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4'-Hydroxy-3'-methylacetophenone

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Name

4'-Hydroxy-3'-methylacetophenone

EINECS 212-880-5
CAS No. 876-02-8 Density 1.106 g/cm3
PSA 37.30000 LogP 1.90320
Solubility N/A 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 N/A Appearance white to light beige crystalline powder
Safety 36/37/39-26-22-37/39 Risk Codes 36/37/38-22
Molecular Structure Molecular Structure of 876-02-8 (4'-Hydroxy-3'-methylacetophenone) Hazard Symbols HarmfulXn, IrritantXi
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;

Article Data 36

4'-Hydroxy-3'-methylacetophenone Synthetic route

95-48-7

ortho-cresol

75-36-5

acetyl chloride

876-02-8

4-hydroxy-3-methylphenyl methyl ketone

Conditions
ConditionsYield
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
ConditionsYield
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%
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With titanium tetrachloride; nitrobenzene at 30℃;
95-48-7

ortho-cresol

75-05-8

acetonitrile

876-02-8

4-hydroxy-3-methylphenyl methyl ketone

Conditions
ConditionsYield
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
ConditionsYield
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

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 cm
Molar Volume: 135.6 cm3
Polarizability: 17.04 10-24 cm
Surface Tension: 41.8 dyne/cm 
Density: 1.106 g/cm
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: IrritantXi,HarmfulXn
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

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