyacetophenone are: (1)ACD/LogP: 1.399; (2)ACD/LogD (pH 5.5): 1.40; (3)ACD/LogD (pH 7.4): 1.32; (4)ACD/BCF (pH 5.5): 6.80; (5)ACD/BCF (pH 7.4): 5.72; (6)ACD/KOC (pH 5.5): 137.14; (7)ACD/KOC (pH 7.4): 115.44; (8)#H bond acceptors: 2; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 2; (11)Index of Refraction: 1.552; (12)Molar Refractivity: 38.162 cm3; (13)Molar Volume: 119.394 cm3; (14)Polarizability: 15.129 10-24cm3; (15)Surface Tension: 43.9830017089844 dyne/cm; (16)Density: 1.14 g/cm3; (17)Flash Point: 121.232 °C; (18)Enthalpy of Vaporization: 57.61 kJ/mol; (19)Boiling Point: 312.975 °C at 760 mmHg

When you are using this chemical, please be cautious about it as the following:|
1. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;
2. Wear suitable protective clothing and gloves;
3. Wear suitable gloves and eye/face protection;
4. Avoid contact with skin and eyes;
5. Do not breathe dust;
6. Wear suitable protective clothing;

You can still convert the following datas into molecular structure:
(1)InChI=1S/C8H8O2/c1-6(9)7-2-4-8(10)5-3-7/h2-5,10H,1H3;
(2)InChIKey=TXFPEBPIARQUIG-UHFFFAOYSA-N;
(3)Smilesc1(C(C)=O)ccc(O)cc1;

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 200mg/kg (200mg/kg)   National Technical Information Service. Vol. AD277-689,
mouse LD50 oral 1500mg/kg (1500mg/kg)   Medicina Experimentalis. Vol. 11, Pg. 137, 1964.

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