4'-Hydroxy-3'-methylacetophenone supplier

Name
4'-Hydroxy-3'-methylacetophenone
EINECS 212-880-5
CAS No. 876-02-8
Article Data36
CAS DataBase
Density 1.106 g/cm³
Solubility
Melting Point 107-109 °C(lit.)
Formula C₉H₁₀O₂
Boiling Point 301.6 °C at 760 mmHg
Molecular Weight 150.177
Flash Point 127.3 °C
Transport Information
Appearance white to light beige crystalline powder
Safety 36/37/39-26-22-37/39
Risk Codes 36/37/38-22
Molecular Structure
Hazard Symbols Xn, Xi
Synonyms Acetophenone,4'-hydroxy-3'-methyl- (7CI,8CI);1-(3-Methyl-4-hydroxyphenyl)ethanone;1-(4-Hydroxy-3-methylphenyl)ethanone;2-Methyl-4-acetylphenol;3'-Methyl-4'-hydroxyacetophenone;4-Acetyl-2-methylphenol;Ethanone,1-(4-hydroxy-3-methylphenyl)-;NSC 63365;4-Hydroxy-3-methylacetophenone;
PSA 37.30000
LogP 1.90320

Synthetic route

: 95-48-7
ortho-cresol

: 75-36-5
acetyl chloride

: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

Conditions

Conditions	Yield
With aluminium trichloride In carbon disulfide 1.) RT, 1 h, 2.) reflux, 12 h;	96%
With sublimated iron chloride

: 64-19-7
acetic acid

: 95-48-7
ortho-cresol

A: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

B: 699-91-2
2-acetyl-6-methylphenol

Conditions

Conditions	Yield
With aluminum oxide; methanesulfonic acid at 140℃; for 5h;	A 92% B 8%
With aluminum oxide; methanesulfonic acid at 140℃; for 0.0833333h;	A 92% B 8%

...Expand

: 533-18-6
2-methylphenyl acetate

A: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

B: 699-91-2
2-acetyl-6-methylphenol

Conditions

Conditions	Yield
With aluminum oxide; methanesulfonic acid at 160℃; for 0.166667h;	A 85% B 15%
With potassium carbonate In hexane at 25℃; for 12h; Irradiation;	A 12% B 74%
With zirconium(IV) chloride In dichloromethane for 8h; Ambient temperature; Irradiation;	A 32% B 47%
With aluminum (III) chloride at 120 - 180℃; for 2h; Fries Phenol Ester Rearrangement;

: 64-19-7
acetic acid

: 95-48-7
ortho-cresol

: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

Conditions

Conditions	Yield
Stage #1: acetic acid With trifluoromethylsulfonic anhydride at 20 - 60℃; Stage #2: ortho-cresol at 60℃; for 0.166667h; regiospecific reaction;	83%

: 533-18-6
2-methylphenyl acetate

: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

Conditions

Conditions	Yield
With aluminium trichloride In nitromethane at 50℃; Fries rearrangement;	76%
With N,N-dimethyl-formamide; zinc at 68℃; for 5h; Fries rearrangement; microwave irradiation;	74%
With aluminum (III) chloride at 25 - 165℃; for 2h;	28%

: 43230-11-1
4'-amino-3'-methyl-acetophenone

: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

Conditions

Conditions	Yield
With hydrogenchloride; sodium nitrite durch Erhitzen der Diazoniumsalzloesung;

: 103262-79-9
1-ethynyl-4-methyl-cyclohexa-2,5-diene-1,4-diol

: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

Conditions

Conditions	Yield
With sulfuric acid

: 95-48-7
ortho-cresol

: 75-36-5
acetyl chloride

A: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

B: 699-91-2
2-acetyl-6-methylphenol

Conditions

Conditions	Yield
With titanium tetrachloride; nitrobenzene at 30℃;

...Expand

: 95-48-7
ortho-cresol

: 75-05-8
acetonitrile

: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid 1.) room temperature, 1.5-3.5 h, 2.) 14 d; Yield given. Multistep reaction;

: 95-48-7
ortho-cresol

: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

Conditions

Conditions	Yield
titanium tetrachloride
Multi-step reaction with 2 steps 1: sulfuric acid / 0.5 h / 20 °C 2: aluminum (III) chloride / 2 h / 120 - 180 °C View Scheme

: 10024-90-5
4-methoxy-3-methylacetophenone

: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

Conditions

Conditions	Yield
With pyridine hydrochloride

: 7446-70-0
aluminium trichloride

: 95-48-7
ortho-cresol

: 98-95-3
nitrobenzene

: 75-36-5
acetyl chloride

A: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

B: 699-91-2
2-acetyl-6-methylphenol

Conditions

Conditions	Yield
at 60℃; Product distribution;

...Expand

: 7550-45-0
titanium tetrachloride

: 95-48-7
ortho-cresol

: 98-95-3
nitrobenzene

: 75-36-5
acetyl chloride

A: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

B: 699-91-2
2-acetyl-6-methylphenol

Conditions

Conditions	Yield
at 60℃; Product distribution;

...Expand

: 7446-70-0
aluminium trichloride

: 533-18-6
2-methylphenyl acetate

: 98-95-3
nitrobenzene

: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

Conditions

Conditions	Yield
at 20℃;

...Expand

: 7446-70-0
aluminium trichloride

: 533-18-6
2-methylphenyl acetate

A: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

B: 699-91-2
2-acetyl-6-methylphenol

C: 95-48-7
ortho-cresol

Conditions

Conditions	Yield
at 160 - 180℃; Product distribution;

...Expand

: 533-18-6
2-methylphenyl acetate

: 7550-45-0
titanium tetrachloride

A: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

B: 699-91-2
2-acetyl-6-methylphenol

C: 95-48-7
ortho-cresol

Conditions

Conditions	Yield
at 165℃; Product distribution;

...Expand

: 7446-70-0
aluminium trichloride

: 533-18-6
2-methylphenyl acetate

: 98-95-3
nitrobenzene

A: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

B: 699-91-2
2-acetyl-6-methylphenol

C: 95-48-7
ortho-cresol

Conditions

Conditions	Yield
at 25℃; Product distribution;
at 60℃; Product distribution;

...Expand

: 533-18-6
2-methylphenyl acetate

: 7550-45-0
titanium tetrachloride

: 98-95-3
nitrobenzene

A: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

B: 699-91-2
2-acetyl-6-methylphenol

C: 95-48-7
ortho-cresol

Conditions

Conditions	Yield
at 30 - 60℃; Product distribution;

...Expand

: 533-18-6
2-methylphenyl acetate

: 7550-45-0
titanium tetrachloride

: 108-90-7
chlorobenzene

A: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

B: 699-91-2
2-acetyl-6-methylphenol

C: 95-48-7
ortho-cresol

Conditions

Conditions	Yield
at 40℃; Product distribution;

...Expand

: 533-18-6
2-methylphenyl acetate

: 7550-45-0
titanium tetrachloride

: 79-34-5
1,1,2,2-tetrachloroethane

A: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

B: 699-91-2
2-acetyl-6-methylphenol

C: 95-48-7
ortho-cresol

Conditions

Conditions	Yield
at 40℃; Product distribution;

...Expand

: 533-18-6
2-methylphenyl acetate

: 7550-45-0
titanium tetrachloride

: 71-43-2
benzene

A: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

B: 699-91-2
2-acetyl-6-methylphenol

C: 95-48-7
ortho-cresol

Conditions

Conditions	Yield
at 40℃; Product distribution;

...Expand

: 95-48-7
ortho-cresol

allyl halide: allyl halide

: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 99 percent / triethylamine / CH2Cl2 / 20 °C 2: 76 percent / AlCl3 / nitromethane / 50 °C View Scheme

: 95-53-4
o-toluidine

: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: zinc chloride / man zersetzt das Reaktionsprodukt durch Kochen mit konz. Salzsaeure 2: NaNO2; diluted hydrochloric acid / durch Erhitzen der Diazoniumsalzloesung View Scheme

: 108-24-7
acetic anhydride

: 95-48-7
ortho-cresol

: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

Conditions

Conditions	Yield
With aluminum (III) chloride at 160℃; for 8h;

: 358-23-6
trifluoromethylsulfonic anhydride

: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

: 252561-07-2
4-acetyl-2-methylphenyl trifluoromethanesulfonate

Conditions

Conditions	Yield
With triethylamine at -40℃; for 0.25h;	100%
With triethylamine In dichloromethane at 18 - 25℃; for 16h;	85%
With triethylamine In dichloromethane at 20℃; for 16h;	85%
With triethylamine In dichloromethane at 20℃; for 16h;	85%
With 2,6-dimethylpyridine; dmap In dichloromethane at -78℃;

: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

: 6315-52-2
1,2-bis-tosyloxyethane

: 94757-23-0
1,2-Bis-<4-acetyl-2-methyl-phenoxy>-aethan

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide	100%

: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

: 100-39-0
benzyl bromide

: 56443-69-7
1-(4-(benzyloxy)-3-methylphenyl)ethanone

Conditions

Conditions	Yield
With potassium carbonate In acetone at 0℃; for 1h; Reflux; Inert atmosphere;	100%
With sodium hydroxide; tetrabutylammomium bromide In dichloromethane at 20℃;	99%
With potassium carbonate In acetone for 5h; Heating;	97%

: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

: 105-36-2
ethyl bromoacetate

: 42018-09-7
ethyl 2-(4-acetyl-2-methylphenoxy)acetate

Conditions

Conditions	Yield
With caesium carbonate In acetonitrile at 50℃; for 2h;	100%
With potassium carbonate In acetonitrile at 20℃; for 8h;
With caesium carbonate In acetonitrile at 20℃;
With potassium carbonate In acetonitrile at 20℃; for 8h;
With caesium carbonate In acetonitrile at 20℃;

: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

: 96-32-2
bromoacetic acid methyl ester

: 166953-80-6
(4-acetyl-2-methylphenoxy)acetic acid methyl ester

Conditions

Conditions	Yield
With caesium carbonate In acetonitrile at 20℃; for 16h; Williamson reaction;	99%
With potassium carbonate In butanone for 1h; Heating / reflux;	95%
With potassium carbonate In butanone for 1h; Reflux;	95%

: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

: 456-41-7
1-(Bromomethyl)-3-fluorobenzene

: 758706-54-6
1-{4-[(3-fluorobenzyl)oxy]-3-methylphenyl}ethanone

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 80℃; for 1h;	98%

: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

: 105-39-5
chloroacetic acid ethyl ester

: 42018-09-7
ethyl 2-(4-acetyl-2-methylphenoxy)acetate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 18h;	98%

: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

: 4-acetyl-2-methylphenyl sulfurofluoridate

Conditions

Conditions	Yield
Stage #1: 4-hydroxy-3-methylphenyl methyl ketone With potassium fluoride; potassium carbonate; N,N`-sulfuryldiimidazole; trifluoroacetic acid In water; acetonitrile Stage #2: In water; acetonitrile at 20℃; for 18h;	97%

: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

: 74-88-4
methyl iodide

: 10024-90-5
4-methoxy-3-methylacetophenone

Conditions

Conditions	Yield
With potassium carbonate In acetone for 5h; Heating;	96%
With potassium carbonate In acetone	82.4%
In water; N,N-dimethyl-formamide	71%

: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

: 109-70-6
1,3-chlorobromopropane

: 111627-47-5
1-[4-(3-chloropropoxy)-3-methylphenyl]ethanone

Conditions

Conditions	Yield
With potassium carbonate In acetone for 24h; Heating;	95%
With potassium carbonate In acetone	35.8 g (95%)

: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

: 98-59-9
p-toluenesulfonyl chloride

: 85257-88-1
3-methyl-4-(tosyloxy)acetophenone

Conditions

Conditions	Yield
With triethylamine In dichloromethane	95%

: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

: 2219-73-0
4-ethyl-2-methylphenol

Conditions

Conditions	Yield
With hydrogen; palladium(II) hydroxide/carbon In acetic acid at 25℃; under 3102.97 Torr; for 16h;	93%
With 20 % Pd(OH)2/C; hydrogen In acetic acid under 3102.97 Torr; for 16h;	93%
With molybdenum (IV) sulfide at 270℃; Hydrogenation;

: methyl (2-formylphenyl)-3-methoxyprop-(E)2-enoate

: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

: 593-56-6
N-methoxylamine hydrochloride

: 147501-21-1
2-methyl-4-(1-methoxyimino-ethyl)phenol

Conditions

Conditions	Yield
In methanol; dichloromethane	93%

...Expand

: 1076-38-6
4-hydroxy[1]benzopyran-2-one

: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

: 10111-08-7
2-imidazolecarbaldehyde

: 2-(4-hydroxy-3-methylphenyl)-4-(1H-imidazol-2-yl)pyrano[3,2-c]chromen-5(4H)-one

Conditions

Conditions	Yield
In ethanol at 20℃; for 3.5h; Irradiation;	92%

...Expand

: 4548-45-2
2-chloro-5-nitropyridine

: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

: 758706-59-1
1-{3-methyl-4-[(5-nitropyridin-2-yl)oxy]phenyl}ethanone

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide	89%

: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

: 32247-96-4
3,5-bis(trifluoromethyl)benzyl bromide

: 1-[4-(3,5-Bis-trifluoromethyl-benzyloxy)-3-methyl-phenyl]-ethanone

Conditions

Conditions	Yield
With sodium hydroxide In water; acetonitrile for 5h; Heating;	88%

: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

: 1521-51-3
rac-3-bromocyclohexene

: C15H18O2

Conditions

Conditions	Yield
Stage #1: 4-hydroxy-3-methylphenyl methyl ketone With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: rac-3-bromocyclohexene In N,N-dimethyl-d6-formamide at 20℃;	88%
Stage #1: 4-hydroxy-3-methylphenyl methyl ketone With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.5h; Stage #2: rac-3-bromocyclohexene In N,N-dimethyl-formamide; mineral oil at 20℃;	88%

: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

: 123-08-0
4-hydroxy-benzaldehyde

: 2910-75-0
1-(4-hydroxy-3-methylphenyl)-3-(4-hydroxyphenyl)-2-propen-1-one

Conditions

Conditions	Yield
With thionyl chloride In methanol for 2h; Claisen-Schmidt Condensation;	88%

: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

: 62072-59-7
(rac)-4-(1-hydroxyethyl)-2-methylphenol

Conditions

Conditions	Yield
With sodium tetrahydroborate; cerium(III) chloride heptahydrate In methanol at 20℃; for 0.383333h;	87%
With sodium hydroxide; ethanol; palladium Hydrogenation;

: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

: 1-(4-hydroxy-3-iodo-5-methylphenyl)ethanone

Conditions

Conditions	Yield
With 2,2'-azinobis(3-ethylbenzthiazolinesulfonate); laccase; potassium iodide In dimethyl sulfoxide at 20℃; for 15h; pH=5; Enzymatic reaction;	87%
Stage #1: 4-hydroxy-3-methylphenyl methyl ketone With iodine; sodium acetate In methanol for 1h; Reflux; Stage #2: With sodium hydroxide In methanol; water for 1h; Reflux;	86.8%
With iodine; iodic acid In ethanol; water at 35 - 40℃; for 1.5h;

: 82294-70-0
4-methyl-1,3-thiazole-5-carbaldehyde

: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

: 1086627-08-8
(E)-1-(4-hydroxy-3-methyIphenyI)-3-(4-methylthiazoI-5-yl)prop-2-en-1-one

Conditions

Conditions	Yield
Stage #1: 4-methyl-1,3-thiazole-5-carbaldehyde; 4-hydroxy-3-methylphenyl methyl ketone With sodium hydroxide In ethanol at 0 - 20℃; for 18h; Stage #2: With hydrogenchloride; water In ethanol pH=4 - 5;	87%

: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

: 619-66-9
4-Carboxybenzaldehyde

: 934826-21-8
(E)-4-(3-(3-(4-hydroxy-3-methylphenyl)-3-oxoprop-1-enyl)phenoxy)acetic acid

Conditions

Conditions	Yield
Stage #1: 4-hydroxy-3-methylphenyl methyl ketone; 4-Carboxybenzaldehyde With potassium hydroxide In methanol; water at 0℃; Stage #2: With hydrogenchloride In methanol; water pH=4 - 5;	87%
With potassium hydroxide In methanol; water Cooling with ice;

: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

: 3-methyl-4-chloropropoxyacetophenone

Conditions

Conditions	Yield
	86%

: 50-00-0
formaldehyd

: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

: 506-59-2
N,N-dimethylammonium chloride

: 1076690-73-7
3-dimethylamino-1-(4-hydroxy-3-methyl-phenyl)-propan-1-one hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In ethanol at 95℃; for 18h;	84%

...Expand

: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

: 886-38-4
diphenylcyclopropenone

: (E)-4-acetyl-2-methylphenyl 2,3-diphenyl acrylate

Conditions

Conditions	Yield
With palladium diacetate; potassium carbonate; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride In toluene at 60℃; for 2h; Schlenk technique; Inert atmosphere;	83%

: 876-02-8
4-hydroxy-3-methylphenyl methyl ketone

: 584-08-7
potassium carbonate

: 74-88-4
methyl iodide

: 10024-90-5
4-methoxy-3-methylacetophenone

Conditions

Conditions	Yield
In acetone	82.4%
In acetone	82.4%
In acetone	82.4%
In acetone	82.4%

...Expand

4'-Hydroxy-3'-methylacetophenone Chemical Properties

Molecular Structure of 4-Hydroxy-3-methylacetophenone (CAS NO.876-02-8):

Molecular formula: C₉H₁₀O₂
Molecular Weight: 150.17
EINECS: 212-880-5
Melting point: 107-109 ^°C(lit.)
Boiling Point: 301.6 °C at 760 mmHg
Flash Point: 127.3 °C
Index of Refraction: 1.546
Molar Refractivity: 42.98 cm³
Molar Volume: 135.6 cm³
Polarizability: 17.04 10^-24 cm³
Surface Tension: 41.8 dyne/cm
Density: 1.106 g/cm³
Enthalpy of Vaporization: 56.34 kJ/mol
Vapour Pressure: 0.000585 mmHg at 25°C
BRN: 2041839
Physical Appearance: white to light beige crystalline powder
Product Categories: Aromatic Acetophenones & Derivatives (substituted);Benzene series;Benzene derivatives;C9;Carbonyl Compounds;Ketones
IUPAC Name: 1-(4-hydroxy-3-methylphenyl)ethanone
Synonyms: Ethanone, 1-(4-hydroxy-3-methylphenyl)-;4-ACETYL-2-METHYLPHENOL;4-HYDROXY-3-METHYLACETOPHENONE;1-(4-HYDROXY-3-METHYLPHENYL)ETHANONE;3'-Methyl-4'-Hydroxy Acetophenone;4'-Hydroxy-3'-methylacetophenone, 99.5+%;1-(4-HYDROXY-3-METHYLPHENYL)ETHAN-1-ONE;4'-HYDROXY-3'-METHYLACETOPHENONE;

4'-Hydroxy-3'-methylacetophenone Safety Profile

Hazard Codes: Irritant Xi, Harmful Xn
Risk Statements: 36/37/38-22
R36/37/38:Irritating to eyes, respiratory system and skin.
R22:Harmful if swallowed.
Safety Statements: 36/37/39-26-22-37/39
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S22:Do not breathe dust.
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 3
Hazard Note: Irritant
HazardClass: IRRITANT

Product Name

4'-Hydroxy-3'-methylacetophenone

Synthetic route

4'-Hydroxy-3'-methylacetophenone Chemical Properties

4'-Hydroxy-3'-methylacetophenone Safety Profile

Related Products

Hot Products