Product Name

  • Name

    3'-Hydroxyacetophenone

  • EINECS 204-494-0
  • CAS No. 121-71-1
  • Article Data113
  • CAS DataBase
  • Density 1.10 g/cm3
  • Solubility Soluble in alcohol. Insoluble in water.
  • Melting Point 90-95 °C(lit.)
  • Formula C8H8O2
  • Boiling Point 277 °C at 760 mmHg
  • Molecular Weight 136.15
  • Flash Point 115.8 °C
  • Transport Information
  • Appearance white crystal powder
  • Safety 26-37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 121-71-1 (3'-Hydroxyacetophenone)
  • Hazard Symbols HarmfulXn,IrritantXi
  • Synonyms Ethanone, 1-(3-hydroxyphenyl)-;m-Acetylphenol;Ethanone, 1- (3-hydroxyphenyl)-;1-(3-Hydroxyphenyl)ethan-1-one;3-Hydroxy acetophenone;Acetophenone, 3-hydroxy- (8CI);1-(3-hydroxyphenyl)ethanone;m-Hydroxyacetophenone;Acetophenone, 3-hydroxy-;
  • PSA 37.30000
  • LogP 1.59480

Synthetic route

3-hydroxy phenylacetylene
10401-11-3

3-hydroxy phenylacetylene

3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

Conditions
ConditionsYield
With gold(III) tribromide; water at 200℃; for 0.333333h; microwave irradiation;100%
With tropylium tetrafluoroborate; water; acetic acid at 130℃; for 1h; Catalytic behavior; Temperature; Microwave irradiation; Inert atmosphere;92%
With trifluorormethanesulfonic acid; water In 2,2,2-trifluoroethanol at 25℃; for 24h; Sealed tube; regioselective reaction;87%
With water at 60℃; for 20h; Sealed tube;63%
With methanesulfonic acid; iron(II) chloride tetrahydrate In 1,2-dichloro-ethane at 60℃; for 2h; Inert atmosphere;49%
1-(3-{[tert-butyl(dimethyl)silyl]oxy}phenyl)ethanone
124414-07-9

1-(3-{[tert-butyl(dimethyl)silyl]oxy}phenyl)ethanone

3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

Conditions
ConditionsYield
With lithium acetate In water; N,N-dimethyl-formamide at 25℃; for 7h; Inert atmosphere;99%
With dichloro bis(acetonitrile) palladium(II) In water; acetone at 75℃; for 16h;88%
With KF-Al2O3 (acidic) In acetonitrile for 48h; Ambient temperature;82%
1-(3-Bromophenyl)ethanone
2142-63-4

1-(3-Bromophenyl)ethanone

3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

Conditions
ConditionsYield
With copper acetylacetonate; N1-(4-hydroxy-2,6-dimethylphenyl)-N2-(4-hydroxy-3,5-dimethylphenyl)oxalamide; water In water; dimethyl sulfoxide at 80℃; for 24h; Schlenk technique; Inert atmosphere;99%
With potassium hydroxide; tris-(dibenzylideneacetone)dipalladium(0); tert-butyl XPhos In 1,4-dioxane; water at 80℃; for 14h;96%
With bis(η3-allyl-μ-chloropalladium(II)); t-BuBrettPhos; p-methylbenzaldehyde oxime; caesium carbonate In N,N-dimethyl-formamide at 90℃; for 5h; Catalytic behavior; Solvent; Reagent/catalyst; Inert atmosphere;90%
With tris(6,6'-diamino-2,2'-bipyridine); 4,4-diphenyl-1,3,5,7,8-pentamethyl-2,6-diethyl-4-bora-3a,4a-diaza-s-indacene; Br2Ni*3H2O; water; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide; acetonitrile at 20℃; for 24h; Glovebox; Irradiation; Inert atmosphere;88%
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;72%
1-(3-ethoxyphenyl)ethan-1-one
52600-91-6

1-(3-ethoxyphenyl)ethan-1-one

3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

Conditions
ConditionsYield
With 1-n-butyl-3-methylimidazolim bromide at 200 - 220℃; for 0.5h; Microwave irradiation; Inert atmosphere;99%
3-acetylphenyl acetate
2454-35-5

3-acetylphenyl acetate

3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

Conditions
ConditionsYield
With water; sodium acetate In ethanol for 5h; Reflux;98%
With potassium hydrogensulfate; silica gel In methanol at 20℃; for 1h;94%
With sodium hydroxide
3'-iodoacetophenone
14452-30-3

3'-iodoacetophenone

3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

Conditions
ConditionsYield
With copper acetylacetonate; N1-(4-hydroxy-2,6-dimethylphenyl)-N2-(4-hydroxy-3,5-dimethylphenyl)oxalamide; potassium hydroxide In water; dimethyl sulfoxide at 60℃; for 24h; Schlenk technique; Inert atmosphere;98%
With water; ethylene glycol; potassium hydroxide; copper dichloride In dimethyl sulfoxide at 120℃; for 24h; Inert atmosphere;95%
With copper(I) oxide; water; potassium carbonate; Sucrose at 140℃; for 6h; Sealed tube; Inert atmosphere;90%
3-acetyl phenyltrifluoromethanesulfonate
138313-22-1

3-acetyl phenyltrifluoromethanesulfonate

3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

Conditions
ConditionsYield
With tetraethylammonium hydroxide In 1,4-dioxane at 20℃; for 1h;97%
3-acetylphenyl benzenesulfonate

3-acetylphenyl benzenesulfonate

3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

Conditions
ConditionsYield
With potassium hydroxide In toluene; tert-butyl alcohol at 100℃; for 0.5h; Inert atmosphere;97%
3-acetylphenylboronic acid

3-acetylphenylboronic acid

3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

Conditions
ConditionsYield
With water; caesium carbonate; hydrazine hydrate at 80℃; for 48h;95%
With oxygen; triethylamine In 2-methyltetrahydrofuran at 20℃; under 760.051 Torr; for 24h; Green chemistry;68%
With recombinant phenylacetone monooxygenase from Thermobifida fusca, M446G mutant; NADPH In dimethyl sulfoxide at 25℃; pH=9; Kinetics; Tris/HCl buffer; Enzymatic reaction; chemoselective reaction;
Multi-step reaction with 2 steps
1: tetrahydrofuran / 40 °C / Reduced pressure
2: recombinant phenylacetone monooxygenase from Thermobifida fusca; NADPH / dimethyl sulfoxide / 25 °C / pH 9 / Tris/HCl buffer; Enzymatic reaction
View Scheme
With oxygen; N-ethyl-N,N-diisopropylamine; [5,6]fullerene-C70 In chloroform; toluene at 20℃; for 12h; Irradiation;
acetonitrile complex of hypofluorous acid

acetonitrile complex of hypofluorous acid

3-acetylphenylboronic acid

3-acetylphenylboronic acid

3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

Conditions
ConditionsYield
In dichloromethane at 20℃;95%
methyllithium
917-54-4

methyllithium

3-Carboxyphenol
99-06-9

3-Carboxyphenol

A

3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

B

meta-hydroxy-α,α-dimethylbenzyl alcohol
7765-97-1

meta-hydroxy-α,α-dimethylbenzyl alcohol

Conditions
ConditionsYield
With chloro-trimethyl-silane In tetrahydrofuran; diethyl ether at 0℃; for 2h; Yields of byproduct given;A 94%
B n/a
With chloro-trimethyl-silane In tetrahydrofuran; diethyl ether at 0℃; for 2h; Yield given;A 94%
B n/a
1-(3-Methoxyphenyl)ethanone
586-37-8

1-(3-Methoxyphenyl)ethanone

3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

Conditions
ConditionsYield
With 1-n-butyl-3-methylimidazolim bromide at 220℃; for 0.666667h; Inert atmosphere; Microwave irradiation;92%
With calcium hydride; diphenyldisulfane In 1-methyl-pyrrolidin-2-one at 220℃; for 0.5h;83%
With 1-N-ferrocenylmethyl benzimidazole tagged polymer In N,N-dimethyl-formamide Reflux;76%
With sodium thioethylate In N,N-dimethyl-formamide at 80℃; for 3.5h;18%
1-(3-(methoxymethoxy)phenyl)ethan-1-one
124414-06-8

1-(3-(methoxymethoxy)phenyl)ethan-1-one

3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

Conditions
ConditionsYield
With tin(IV) chloride In dichloromethane at 0℃; for 0.0333333h;92%
acetic acid 3-aminophenyl ester
42758-84-9

acetic acid 3-aminophenyl ester

3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

Conditions
ConditionsYield
Stage #1: acetic acid 3-aminophenyl ester With sulfuric acid at 20℃; Cooling with ice;
Stage #2: With sodium nitrite In water Reflux;
92%
1-(3-(allyloxy)phenyl)ethanone
58621-54-8

1-(3-(allyloxy)phenyl)ethanone

3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

Conditions
ConditionsYield
With bis(benzonitrile)palladium(II) dichloride In benzene for 20h; Heating;90%
1-(3-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)ethan-1-one
16162-70-2

1-(3-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)ethan-1-one

3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

Conditions
ConditionsYield
With tin(IV) chloride In dichloromethane at 0℃; for 0.0333333h;90%
1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

Conditions
ConditionsYield
Stage #1: 1-(3-aminophenyl)ethanone With sulfuric acid In water at 45 - 50℃; for 0.5h;
Stage #2: With water; urea; sodium nitrite In water at 0 - 5℃; for 0.5h;
Stage #3: With sulfuric acid In 5,5-dimethyl-1,3-cyclohexadiene; water at 90℃; for 2h;
88.3%
Stage #1: 1-(3-aminophenyl)ethanone With sodium nitrite In water at 20℃; Milling; Green chemistry;
Stage #2: With water at 80℃; for 0.5h; Neutral conditions; Green chemistry;
80%
With uranyl nitrate hydrate; water; trifluoroacetic acid for 48h; Irradiation; Inert atmosphere;58%
With sulfuric acid; water Diazotization;
C14H14O7

C14H14O7

3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

Conditions
ConditionsYield
With water In dimethyl sulfoxide at 155℃; for 0.5h;85%
3'-Chloroacetophenone
99-02-5

3'-Chloroacetophenone

3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

Conditions
ConditionsYield
With copper acetylacetonate; N1-(4-hydroxy-2,6-dimethylphenyl)-N2-(4-hydroxy-3,5-dimethylphenyl)oxalamide; water In water; dimethyl sulfoxide at 130℃; for 24h; Concentration; Schlenk technique; Inert atmosphere;82%
With trans-di(μ-acetato)bis[o-(di-o-tolyl-phosphino)benzyl]dipalladium(II); C29H45Pt; potassium carbonate In water; N,N-dimethyl-formamide at 115℃; for 0.5h; Inert atmosphere; Microwave irradiation;81%
With tris(6,6'-diamino-2,2'-bipyridine); 4,4-diphenyl-1,3,5,7,8-pentamethyl-2,6-diethyl-4-bora-3a,4a-diaza-s-indacene; Br2Ni*3H2O; water; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide; acetonitrile at 20℃; for 24h; Glovebox; Irradiation; Inert atmosphere;54%
1-[3-(phenylmethoxy)phenyl]ethan-1-one
34068-01-4

1-[3-(phenylmethoxy)phenyl]ethan-1-one

3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

Conditions
ConditionsYield
With sodium hydrogen sulfate; silica gel; methoxybenzene at 115℃; for 3h;81%
3-acetoxybenzoylmalonate diethyl ester

3-acetoxybenzoylmalonate diethyl ester

3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

Conditions
ConditionsYield
With acetic acid In water at 90℃; for 4h; Reagent/catalyst; Temperature;77.6%
3-acetyl-2-cyclohexen-1-one
15040-96-7

3-acetyl-2-cyclohexen-1-one

3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

Conditions
ConditionsYield
With tetrakis(acetonitrile)palladium(II) bis(tetrafluoroborate); 6,6'-dimethyl-2,2'-bipyridine; sodium anthraquinone-2-sulfonate; oxygen In water; dimethyl sulfoxide at 80℃; under 760.051 Torr; for 24h;77%
octakis(m-acetylphenyl)octasilsesquioxane

octakis(m-acetylphenyl)octasilsesquioxane

3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

Conditions
ConditionsYield
With potassium fluoride; dihydrogen peroxide; sodium hydrogencarbonate In tetrahydrofuran; methanol at 40℃;76%
5-acetyl-2-cyclohexen-1-one
70550-16-2

5-acetyl-2-cyclohexen-1-one

3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

Conditions
ConditionsYield
With lithium bromide; copper(ll) bromide In acetonitrile for 1h; Heating;75%
tert-Butyl acrylate
1663-39-4

tert-Butyl acrylate

4-iodoanisol
529-28-2

4-iodoanisol

1-(3-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenyl)ethanone
443777-09-1

1-(3-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenyl)ethanone

A

3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

B

1,1'-(biphenyl-3,3'-diyl)bis(ethan-1-one)
94113-07-2

1,1'-(biphenyl-3,3'-diyl)bis(ethan-1-one)

C

tert-butyl (E)-3-(2-methoxyphenyl)prop-2-enoate
474097-69-3

tert-butyl (E)-3-(2-methoxyphenyl)prop-2-enoate

D

tert-butyl (E)-3-(3-acetylphenyl)-acrylate

tert-butyl (E)-3-(3-acetylphenyl)-acrylate

Conditions
ConditionsYield
With oxygen; palladium diacetate; sodium carbonate In N,N-dimethyl-formamide at 50℃; for 6h; Further byproducts given;A 6%
B 5%
C 26%
D 71%
3-hydroxy phenylacetylene
10401-11-3

3-hydroxy phenylacetylene

acetic acid
64-19-7

acetic acid

A

3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

B

3-acetylphenyl acetate
2454-35-5

3-acetylphenyl acetate

Conditions
ConditionsYield
With iron(III) sulfate hydrate at 95℃; for 24h; Schlenk technique;A 71%
B 6%
3-(1-hydroxyethyl)phenol
2415-09-0

3-(1-hydroxyethyl)phenol

3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

Conditions
ConditionsYield
With iodine; hydrazine hydrate; dimethyl sulfoxide In water; acetonitrile at 80℃; for 7.5h;64.7%
With chromium(VI) oxide
3-(1-hydroxyethyl)phenol
2415-09-0

3-(1-hydroxyethyl)phenol

A

3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

B

(R)‐(+)‐3‐(1‐hydroxyethyl)phenol

(R)‐(+)‐3‐(1‐hydroxyethyl)phenol

Conditions
ConditionsYield
With Candida albicans CCT 0776 In water at 30℃; for 144h; Resolution of racemate; Enzymatic reaction; enantioselective reaction;A 42%
B 42%
With immobilized Candida albicans CCT 0776 cells in calcium alginate beads In water at 30℃; for 16h; Reagent/catalyst;A n/a
B n/a
acetophenone
98-86-2

acetophenone

A

3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

B

o-hydroxyacetophenone
118-93-4

o-hydroxyacetophenone

C

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

Conditions
ConditionsYield
With (difluoroboryl)dimethylglyoximatocobalt(II) bis(acetonitrile); water; 3-cyano-1-methylquinolinium cation In acetonitrile at 20℃; for 5h; Inert atmosphere; Irradiation; Green chemistry;A 6%
B 38%
C 14%
With hydroxyl radical; potassium hexacyanoferrate(III) Rate constant; Ambient temperature; also without K3Fe(CN)6;
With air; carbon monoxide; sodium acetate; palladium on activated charcoal; phosphovanadomolybdic acid In water; acetic acid at 120℃; under 15200 Torr; for 4h; Title compound not separated from byproducts;
3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

1-iodo-propane
107-08-4

1-iodo-propane

3-(prop-1-yloxy)acetophenone
121704-77-6

3-(prop-1-yloxy)acetophenone

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide100%
With NaH In N,N-dimethyl-formamide98%
With sodium ethanolate
3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

allyl bromide
106-95-6

allyl bromide

1-(3-(allyloxy)phenyl)ethanone
58621-54-8

1-(3-(allyloxy)phenyl)ethanone

Conditions
ConditionsYield
With potassium carbonate In acetone at 20℃; Reflux;100%
With potassium carbonate In acetone for 8h; Heating;95%
With potassium carbonate In ethanol for 3h; Reflux; Inert atmosphere;93%
3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

3-(1-hydroxyethyl)phenol
2415-09-0

3-(1-hydroxyethyl)phenol

Conditions
ConditionsYield
Stage #1: 3-Hydroxyacetophenone With sodium tetrahydroborate at 60℃; for 0.5h; Ball milling; neat (no solvent);
Stage #2: With water regiospecific reaction;
100%
With formic acid; C18H24ClIrN3 In water at 80℃; for 4h; Schlenk technique; Inert atmosphere; chemoselective reaction;99%
With sodium tetrahydroborate; nickel(II) phthalocyanine In PEG-400 at 20℃; for 0.416667h; chemoselective reaction;86%
3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

sodium 3-acetylphenoxide
3019-87-2

sodium 3-acetylphenoxide

Conditions
ConditionsYield
With sodium hydride In benzene for 0.5h;100%
3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

benzyl bromide
100-39-0

benzyl bromide

1-[3-(phenylmethoxy)phenyl]ethan-1-one
34068-01-4

1-[3-(phenylmethoxy)phenyl]ethan-1-one

Conditions
ConditionsYield
With potassium carbonate In acetone Reflux; Inert atmosphere;100%
With potassium carbonate; potassium iodide In acetone for 24h; Heating / reflux;98%
In N,N-dimethyl-formamide; mineral oil97%
3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

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

3,4-dimethoxy-benzaldehyde

(E)-1-(3,4-dimethoxyphenyl)-3-(3-hydroxyphenyl)prop-2-en-1-one
178445-80-2

(E)-1-(3,4-dimethoxyphenyl)-3-(3-hydroxyphenyl)prop-2-en-1-one

Conditions
ConditionsYield
With potassium hydroxide In ethanol at 0 - 20℃; for 16h;100%
With potassium hydroxide In ethanol; water at 0 - 20℃;92%
With potassium hydroxide In ethanol at 20℃; for 16h; Condensation;91%
3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

oxalic acid diethyl ester
95-92-1

oxalic acid diethyl ester

(Z)-ethyl 2-hydroxy-4-(3-hydroxyphenyl)-4-oxobut-2-enoate

(Z)-ethyl 2-hydroxy-4-(3-hydroxyphenyl)-4-oxobut-2-enoate

Conditions
ConditionsYield
With sodium ethanolate In tetrahydrofuran at 25℃; for 0.00277778h; microwave irradiation;100%
With potassium tert-butylate In tetrahydrofuran at 20℃; Claisen Condensation;88%
3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

1-(3-{[tert-butyl(dimethyl)silyl]oxy}phenyl)ethanone
124414-07-9

1-(3-{[tert-butyl(dimethyl)silyl]oxy}phenyl)ethanone

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 0 - 20℃; Inert atmosphere;100%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 12h;93%
With dmap; triethylamine In DMF (N,N-dimethyl-formamide) at 20℃; for 2.5h;91%
N-ethyl-N-methylcarbamoyl chloride
42252-34-6

N-ethyl-N-methylcarbamoyl chloride

3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

1-(N-ethyl-N-methylaminocarbonyloxy)-3-acetylbenzene
855300-09-3

1-(N-ethyl-N-methylaminocarbonyloxy)-3-acetylbenzene

Conditions
ConditionsYield
With potassium carbonate In acetone at 20 - 55℃; for 5h; Product distribution / selectivity; Heating / reflux;100%
With potassium carbonate In acetone for 4h; Reflux;100%
With potassium carbonate In acetone at 60℃; for 0.4h; Reagent/catalyst; Temperature; Solvent;100%
3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

3-Chloro-2-methylpropene
563-47-3

3-Chloro-2-methylpropene

1-[3-(2-methylallyloxy)phenyl]ethanone
1017048-68-8

1-[3-(2-methylallyloxy)phenyl]ethanone

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide; potassium carbonate In N,N-dimethyl-formamide at 20 - 80℃;100%
With potassium carbonate In acetonitrile for 17h; Reflux;
3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

propargyl bromide
106-96-7

propargyl bromide

1-(3-(prop-2-yn-1-yloxy)phenyl)ethan-1-one
34264-13-6

1-(3-(prop-2-yn-1-yloxy)phenyl)ethan-1-one

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide; toluene at 25℃; for 24h;100%
With potassium carbonate In N,N-dimethyl-formamide at 20℃;
Stage #1: 3-Hydroxyacetophenone With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.5h;
Stage #2: propargyl bromide In N,N-dimethyl-formamide at 0 - 25℃; for 16h;
pyridine
110-86-1

pyridine

3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

1-(3-hydroxy-phenacyl)-pyridinium; iodide

1-(3-hydroxy-phenacyl)-pyridinium; iodide

Conditions
ConditionsYield
With iodine at 140℃; for 3h;100%
With iodine at 140℃; for 3h;100%
With iodine at 140℃; for 3h;100%
3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

(R)‐(+)‐3‐(1‐hydroxyethyl)phenol

(R)‐(+)‐3‐(1‐hydroxyethyl)phenol

Conditions
ConditionsYield
With C38H46ClIrN2P; hydrogen; sodium t-butanolate In ethanol at 0 - 50℃; under 1500.15 - 75007.5 Torr; Reagent/catalyst; Solvent; Inert atmosphere; Autoclave;100%
With 1,1,1,3',3',3'-hexafluoro-propanol; C32H39BrMnN2O2P; potassium tert-butylate; hydrogen In methanol at 20℃; under 22502.3 Torr; for 16h; Glovebox; Autoclave; enantioselective reaction;99%
With formic acid; triethylamine; [Ru(η6-p-cymene)(HNC(Ph)C(Ph)NTs)] In ethanol at 60 - 70℃; for 5h; Product distribution / selectivity; Inert atmosphere;90%
3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

dimethyl sulfate
77-78-1

dimethyl sulfate

1-(3-Methoxyphenyl)ethanone
586-37-8

1-(3-Methoxyphenyl)ethanone

Conditions
ConditionsYield
Stage #1: 3-Hydroxyacetophenone With potassium carbonate In acetone for 0.166667h;
Stage #2: dimethyl sulfate In acetone at 45℃; for 2h;
99.73%
With potassium carbonate In acetone at 45℃; for 2h; Large scale reaction;95%
Stage #1: 3-Hydroxyacetophenone With sodium hydroxide In water for 0.5h; Large scale;
Stage #2: dimethyl sulfate In water at 30 - 38℃; for 9.15h; pH=> 13; Temperature; pH-value; Microwave irradiation; Large scale;
91.1%
3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

acetic anhydride
108-24-7

acetic anhydride

3-acetylphenyl acetate
2454-35-5

3-acetylphenyl acetate

Conditions
ConditionsYield
With magnesium(II) perchlorate at 20℃; for 1h;99%
With sodium hydroxide In water at 0℃; for 1.5h; pH=7 - 8;94%
copper(II) bis(tetrafluoroborate) at 20℃; for 0.5h;92%
3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

benzoyl chloride
98-88-4

benzoyl chloride

3-acetylphenyl benzoate
139-28-6

3-acetylphenyl benzoate

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃; for 4h; Inert atmosphere;99%
trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

3-acetyl phenyltrifluoromethanesulfonate
138313-22-1

3-acetyl phenyltrifluoromethanesulfonate

Conditions
ConditionsYield
With 2,6-dimethylpyridine; dmap In dichloromethane for 2h; Ambient temperature;99%
With pyridine In dichloromethane at 0 - 20℃;96%
With pyridine In dichloromethane at 0 - 20℃; Inert atmosphere;96%
3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

ethylene glycol
107-21-1

ethylene glycol

2-(3-hydroxyphenyl)-2-methyl-1,3-dioxolane

2-(3-hydroxyphenyl)-2-methyl-1,3-dioxolane

Conditions
ConditionsYield
With Triisopropoxymethan; cerium triflate In hexane at 25℃; for 1h;99%
With zeolite HSZ-360 In toluene for 11h; Heating;88%
With toluene-4-sulfonic acid In benzene Heating / reflux;36%
3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

3-acetylphenyl p-toluenesulfonate
58297-34-0

3-acetylphenyl p-toluenesulfonate

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran; water at 0 - 20℃; for 2h; Green chemistry;99%
With 1,4-diaza-bicyclo[2.2.2]octane In dichloromethane at 0 - 20℃; Inert atmosphere;91%
With dmap; triethylamine In dichloromethane
3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

diethyl dicarbonate
1609-47-8

diethyl dicarbonate

ethyl 3-acetylphenyl carbonate

ethyl 3-acetylphenyl carbonate

Conditions
ConditionsYield
With magnesium(II) perchlorate at 40℃; for 4.5h;99%
n-propanesulfonyl chloride
10147-36-1

n-propanesulfonyl chloride

3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

3-acetylphenyl propane-1-sulfonate
937079-67-9

3-acetylphenyl propane-1-sulfonate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 5h;99%
3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

triphenylbismuthane
603-33-8

triphenylbismuthane

3'-phenoxyacetophenone
32852-92-9

3'-phenoxyacetophenone

Conditions
ConditionsYield
With copper diacetate; triethylamine In dichloromethane at 50℃; for 3h; Reagent/catalyst; Time; Sealed tube;99%
triisopropylsilyl chloride
13154-24-0

triisopropylsilyl chloride

3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

1-(3-((triisopropylsilyl)oxy)phenyl)ethanone
1569974-52-2

1-(3-((triisopropylsilyl)oxy)phenyl)ethanone

Conditions
ConditionsYield
With 1H-imidazole In dichloromethane at 20℃; for 6h;99%
3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

1-O-acetyl-6-O-chloracetylbritannilactone

1-O-acetyl-6-O-chloracetylbritannilactone

1-O-acetyl-6-O-(2-(3-acetylphenoxy)acetyl)britannilactone

1-O-acetyl-6-O-(2-(3-acetylphenoxy)acetyl)britannilactone

Conditions
ConditionsYield
With triethanolamine; N-benzyl-N,N,N-triethylammonium chloride; sodium iodide In acetone at 25℃;99%
4-chloro-2-(trichloromethyl)quinazoline
3137-63-1

4-chloro-2-(trichloromethyl)quinazoline

3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

1-(3-(2-(trichloromethyl)quinazolin-4-yloxy)phenyl)ethanone

1-(3-(2-(trichloromethyl)quinazolin-4-yloxy)phenyl)ethanone

Conditions
ConditionsYield
With dmap In toluene at 130℃; for 1h; Microwave irradiation; Sealed tube;99%
3-Hydroxyacetophenone
121-71-1

3-Hydroxyacetophenone

4-Hydrazino-5,6-tetramethylenethieno<2,3-d>pyrimidine
40106-45-4

4-Hydrazino-5,6-tetramethylenethieno<2,3-d>pyrimidine

3-{1-[(5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-4-yl)hydrazono]ethyl}phenol

3-{1-[(5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-4-yl)hydrazono]ethyl}phenol

Conditions
ConditionsYield
In ethanol for 24h; Reflux;99%

3'-Hydroxyacetophenone Chemical Properties

Molecular Structure of 3-Hydroxy acetophenone (CAS No.121-71-1):

Molecular Formula: C8H8O2
Molecular Weight: 136.15
IUPAC Name: 1-(3-Hydroxyphenyl)ethanone  
CAS No: 121-71-1
EINECS: 204-494-0
Melting Point: 94-97 ºC
H bond acceptors: 2
H bond donors: 1
Freely Rotating Bonds: 2
Polar Surface Area: 26.3 Å2
Index of Refraction: 1.552
Molar Refractivity: 38.16 cm3
Molar Volume: 119.3 cm3
Surface Tension: 43.9 dyne/cm
Density: 1.14 g/cm3
Flash Point: 115.8 °C
Enthalpy of Vaporization: 53.62 kJ/mol
Boiling Point: 277 °C at 760 mmHg
Vapour Pressure: 0.00276 mmHg at 25°C
Canonical SMILES: CC(=O)C1=CC(=CC=C1)O
InChI: InChI=1S/C8H8O2/c1-6(9)7-3-2-4-8(10)5-7/h2-5,10H,1H3
InChIKey: LUJMEECXHPYQOF-UHFFFAOYSA-N

3'-Hydroxyacetophenone Uses

  3-Hydroxy acetophenone (CAS No.121-71-1) is used for organic synthesis; as intermediate of Phenylephrine; synthesis of pharmaceutical intermediate .

3'-Hydroxyacetophenone Safety Profile

Safety Information of 3-Hydroxy acetophenone (CAS No.121-71-1):
Hazard Codes: HarmfulXn,IrritantXi
Risk Statements: 22-36/37/38 
R22:Harmful if swallowed. 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 22-24/25-37/39-26-36 
S22:Do not breathe dust. 
S24/25:Avoid contact with skin and eyes. 
S37/39:Wear suitable gloves and eye/face protection. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing.
WGK Germany: 3
Hazard Note: Harmful/Irritant

3'-Hydroxyacetophenone Standards and Recommendations

Assay of 3-Hydroxy acetophenone: 99%

3'-Hydroxyacetophenone Specification

   3-Hydroxy acetophenone (CAS No.121-71-1), it also can be called m-Hydroxyacetophenone ; 3-Acetylphenol ; 1-(3-Hydroxyphenyl)ethanon ; Ethanone, 1- (3-hydroxyphenyl)- ; m-Acetylphenol ; 1-(3-Hydroxyphenyl)Ethan-1-One . It is beige-brown crystalline powder.

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