1-phenyl-1,1,2-trimethoxyethane
methoxymethyl phenyl ketone
Conditions | Yield |
---|---|
With hydrogenchloride | 100% |
1-acetoxy-1-fluoro-1-phenyl-2-methoxyethane
methoxymethyl phenyl ketone
Conditions | Yield |
---|---|
With base | 100% |
methanol
acetophenone
A
iodoacetophenone
B
methoxymethyl phenyl ketone
Conditions | Yield |
---|---|
With ammonium iodide; Oxone for 2.3h; Reflux; | A 92% B 6% |
N-methoxy-N-methylbenzamide
chloromethyl methyl ether
methoxymethyl phenyl ketone
Conditions | Yield |
---|---|
With 4,4'-di-tert-butylbiphenyl; lithium In tetrahydrofuran; mineral oil at -78℃; for 2.5h; Inert atmosphere; Schlenk technique; | 91% |
Conditions | Yield |
---|---|
In(OSO2CF3)3 at 20℃; for 0.0333333h; | 90% |
With montmorillonite K-10 | 87% |
at 25℃; for 1h; Green chemistry; | 87% |
Conditions | Yield |
---|---|
With Ph[I(OH)OTf] 18-crown-6 complex monohydrate at -78 - 20℃; for 7h; | 87% |
With C6H6BF4IO*C12H24O6 In dichloromethane at -70 - 20℃; for 4.5h; Reagent/catalyst; Inert atmosphere; | 87% |
With iodosylbenzene; boron trifluoride diethyl etherate at -70 - 25℃; for 3.5h; Mechanism; var. silyl enol ethers; | 78% |
methoxydimethyl((1-phenylvinyl)oxy)silane
methoxymethyl phenyl ketone
Conditions | Yield |
---|---|
With [bis(acetoxy)iodo]benzene In dichloromethane at 25℃; Inert atmosphere; Schlenk technique; | 86% |
1-styrenyloxytrimethylsilane
methyl hypofluorite
methoxymethyl phenyl ketone
Conditions | Yield |
---|---|
In chloroform; acetonitrile at -40 - 20℃; | 85% |
Conditions | Yield |
---|---|
With 2-Picolinic acid; manganese(II) perchlorate hexahydrate; butanedial; dihydrogen peroxide; sodium acetate In acetonitrile at 0 - 20℃; for 1h; | 83% |
With chlorine-triphenylphosphine; dimethyl sulfoxide; triethylamine In dichloromethane at -78 - 20℃; for 3.25h; | 70% |
With bromopentacarbonylmanganese(I); N-methyl-N,N-di(2-pyridylmethyl)amine; acetone; sodium t-butanolate In toluene at 90℃; for 24h; Inert atmosphere; Schlenk technique; Darkness; | 35 %Chromat. |
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide; tetra-(n-butyl)ammonium iodide; toluene-4-sulfonic acid hydrazide In water at 20℃; for 16h; Mechanism; Temperature; Reagent/catalyst; Schlenk technique; | 83% |
Conditions | Yield |
---|---|
With 2-Picolinic acid; manganese(II) perchlorate hexahydrate; butanedial; dihydrogen peroxide; sodium acetate In acetonitrile at 0 - 20℃; for 1h; | A 83% B n/a |
2-methoxyacetonitrile
phenylmagnesium chloride
methoxymethyl phenyl ketone
Conditions | Yield |
---|---|
Stage #1: 2-methoxyacetonitrile; phenylmagnesium chloride With copper(l) iodide In tetrahydrofuran for 0.5h; Reflux; Inert atmosphere; Stage #2: With sulfuric acid In tetrahydrofuran; water at 0 - 20℃; for 18h; Inert atmosphere; | 82% |
Stage #1: 2-methoxyacetonitrile; phenylmagnesium chloride With copper(l) iodide In tetrahydrofuran for 0.5h; Reflux; Stage #2: With sulfuric acid In tetrahydrofuran; water at 20℃; | 15% |
(methoxymethyl)triphenylphosphonium chloride
benzonitrile
methoxymethyl phenyl ketone
Conditions | Yield |
---|---|
Stage #1: (methoxymethyl)triphenylphosphonium chloride With phenyllithium In tetrahydrofuran at 0℃; for 0.166667h; Dehydrochlorination; Stage #2: benzonitrile In tetrahydrofuran at 20℃; for 2h; Alkylation; Stage #3: With water In tetrahydrofuran Hydrolysis; | 81% |
methanol
A
methoxymethyl phenyl ketone
B
2,2-dimethoxy-1-phenylethanone
C
methyl 2-methoxy-2-phenylacetate
Conditions | Yield |
---|---|
With perchloric acid; thallium(III) nitrate at 20℃; for 5h; | A 8% B 80% C 11% |
benzonitrile
(methoxymethyl)diphenylphosphine oxide
methoxymethyl phenyl ketone
Conditions | Yield |
---|---|
With phenyllithium In tetrahydrofuran Alkylation; | 80% |
Conditions | Yield |
---|---|
Stage #1: bromobenzene With iodine; magnesium In tetrahydrofuran at 40 - 70℃; for 3h; Inert atmosphere; Stage #2: 2-methoxyacetonitrile In tetrahydrofuran for 48h; Inert atmosphere; | 80% |
sodium methylate
1-chloroacetophenone
A
methoxymethyl phenyl ketone
B
1-phenyl-2-hydroxyethanone
Conditions | Yield |
---|---|
In methanol at 25℃; Kinetics; Concentration; | A 27.3% B 73.8% |
1-benzoyl-1,3-dimethoxyacetone
methoxymethyl phenyl ketone
Conditions | Yield |
---|---|
With hydrogenchloride In methanol at 50℃; for 20h; | 71% |
methanol
acetophenone
A
benzoic acid methyl ester
B
methoxymethyl phenyl ketone
C
2,2-dimethoxy-1-phenylethanone
D
benzeneacetic acid methyl ester
Conditions | Yield |
---|---|
With perchloric acid; thallium(III) nitrate at 20℃; for 5h; Product distribution; Mechanism; effect of the presence of HClO4; | A 2% B 8% C 2% D 71% |
3-(methoxymethyl)-3-phenyldioxetane
A
2-amino-1,9-dihydro-6H-purin-6-one
B
methoxymethyl phenyl ketone
Conditions | Yield |
---|---|
With 2',3',5'-triacetylguanosine In methanol at 0℃; for 36h; Further byproducts given; | A n/a B 70% C 12% D n/a |
sodium methylate
α-bromoacetophenone
A
methoxymethyl phenyl ketone
B
1-phenyl-2-hydroxyethanone
Conditions | Yield |
---|---|
In methanol at 25℃; Kinetics; Concentration; | A 36.3% B 67.2% |
ethyl 2-methoxyacetate
A
methoxymethyl phenyl ketone
B
1-hydroxy-2-methoxy-1,1-diphenylethane
Conditions | Yield |
---|---|
In diethyl ether at -78 - 20℃; | A 29% B 67% |
methanol
para-methylacetophenone
A
methoxymethyl phenyl ketone
B
methyl p-tolylacetate
Conditions | Yield |
---|---|
With [bis(acetoxy)iodo]benzene; hydrogen cation at 60℃; for 1h; oxidative rearrangement; | A 11% B 67% |
methanol
[bis(acetoxy)iodo]benzene
phenylacetylene
A
2-acetoxyacetophenone
B
methoxymethyl phenyl ketone
C
2-methoxy-1-phenylvinyl acetate
Conditions | Yield |
---|---|
at 70℃; for 12h; | A 66% B 13% C 6% |
Conditions | Yield |
---|---|
With iodosylbenzene; boron trifluoride diethyl etherate Product distribution; other α-metallo ketones; other alcohol; | 65% |
methanol
1-phenylbutan-1,3-dione
A
methoxymethyl phenyl ketone
B
benzeneacetic acid methyl ester
Conditions | Yield |
---|---|
With iodosylbenzene; boron trifluoride diethyl etherate for 8h; Mechanism; Ambient temperature; | A 63% B 24% |
With iodosylbenzene; boron trifluoride diethyl etherate for 8h; Ambient temperature; | A 63% B 24% |
styrene
methanol
A
methoxymethyl phenyl ketone
C
benzaldehyde
Conditions | Yield |
---|---|
With oxygen; magnesium oxide; 9-(2-mesityl)-10-methylacridinium perchlorate In ethyl acetate at 20℃; for 10h; Reagent/catalyst; Time; Solvent; Irradiation; Green chemistry; | A 6 %Spectr. B 63% C 8 %Spectr. |
morpholine
3-(methoxymethyl)-3-phenyldioxetane
A
methoxymethyl phenyl ketone
Conditions | Yield |
---|---|
In dichloromethane at 0℃; for 0.2h; | A 1% B 62% |
3-(methoxymethyl)-3-phenyldioxetane
A
methoxymethyl phenyl ketone
Conditions | Yield |
---|---|
With morpholine In dichloromethane at 0℃; for 0.2h; | A 1% B 62% |
methanol
acetophenone
A
methoxymethyl phenyl ketone
B
benzeneacetic acid methyl ester
Conditions | Yield |
---|---|
With [bis(acetoxy)iodo]benzene at 60℃; for 1h; | A 17% B 59% |
With [hydroxy(tosyloxy)]iodobenzene for 36h; Mechanism; Ambient temperature; var. p-substituted acetophenones, other reagents; | A 10% B 57% |
With [hydroxy(tosyloxy)]iodobenzene for 36h; Ambient temperature; | A 10% B 57% |
With [bis(acetoxy)iodo]benzene; sulfuric acid at 60℃; for 1h; | A 21% B 56% |
With [bis(acetoxy)iodo]benzene; hydrogen cation at 60℃; for 1h; oxidative rearrangement; | A 21% B 56% |
methoxymethyl phenyl ketone
(R)-Phenylglycinol
(R)-2,4-diphenyl-2-(methoxymethyl)-1,3-oxazolidine
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In benzene for 72h; Heating; | 100% |
methoxymethyl phenyl ketone
allyltributylstanane
Conditions | Yield |
---|---|
With tin(ll) chloride In acetonitrile for 1h; | 100% |
5-iodoisatin
methoxymethyl phenyl ketone
Conditions | Yield |
---|---|
With hydrogenchloride; potassium hydroxide In ethanol for 72h; Heating; | 100% |
Conditions | Yield |
---|---|
Stage #1: methoxymethyl phenyl ketone; allylmagnesium bromide In tetrahydrofuran at 20℃; for 3h; Stage #2: With water; ammonium chloride In tetrahydrofuran | 100% |
In tetrahydrofuran at -78℃; Inert atmosphere; | 100% |
Stage #1: methoxymethyl phenyl ketone; allylmagnesium bromide In tetrahydrofuran at 20℃; for 3h; Stage #2: With water; ammonium chloride In tetrahydrofuran |
trimethylsilyl cyanide
methoxymethyl phenyl ketone
3-methoxy-2-phenyl-2-(trimethylsilyloxy)propionitrile
Conditions | Yield |
---|---|
indium(III) bromide In dichloromethane at 20℃; for 0.5h; | 99% |
With indium(III) bromide In dichloromethane at 20℃; for 0.5h; | 99% |
With zinc(II) iodide In dichloromethane for 24h; Ambient temperature; |
methoxymethyl phenyl ketone
(E)-cinnamyl(tributyl)tin
Conditions | Yield |
---|---|
With tin(ll) chloride In acetonitrile at 20℃; for 3h; | 99% |
4-bromo-trans-crotonic acid ethyl ester
methoxymethyl phenyl ketone
Conditions | Yield |
---|---|
With indium In tetrahydrofuran at 20℃; for 20h; | 99% |
Conditions | Yield |
---|---|
Stage #1: methoxymethyl phenyl ketone With lithium diisopropyl amide In tetrahydrofuran; hexane at -40℃; for 1h; Inert atmosphere; Schlenk technique; Stage #2: With indium(III) chloride In tetrahydrofuran; hexane at -40 - 25℃; for 1.5h; Inert atmosphere; Schlenk technique; Stage #3: benzaldehyde In tetrahydrofuran; hexane at 67℃; for 1h; Reagent/catalyst; Temperature; Aldol Addition; Inert atmosphere; Schlenk technique; | 99% |
2-aminopyridine
methoxymethyl phenyl ketone
3-Methoxy-2-phenylimidazo<1,2-a>pyridine
Conditions | Yield |
---|---|
With iodine In 1,2-dichloro-ethane at 100℃; for 0.5h; | 96% |
With copper(l) iodide; oxygen In 1,2-dichloro-ethane at 100℃; under 760.051 Torr; Sealed tube; | 71% |
With copper(l) iodide; oxygen In 1,2-dichloro-ethane at 100℃; for 16h; | 71% |
Conditions | Yield |
---|---|
With indium In tetrahydrofuran at 20℃; for 5h; | 95% |
Conditions | Yield |
---|---|
With indium In tetrahydrofuran; water at 20℃; for 16h; | 95% |
trimethylsilyl cyanide
methoxymethyl phenyl ketone
(R)-3-methoxy-2-phenyl-2-trimethylsilyloxypropanenitrile
Conditions | Yield |
---|---|
With tert-butyl methyl ether; Ru[t-leu]2[(S)-binap]; lithium phenolate at -40℃; for 2h; Inert atmosphere; optical yield given as %ee; enantioselective reaction; | 95% |
methoxymethyl phenyl ketone
Conditions | Yield |
---|---|
With [D]-sodium hydroxide; deuteromethanol; water-d2 for 21h; Reflux; | 95% |
Conditions | Yield |
---|---|
With potassium tert-butylate In N,N-dimethyl-formamide at 60℃; for 13h; Inert atmosphere; Schlenk technique; | 94% |
Conditions | Yield |
---|---|
With ammonium chloride; zinc In ethanol for 0.5h; Heating; | 93% |
With 2,6-bis[1-(2,6-dimethylphenylimino)ethyl]pyridine cobalt(II)dichloride; bis(pinacol)diborane; sodium t-butanolate In tetrahydrofuran; methanol at 65℃; for 24h; Schlenk technique; Inert atmosphere; | 30% |
Conditions | Yield |
---|---|
With sodium tetrahydroborate In methanol at 0 - 20℃; for 3.5h; | 92% |
With sodium tetrahydroborate In methanol at 0 - 20℃; Inert atmosphere; | 86% |
84% |
Conditions | Yield |
---|---|
With bromine for 1h; Heating; | 92% |
methoxymethyl phenyl ketone
tributyl(cyclohex-2-en-1-yl)stannane
Conditions | Yield |
---|---|
With tin(ll) chloride In acetonitrile at 20℃; for 3h; | 92% |
methoxymethyl phenyl ketone
isopropyl alcohol
(R)-2-methoxy-1-phenyl-ethanol
Conditions | Yield |
---|---|
With potassium tert-butylate In tert-butyl alcohol | 92% |
methoxymethyl phenyl ketone
methyl 2-oxo-2-phenylacetate
Conditions | Yield |
---|---|
With iodine; sodium carbonate In 1,2-dichloro-ethane at 60℃; for 3h; Time; | 92% |
Conditions | Yield |
---|---|
With hydrogenchloride; potassium hydroxide In ethanol for 72h; Heating; | 90% |
7-iodoisatin
methoxymethyl phenyl ketone
Conditions | Yield |
---|---|
With hydrogenchloride; potassium hydroxide In ethanol for 72h; Heating; | 90% |
Conditions | Yield |
---|---|
With indium In tetrahydrofuran Reformatsky-type reaction; Heating; | 90% |
Conditions | Yield |
---|---|
Stage #1: 2,3-dimethyl-buta-1,3-diene With dichloroindium hydride In tetrahydrofuran at 20℃; for 5h; Stage #2: methoxymethyl phenyl ketone With water In tetrahydrofuran at 20℃; for 14h; regioselective reaction; | 90% |
Conditions | Yield |
---|---|
With titanium(IV) tetrabutoxide; triethylsilyl chloride In dichloromethane at 20℃; | A n/a B 90% |
The CAS register number of Ethanone,2-methoxy-1-phenyl- is 4079-52-1. It also can be called as alpha-Methoxyacetophenone and the IUPAC name about this chemical is 2-methoxy-1-phenylethanone. The molecular formula about this chemical is C9H10O2 and the molecular weight is 150.17. It belongs to the following product categories which include C9; Carbonyl Compounds; Ketones and so on.
Physical properties about Ethanone,2-methoxy-1-phenyl- are: (1)ACD/LogP: 1.40; (2)ACD/LogD (pH 5.5): 1.4; (3)ACD/LogD (pH 7.4): 1.4; (4)ACD/BCF (pH 5.5): 6.78; (5)ACD/BCF (pH 7.4): 6.78; (6)ACD/KOC (pH 5.5): 137.02; (7)ACD/KOC (pH 7.4): 137.02; (8)#H bond acceptors: 2; (9)#Freely Rotating Bonds: 3; (10)Polar Surface Area: 26.3Å2; (11)Index of Refraction: 1.504; (12)Molar Refractivity: 42.65 cm3; (13)Molar Volume: 143.8 cm3; (14)Polarizability: 16.91x10-24cm3; (15)Surface Tension: 35.8 dyne/cm; (16)Flash Point: 94.9 °C; (17)Enthalpy of Vaporization: 47.48 kJ/mol; (18)Boiling Point: 237.9 °C at 760 mmHg; (19)Vapour Pressure: 0.0436 mmHg at 25°C.
Preparation: this chemical can be prepared by 2-diazo-1-phenyl-ethanone and methanol. This reaction will need reagent copper.
Uses of Ethanone,2-methoxy-1-phenyl-: it can be used to produce oxo-phenyl-acetic acid methyl ester with methanol at heating. This reaction will need reagent Br2 with reaction time of 1 hours. The yield is about 92%.
You can still convert the following datas into molecular structure:
(1)SMILES: O=C(c1ccccc1)COC
(2)InChI: InChI=1/C9H10O2/c1-11-7-9(10)8-5-3-2-4-6-8/h2-6H,7H2,1H3
(3)InChIKey: YRNDGUSDBCARGC-UHFFFAOYAV
(4)Std. InChI: InChI=1S/C9H10O2/c1-11-7-9(10)8-5-3-2-4-6-8/h2-6H,7H2,1H3
(5)Std. InChIKey: YRNDGUSDBCARGC-UHFFFAOYSA-N
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