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100-06-1

Basic Information
CAS No.: 100-06-1
Name: 4'-Methoxyacetophenone
Article Data: 1225
Cas Database
Molecular Structure:
Molecular Structure of 100-06-1 (4'-Methoxyacetophenone)
Formula: C9H10O2
Molecular Weight: 150.177
Synonyms: Acetophenone,4'-methoxy- (8CI);Benzophenone, p-methoxy- (3CI);1-(4-Methoxyphenyl)ethanone;1-Acetyl-4-methoxybenzene;4-Acetylanisole;4-Methoxyphenyl methyl ketone;Acetoanisole;Linarodin;Methyl 4-methoxyphenyl ketone;Methyl p-methoxyphenyl ketone;Novatone;Vananote;p-Acetylanisole;p-Anisyl methyl ketone;p-Methoxy(acetyl)benzene;p-Methoxyacetophenone;p-Methoxyphenyl methyl ketone;para-Methoxyacetophenone;
EINECS: 202-815-9
Density: 1.035 g/cm3
Melting Point: 36-38 °C(lit.)
Boiling Point: 256.4 °C at 760 mmHg
Flash Point: 113.2 °C
Solubility: Insoluble in water
Appearance: White crystals or crystalline powder
Hazard Symbols: HarmfulXn
Risk Codes: 22-38-36/38-20/21/22
Safety: 37-37/39-26-36
Transport Information: N/A
PSA: 26.30000
LogP: 1.89780
Synthetic route
637-69-4

4-Methoxystyrene

100-06-1

1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
With tert.-butylhydroperoxide; C21H19N5Pd(2+)*2BF4(1-) In decane; acetonitrile at 45℃; for 4h; Wacker Oxidation;100%
With water; oxygen In methanol; dimethyl sulfoxide at 80℃; under 1520.1 Torr; for 20h; Wacker Oxidation; Autoclave;99%
With palladium diacetate; 9-tert-butyl-10-methylanthracene ozonide In acetonitrile for 72h; Ambient temperature;93%
3319-15-1

rac-1-(4-methoxyphenyl)-ethanol

100-06-1

1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
With 2.9-dimethyl-1,10-phenanthroline; oxygen; sodium hydrogencarbonate; gold(I) chloride In water at 100℃; under 38002.6 Torr; for 24h;100%
With Cp*Ir(6,6'-dionato-2,2'-bipyridine)(H2O) In pentane for 5h; Reflux;100%
With diisopropoxyaluminium trifluoroacetate; 4-nitrobenzaldehdye In benzene for 0.25h; Ambient temperature;99%
108-24-7

acetic anhydride

100-66-3

methoxybenzene

100-06-1

1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
With polystyrene-bound tetrafluorophenylbis(triflyl)methane In nitromethane at 50℃; for 2h; Friedel-Crafts acylation;100%
With lithium perchlorate at 60℃; for 1h;100%
With Sulfate; zirconium(IV) oxide at 110℃;100%
64-19-7

acetic acid

100-66-3

methoxybenzene

100-06-1

1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
Stage #1: acetic acid; methoxybenzene With trifluoroacetic anhydride In dichloromethane at 20℃; for 0.25h;
Stage #2: With trifluorormethanesulfonic acid In dichloromethane at 20℃; for 1h;
100%
With methanesulfonic acid; pyrographite at 80℃; for 0.333333h; Friedel-Crafts acylation;98%
With aluminum oxide; trifluoroacetic anhydride for 0.166667h; Ambient temperature;96%
128881-90-3

1-(1,1-Bis-ethylsulfanyl-ethyl)-4-methoxy-benzene

100-06-1

1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
With gallium(III) trichloride In dichloromethane; water for 0.25h; Ambient temperature;100%
100-66-3

methoxybenzene

79562-11-1

N,N-diacetyl-p-nitrophenylsulphenamide

A

22865-50-5

4-(4-methoxyphenylsulfanyl)nitrobenzene

B

100-06-1

1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
With trifluoroacetic acid at 190 - 200℃;A 100%
B 21%
768-60-5

4-methoxyphenylacetylen

100-06-1

1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
With gold(III) tribromide; water at 200℃; for 0.333333h; microwave irradiation;100%
With Au nanoparticles covalently bonded to HS/SO3H functionalized periodic mesoporous organosilica (Et) at 70℃; for 1.5h; neat (no solvent);100%
With hydrogenchloride; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane at 48℃; for 20h; Solvent; Schlenk technique; Inert atmosphere;100%
2632-13-5

2-Bromo-4'-methoxyacetophenone

100-06-1

1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
With AcrH2 In acetonitrile at 298℃; for 19h; Irradiation;100%
With AcrH2 In acetonitrile at 298℃; for 19h; Irradiation;100%
With decaborane; palladium on activated charcoal In methanol at 20℃; for 2h;99%
99-93-4

4-Hydroxyacetophenone

74-88-4

methyl iodide

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%
717-14-6

4-methoxyacetophenone semicarbazone

100-06-1

1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
With hydrogenchloride; Tonsil In ethyl acetate for 1.5h; Heating;100%
With CuCl2*2H2O for 0.00277778h; microwave irradiation;95%
With benzyltriphenylphosphonium dichromate; silica gel for 0.25h;95%
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Consensus Reports

Reported in EPA TSCA Inventory.

Standards and Recommendations

DOT Classification:  3; Label: Flammable Liquid

Specification

The 4'-Methoxyacetophenone with CAS registry number of 100-06-1 is also known as 4-Acetylanisole. The IUPAC name is 1-(4-Methoxyphenyl)ethanone. It belongs to product categories of Acetophenone Series; FINE Chemical & INTERMEDIATES; Aromatic Acetophenones & Derivatives (substituted); Acetophenones (Building Blocks for Liquid Crystals); Building Blocks for Liquid Crystals; Functional Materials. Its EINECS registry number is 202-815-9. In addition, the formula is C9H10O2 and the molecular weight is 150.19. This chemical is a white crystals or crystalline powder and should be sealed in ventilated, cool place away from fire, heat. What's more, this chemical is used for the preparation of flavor and it can also be used in organic synthesis.

Physical properties about 4'-Methoxyacetophenone are: (1)ACD/LogP: 1.74; (2)ACD/LogD (pH 5.5): 1.74; (3)ACD/LogD (pH 7.4): 1.74; (4)ACD/BCF (pH 5.5): 12.37; (5)ACD/BCF (pH 7.4): 12.37; (6)ACD/KOC (pH 5.5): 210.65; (7)ACD/KOC (pH 7.4): 210.65; (8)#H bond acceptors: 2; (9)#Freely Rotating Bonds: 2; (10)Index of Refraction: 1.504; (11)Molar Refractivity: 42.95 cm3; (12)Molar Volume: 144.9 cm3; (13)Surface Tension: 33.6 dyne/cm; (14)Density: 1.035 g/cm3; (15)Flash Point: 113.2 °C; (16)Enthalpy of Vaporization: 49.39 kJ/mol; (17)Boiling Point: 256.4 °C at 760 mmHg; (18)Vapour Pressure: 0.0155 mmHg at 25 °C.

Preparation of 4'-Methoxyacetophenone: it is prepared synthetically by Friedel-Crafts acylation of anisole with acetyl chloride.

4'-Methoxyacetophenone is prepared synthetically by Friedel-Crafts acylation of anisole with acetyl chloride.

When you are using this chemical, please be cautious about it. As a chemical, it is irritating to eyes and skin and even harmful by inhalation, in contact with skin and if swallowed. During using it, wear suitable protective clothing, gloves and eye/face protection. If contact with eyes accidently, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: CC(=O)C1=CC=C(C=C1)OC
2. InChI: InChI=1S/C9H10O2/c1-7(10)8-3-5-9(11-2)6-4-8/h3-6H,1-2H3
3. InChIKey: NTPLXRHDUXRPNE-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
human TCLo inhalation 1700ug/m3/39W (1.7mg/m3) CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP

VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 50(4), Pg. 86, 1985.
mouse LD50 oral 820mg/kg (820mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: IRRITABILITY

BEHAVIORAL: MUSCLE WEAKNESS
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 50(4), Pg. 86, 1985.
rabbit LD50 skin > 5gm/kg (5000mg/kg)   Food and Cosmetics Toxicology. Vol. 12, Pg. 927, 1974.
rat LD50 oral 1720mg/kg (1720mg/kg)   Food and Cosmetics Toxicology. Vol. 12, Pg. 927, 1974.