Conditions | Yield |
---|---|
With Noccaea caerulescens extract supported in montmorillonite K10 at 60℃; for 6h; Friedel Crafts acylation; Inert atmosphere; regioselective reaction; | 100% |
With aluminum (III) chloride In dichloromethane at 5 - 20℃; for 2.5h; | 98% |
With benzyltributylammonium tetrachloroferrate at 50℃; for 0.1h; Friedel-Crafts reaction; | 93% |
Conditions | Yield |
---|---|
With lithium perchlorate at 60℃; for 1h; | 99% |
Stage #1: methoxybenzene; propionic acid anhydride With modified ZSM-5 zeolite at 100℃; for 5h; Stage #2: at 500℃; for 2h; Temperature; Calcination; | 97.6% |
With hafnium(IV) trifluoromethanesulfonate; lithium perchlorate In nitromethane for 6h; Ambient temperature; | 93% |
1-(4-methoxylphenyl)-2-propen-1-ol
4-Methoxypropiophenone
Conditions | Yield |
---|---|
With tris(acetonitrile)pentamethylcyclopentadienylruthenium(II) hexafluorophosphate; potassium carbonate In acetonitrile for 1h; Inert atmosphere; Reflux; | 99% |
With [Ru(η(3):η(3)-C10H16)Cl(O2CCH3)] In aq. phosphate buffer at 50℃; for 1h; pH=7; Sealed tube; Inert atmosphere; | 99% |
With Fe(II)(bis(2-(diisopropylphosphino)ethyl)amine)(CO)(H)(Cl); potassium tert-butylate In toluene at 80℃; for 1h; Inert atmosphere; | 98% |
Conditions | Yield |
---|---|
With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride; potassium carbonate In tetrahydrofuran; tert-butyl methyl ether at 20℃; for 24h; Inert atmosphere; Schlenk technique; | 99% |
Conditions | Yield |
---|---|
With potassium carbonate In 1,2-dimethoxyethane at 145℃; for 0.416667h; Microwave irradiation; Inert atmosphere; Sealed vessel; | 98% |
With potassium carbonate at 150 - 160℃; for 4h; | 81% |
C17H20O4
4-Methoxypropiophenone
Conditions | Yield |
---|---|
With 5%-palladium/activated carbon; ammonium formate In ethanol; water at 80℃; for 1h; | 98% |
1-(4-methoxyphenyl)-1-propanol
A
4-chloromethoxybenzene
B
4-Methoxypropiophenone
Conditions | Yield |
---|---|
With dichloromethane extract derived from 6percent aqueous hypochlorite/tetra-n-butylammonium bisulfate solution with pH value to 8-9 In dichloromethane at 20℃; | A 92% B 6% |
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile for 20.5h; Heating / reflux; | 89% |
With sodium hydroxide | |
With hydroxide |
(E)-1-(4-methoxyphenyl)-3-chloropropene
4-Methoxypropiophenone
Conditions | Yield |
---|---|
With potassium carbonate; phenylboronic acid; [Ru(cyclopentadienyl)(MeCN)3]PF6 In acetonitrile at 20℃; for 16h; | 89% |
With cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate; potassium carbonate; phenylboronic acid In acetonitrile at 20℃; for 24h; Inert atmosphere; regioselective reaction; | 89% |
4,N-dimethoxy-N-methylbenzamide
ethylmagnesium bromide
4-Methoxypropiophenone
Conditions | Yield |
---|---|
In tetrahydrofuran at 0 - 5℃; for 1h; Weinreb Ketone Synthesis; Inert atmosphere; | 89% |
Conditions | Yield |
---|---|
With chlorine[2-(4,5-dihydro-1H-imidazol-2-yl)-6-methoxypyridine](pentamethylcyclopentadienyl)iridium(III) chloride; potassium hydroxide In water at 80℃; Schlenk technique; Inert atmosphere; | 89% |
With chlorine[2-(4,5-dihydro-1H-imidazol-2-yl)-6-methoxypyridine](pentamethylcyclopentadienyl)iridium(III) chloride; potassium hydroxide In water at 80℃; for 16h; Schlenk technique; Inert atmosphere; chemoselective reaction; | 89% |
propionyl chloride
methoxybenzene
A
1-(2-methoxyphenyl)propan-1-one
B
4-Methoxypropiophenone
Conditions | Yield |
---|---|
With zeolite H-beta at 69.85℃; for 2h; Product distribution; Further Variations:; Temperatures; Reagents; Acylation; | A 11.88% B 85.37% |
Conditions | Yield |
---|---|
With dipotassium peroxodisulfate; copper(I) sulfate In water; acetonitrile at 65 - 70℃; for 3h; | 85% |
With formic acid; water; 2,3-dicyano-5,6-dichloro-p-benzoquinone In 1,4-dioxane at 110 - 120℃; for 0.266667h; microwave irradiation; | 66% |
With Bromotrichloromethane; Ir[2-(2,4-difluorophenyl)-5-(trifluoromethyl)pyridine]2(4,4'-di-tert-butyl-2,2'-bipyridine)PF6; water; potassium carbonate In acetonitrile at 20℃; Irradiation; Inert atmosphere; regioselective reaction; | 60% |
Conditions | Yield |
---|---|
With tetrafluoroboric acid; oxygen; palladium diacetate; p-benzoquinone In N,N-dimethyl acetamide; water; acetonitrile at 20℃; for 16h; regioselective reaction; | 84% |
N,N-dimethyl-formamide
1-(4-methoxyphenyl)ethanone
4-Methoxypropiophenone
Conditions | Yield |
---|---|
With ammonium peroxydisulfate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer In water at 110℃; for 3h; Reagent/catalyst; Solvent; Inert atmosphere; Sealed tube; | 84% |
Conditions | Yield |
---|---|
With pivalaldehyde; magnesium bromide In tetrahydrofuran; toluene at 0 - 20℃; for 2h; Inert atmosphere; | 84% |
Conditions | Yield |
---|---|
With pivalaldehyde In tetrahydrofuran at 0 - 20℃; for 2h; Inert atmosphere; | 84% |
diethylzinc
4-methoxy-benzaldehyde
A
1-(4-methoxyphenyl)-1-propanol
B
4-Methoxypropiophenone
Conditions | Yield |
---|---|
With pivalaldehyde; lithium chloride; magnesium bromide In tetrahydrofuran at 0 - 20℃; Reagent/catalyst; Inert atmosphere; chemoselective reaction; | A n/a B 82% |
acetic anhydride
methoxybenzene
propionic acid anhydride
4-Methoxypropiophenone
Conditions | Yield |
---|---|
aluminum(III) hydrogen sulfate In nitromethane at 65 - 70℃; for 2h; | 80% |
2-dimethylamino-1-(4-methoxy-phenyl)-propan-1-one
4-Methoxypropiophenone
Conditions | Yield |
---|---|
With acetic acid; zinc at 20℃; for 1h; | 77% |
4-Methoxypropiophenone
2-bromo-1-(4-methoxyphenyl)-1-propanone
Conditions | Yield |
---|---|
With bromine at 20℃; for 0.333333h; | 100% |
With bromine In diethyl ether at 20℃; | 100% |
With bromine In acetic acid | 99% |
4-Methoxypropiophenone
p-Methoxypropiophenone oxime
Conditions | Yield |
---|---|
With hydroxylamine hydrochloride | 100% |
With hydroxylamine hydrochloride; triethylamine In ethanol for 3h; Reflux; | 100% |
With ethanol; hydroxylamine |
4-Methoxypropiophenone
1-(4-methoxyphenyl)propan-1-one oxime
Conditions | Yield |
---|---|
With hydroxylamine hydrochloride; sodium acetate In methanol Heating; | 100% |
With hydroxylamine hydrochloride; potassium carbonate In ethanol Heating; | 87% |
With hydroxylamine hydrochloride; sodium acetate In methanol at 70℃; for 2h; | |
With hydroxylamine hydrochloride; potassium carbonate In methanol at 20℃; for 16h; Inert atmosphere; |
4-chloromethoxybenzene
4-Methoxypropiophenone
1,2-bis-(4-methoxy-phenyl)-propan-1-one
Conditions | Yield |
---|---|
With 2-methoxy-6-(N-methyl-N-phenyl-amino)phenyl(dicyclohexyl)phosphine; palladium diacetate; sodium t-butanolate In toluene at 110℃; for 18h; Schlenk technique; Inert atmosphere; | 100% |
With PdCl2(C3H3N2(CH3))(C3H2N2(C6H3(C3H7)2)2); potassium tert-butylate In toluene at 80℃; for 6h; Inert atmosphere; | 89% |
With C40H44ClN3Pd; sodium t-butanolate In toluene at 80℃; for 3h; Inert atmosphere; | 87% |
tert-butyldimethylsilyl chloride
4-Methoxypropiophenone
Conditions | Yield |
---|---|
Stage #1: 4-Methoxypropiophenone With potassium hexamethylsilazane In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere; Stage #2: tert-butyldimethylsilyl chloride In tetrahydrofuran at -78 - 20℃; for 2.25h; Inert atmosphere; | 100% |
4-Methoxypropiophenone
trimethyl orthoformate
methyl 2-(4-methoxyphenyl)propionate
Conditions | Yield |
---|---|
With sulfuric acid; 3-[4-(diacetoxyiodo)phenoxy]-1-propyl-N,N,N-trimethylammonium 4-methylbenzenesulfonate at 60℃; for 3h; Inert atmosphere; | 99% |
With [bis(acetoxy)iodo]benzene; hydrogen cation at 60℃; for 3h; oxidative rearrangement; | 93% |
With sulfuric acid; 1-(diacetoxyiodo)-4-methylbenzene at 60℃; for 3h; | 92% |
morpholine
4-trifluoromethyl propiophenone
4-Methoxypropiophenone
A
(E)-1-(4-methoxyphenyl)-3-morpholinoprop-2-en-1-one
B
(E)-3-morpholino-1-[4-(trifluoromethyl)phenyl]prop-2-en-1-one
Conditions | Yield |
---|---|
With bis(1,5-cyclooctadiene)nickel (0); potassium phosphate; chlorobenzene; trimethylphosphane In tetrahydrofuran; 1,4-dioxane at 100℃; for 40h; Inert atmosphere; | A 67% B 99% |
Conditions | Yield |
---|---|
Stage #1: 4-chlorobenzaldehyde; 4-Methoxypropiophenone With titanium tetrachloride In dichloromethane at 0 - 20℃; Inert atmosphere; Stage #2: With triethylamine In dichloromethane at 0℃; Inert atmosphere; | 99% |
2,2,6,6-tetramethyl-piperidine-N-oxyl
4-Methoxypropiophenone
1-(4-methoxyphenyl)-2-((2,2,6,6-tetramethylpiperidin-1-yl)oxy)propan-1-one
Conditions | Yield |
---|---|
With 2,6-di-tert-butyl-pyridine; 2-chloro-1,3,2-benzodioxaborole In dichloromethane at 0 - 20℃; for 3h; | 99% |
N-fluorobis(benzenesulfon)imide
4-Methoxypropiophenone
N-(2-methoxy-5-propionylphenyl)-N-(phenylsulfonyl)benzenesulfonamide
Conditions | Yield |
---|---|
With [Ag(2,2'-bipyridine)2](ClO4); C20H28N4O2Pd*2CHF3O3S In acetonitrile at 23℃; for 24h; Inert atmosphere; Sealed tube; | 99% |
With [Ag(2,2'-bipyridine)2](ClO4); C20H28N4O2Pd(2+)*2CF3O3S(1-) In acetonitrile at 23℃; for 24h; Inert atmosphere; Sealed tube; | 99% |
ethenetetracarbonitrile
4-Methoxypropiophenone
2-chloro-6-(4-methoxyphenyl)-5-methylpyridine-3,4-dicarbonitrile
Conditions | Yield |
---|---|
With oxalyl dichloride In methanol at 40℃; for 0.133333h; Sonication; | 99% |
Conditions | Yield |
---|---|
With sodium tetrahydroborate In isopropyl alcohol at 20℃; for 26h; | 98.7% |
With N,N,N,N,-tetramethylethylenediamine; diethoxymethylane; iron(II) acetate at 65℃; for 24h; | 91% |
With ethanol; sodium |
Conditions | Yield |
---|---|
With tin ion-exchanged montmorillonite In dichloromethane at 20℃; for 0.0833333h; Inert atmosphere; | 98% |
With zinc(II) iodide for 36h; Ambient temperature; |
N,N-dimethyl acetamide
4-Methoxypropiophenone
1-(4-methoxyphenyl)-1-oxopropan-2-yl acetate
Conditions | Yield |
---|---|
Stage #1: N,N-dimethyl acetamide; 4-Methoxypropiophenone With trifluorormethanesulfonic acid; thallium(III) acetate at 60℃; for 0.333333h; Stage #2: With water for 0.166667h; Further stages.; | 98% |
Conditions | Yield |
---|---|
With sulfuric acid; trimethyl orthoformate for 0.333333h; Heating; | 98% |
di-p-tolylcarbodiimide
4-Methoxypropiophenone
N-(p-methylphenyl)-p-methoxybenzamide
Conditions | Yield |
---|---|
With dimanganese decacarbonyl In 1,4-dioxane at 150℃; for 24h; Sealed tube; Inert atmosphere; | 98% |
N,N-dimethyl-formamide
4-Methoxypropiophenone
1-p-anisyl-2-(formyloxy)-propan-1-one
Conditions | Yield |
---|---|
Stage #1: N,N-dimethyl-formamide; 4-Methoxypropiophenone With trifluorormethanesulfonic acid; thallium(III) acetate at 60℃; for 0.333333h; Stage #2: With water for 0.166667h; Further stages.; | 97% |
Conditions | Yield |
---|---|
With C40H44ClN3Pd; sodium t-butanolate In toluene at 80℃; for 3h; Inert atmosphere; | 97% |
With diaminochlorophosphine ligand; sodium t-butanolate; [Pd(dibenzylideneacetone)2] In toluene at 105℃; for 24h; | 90% |
With PdCl2(C3H3N2(CH3))(C3H2N2(C6H3(C3H7)2)2); potassium tert-butylate In toluene at 80℃; for 6h; Inert atmosphere; | 80% |
phenylmagnesium bromide
4-Methoxypropiophenone
4-methoxy-α-phenyl-β-methylstyrene
Conditions | Yield |
---|---|
Stage #1: 4-Methoxypropiophenone With aluminium(III) triflate In dichloromethane at -30℃; for 0.5h; Inert atmosphere; Stage #2: phenylmagnesium bromide In diethyl ether; dichloromethane at -30 - 20℃; for 24h; Inert atmosphere; | 97% |
Conditions | Yield |
---|---|
With C41H50ClN3Pd; sodium t-butanolate In 1,4-dioxane at 100℃; for 4h; | 97% |
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide Condensation; Heating; | 96% |
IUPAC Name: 1-(4-Methoxyphenyl)propan-1-one
Systematic of 1-Propanone,1-(4-methoxyphenyl)- (CAS NO.121-97-1): 4'-Methoxypropiophenone ; AI3-04094 ; EINECS 204-512-7 ; Ethyl 4-methoxyphenyl ketone ; NSC 11834 ; p-Methoxypropiophenone ; Propiophenone, 4'-methoxy- (8CI)
CAS NO: 121-97-1
Molecular Formula of 1-Propanone,1-(4-methoxyphenyl)- (CAS NO.121-97-1): C10H12O2
Molecular Weight: 164.2011
Molecular Structure:
Melting Point: 27-29 °C
H bond acceptors: 2
Freely Rotating Bonds: 3
Polar Surface Area: 26.3 Å2
Index of Refraction: 1.501
Molar Refractivity: 47.59 cm3
Molar Volume: 161.4 cm3
Surface Tension: 33.6 dyne/cm
Density of 1-Propanone,1-(4-methoxyphenyl)- (CAS NO.121-97-1): 1.016 g/cm3
Flash Point: 118.8 °C
Enthalpy of Vaporization: 51.06 kJ/mol
Boiling Point: 272.3 °C at 760 mmHg
Vapour Pressure: 0.00612 mmHg at 25°C
Hazard Codes: Xi
Safety Statements: 24/25
S24/25: Avoid contact with skin and eyes.
RIDADR: 1993
WGK Germany: 3
Hazard Note: Irritant
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