Product Name

  • Name

    4-Methoxyphenacyl chloride

  • EINECS
  • CAS No. 2196-99-8
  • Article Data80
  • CAS DataBase
  • Density 1.18 g/cm3
  • Solubility
  • Melting Point 98-100 °C
  • Formula C9H9ClO2
  • Boiling Point 302.7 °C at 760 mmHg
  • Molecular Weight 184.622
  • Flash Point 134.2 °C
  • Transport Information UN 1759
  • Appearance Pale yellow to beige crystalline powder
  • Safety 45-36/37/39-26
  • Risk Codes 34
  • Molecular Structure Molecular Structure of 2196-99-8 (4-Methoxyphenacyl chloride)
  • Hazard Symbols CorrosiveC
  • Synonyms Acetophenone,2-chloro-4'-methoxy- (6CI,7CI,8CI);2-Chloro-1-(4-methoxyphenyl)ethanone;2-Chloro-1-(4'-methoxyphenyl)ethanone;2-Chloro-4'-methoxyacetophenone;4'-Methoxy-2-chloroacetophenone;Chloromethyl4-methoxyphenyl ketone;NSC 41670;p-Methoxyphenacyl chloride;a-Chloro-4-methoxyacetophenone;a-Chloro-4'-methoxyacetophenone;
  • PSA 26.30000
  • LogP 2.11670

Synthetic route

N-methyl-N-nitrosotoluene-p-sulfonamide
80-11-5

N-methyl-N-nitrosotoluene-p-sulfonamide

4-methoxy-benzoyl chloride
100-07-2

4-methoxy-benzoyl chloride

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
Stage #1: N-methyl-N-nitrosotoluene-p-sulfonamide With potassium hydroxide In methanol; water; N,N-dimethyl-formamide Flow reactor;
Stage #2: 4-methoxy-benzoyl chloride In methanol; diethyl ether; water; N,N-dimethyl-formamide at 0 - 30℃; for 1.5h; Sonication;
Stage #3: With hydrogenchloride In methanol; diethyl ether; water; N,N-dimethyl-formamide for 1h;
99%
1-(4-methoxyphenyl)ethanone
100-06-1

1-(4-methoxyphenyl)ethanone

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
With hydrogenchloride; ammonium nitrate; iodine; oxygen In water; acetonitrile at 60℃; for 72h; Solvent; Green chemistry; Large scale; chemoselective reaction;98%
With N,N,N-trimethylbenzenemethanaminium dichloroiodate In methanol; 1,2-dichloro-ethane for 5h; Heating;97%
With 1,3-dichloro-5,5-dimethylhydantoin; toluene-4-sulfonic acid In methanol at 30 - 35℃; for 8h;94%
4-(2-chloroethynyl)anisole
33491-06-4

4-(2-chloroethynyl)anisole

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
With tetrafluoroboric acid; water In 2,2,2-trifluoroethanol at 80℃; for 10h;95%
2,2,2-trichloro-1-(4-methoxyphenyl)ethan-1-ol
14337-31-6

2,2,2-trichloro-1-(4-methoxyphenyl)ethan-1-ol

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
With [2,2]bipyridinyl; copper(l) chloride In 1,2-dichloro-ethane for 3h; Heating;90%
Multi-step reaction with 4 steps
1: 90 percent / NaH / tetrahydrofuran / 1 h / 0 °C
2: 0.2M ammonium nitrate / methanol; H2O / cathodic reduction
3: 5M KOH / ethanol / Heating
4: cond. H2SO4 / H2O; dioxane / 3 h / Ambient temperature
View Scheme
4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

chloroacetyl chloride
79-04-9

chloroacetyl chloride

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
With potassium carbonate In toluene at 20℃; for 2h; Suzuki-Miyaura Coupling; Inert atmosphere;88%
With mono(1-benzyl-3-(1-benzyl-1-methylpyrrolidin-1-ium-2-yl)pyridin-1-ium)monopalladium(II) tetrachloride; potassium carbonate In chloroform at 20℃; for 0.75h;91 %Chromat.
[1-(4-methoxyphenyl)vinyloxy]trimethylsilane
55991-65-6

[1-(4-methoxyphenyl)vinyloxy]trimethylsilane

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
With tris(triphenylphosphine)ruthenium(II) chloride; trifluoromethane sulfonyl chloride In benzene at 120℃; for 7h;85%
Trichloromethanesulfonyl chloride
2547-61-7

Trichloromethanesulfonyl chloride

[1-(4-methoxyphenyl)vinyloxy]trimethylsilane
55991-65-6

[1-(4-methoxyphenyl)vinyloxy]trimethylsilane

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
With ruthenium(II) In benzene at 120℃; for 7h; sealed;80%
methoxybenzene
100-66-3

methoxybenzene

chloroacetyl chloride
79-04-9

chloroacetyl chloride

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
With aluminium trichloride In dichloromethane for 2h; Ambient temperature;78.5%
With carbon disulfide; aluminium trichloride
With carbon disulfide; aluminium trichloride
4-methoxyphenylacetylen
768-60-5

4-methoxyphenylacetylen

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
With hydrogenchloride; iodine In dimethyl sulfoxide at 20℃; for 16h;76%
4-Methoxystyrene
637-69-4

4-Methoxystyrene

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
With magnesium(II) chloride hexahydrate; oxygen; lithium perchlorate; manganese(ll) chloride In dichloromethane; acetone at 40℃; for 40h; Electrochemical reaction;71%
With magnesium(II) chloride hexahydrate; cobalt(II) chloride hexahydrate; sulfuric acid; oxygen; lithium perchlorate In dichloromethane; acetone at 40℃; for 12h; Electrolysis; Sealed tube; chemoselective reaction;65%
With iron(III) chloride; potassium chloride; oxygen; toluene-4-sulfonic acid In tert-butyl methyl ether at 20℃; Irradiation; Green chemistry;43%
Multi-step reaction with 3 steps
1: thionyl chloride / chloroform / 20 °C
2: tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide / water / 24 h / 70 °C
3: iron(III) trifluoromethanesulfonate; 2-((4R,5R)-1-((4-(tert-butyl)phenyl)sulfonyl)-4,5-diphenylimidazolidin-2-yl)-6-((4R,5R)-1-((4-(tert-butyl)phenyl)sulfonyl)-4,5-diphenylimidazolidin-2-yl)pyridine; oxygen / 1,2-dichloro-ethane / 16 h / 75 °C / 760.05 Torr / Green chemistry
View Scheme
methoxybenzene
100-66-3

methoxybenzene

chloroacetic acid
79-11-8

chloroacetic acid

A

2-chloro-1-(2-methoxy-phenyl)-ethanone
53688-19-0

2-chloro-1-(2-methoxy-phenyl)-ethanone

B

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
With P2O5/silica gel In 1,2-dichloro-ethane for 3h; Friedel Crafts acylation; Reflux;A 12 %Spectr.
B 70%
1-(1-chloroethenyl)-4-methoxybenzene
40811-01-6

1-(1-chloroethenyl)-4-methoxybenzene

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
With iron(III) trifluoromethanesulfonate; 2-((4R,5R)-1-((4-(tert-butyl)phenyl)sulfonyl)-4,5-diphenylimidazolidin-2-yl)-6-((4R,5R)-1-((4-(tert-butyl)phenyl)sulfonyl)-4,5-diphenylimidazolidin-2-yl)pyridine; oxygen In 1,2-dichloro-ethane at 75℃; under 760.051 Torr; for 16h; Solvent; Green chemistry; chemoselective reaction;70%
2-diazo-1-(4-methoxyphenyl)ethanone
6832-17-3

2-diazo-1-(4-methoxyphenyl)ethanone

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
With iron(III) chloride; silica gel In dichloromethane at 20℃; for 0.166667h;65%
chloroacetonitrile
107-14-2

chloroacetonitrile

methoxybenzene
100-66-3

methoxybenzene

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
With trifluorormethanesulfonic acid for 264h; Ambient temperature;63%
(Z)-2-chloro-1-ethoxy-p-methoxystyrene

(Z)-2-chloro-1-ethoxy-p-methoxystyrene

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
With hydrogenchloride; ethanol In 1,2-dichloro-ethane at 20℃;62%
2-chloro-1-(4-methoxyphenyl)-2-(phenylsulfinyl)-1-ethanone
162147-95-7

2-chloro-1-(4-methoxyphenyl)-2-(phenylsulfinyl)-1-ethanone

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
With ethylmagnesium bromide In tetrahydrofuran at -70 - -40℃; for 2h;60%
2,2,2-trichloro-1-(4-methoxyphenyl)ethan-1-one
36458-91-0

2,2,2-trichloro-1-(4-methoxyphenyl)ethan-1-one

A

(Z)-2,3-dichloro-1,4-bis(4-methoxyphenyl)but-2-ene-1,4-dione

(Z)-2,3-dichloro-1,4-bis(4-methoxyphenyl)but-2-ene-1,4-dione

B

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
With [2,2]bipyridinyl; copper(l) chloride In 1,2-dichloro-ethane; benzene for 1h; Inert atmosphere; Schlenk technique; Reflux; diastereoselective reaction;A 60%
B 18%
4-Methoxystyrene
637-69-4

4-Methoxystyrene

N-chloro-N-fluoro-benzenesulfonamide

N-chloro-N-fluoro-benzenesulfonamide

A

(Z)-N-(2-chloro-1-(4-methoxyphenyl)vinyl)benzenesulfonamide

(Z)-N-(2-chloro-1-(4-methoxyphenyl)vinyl)benzenesulfonamide

B

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
Stage #1: 4-Methoxystyrene; N-chloro-N-fluoro-benzenesulfonamide In dichloromethane at 35℃; for 12h;
Stage #2: With triethylamine In dichloromethane at 35℃; for 1h;
A 48%
B 38%
1-(4-methoxyphenyl)ethanone
100-06-1

1-(4-methoxyphenyl)ethanone

A

2-chloro-1-(3-chloro-4-methoxyphenyl)-ethanone
79881-25-7

2-chloro-1-(3-chloro-4-methoxyphenyl)-ethanone

B

4-acetyl-2-chloroanisole
37612-52-5

4-acetyl-2-chloroanisole

C

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
With aluminum oxide; sodium chlorite; manganese(III) acetylacetonate In dichloromethane at 20℃; for 3.16667h;A 25%
B 22%
C 30%
With chlorine In acetic acid for 0.5h; Ambient temperature;A 14%
B 19%
C 29%
1-(4-methoxyphenyl)ethanone
100-06-1

1-(4-methoxyphenyl)ethanone

A

2,2-dichloro-4'-methoxyacetophenone
29003-60-9

2,2-dichloro-4'-methoxyacetophenone

B

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
With hydrogenchloride; potassium permanganate In acetonitrile at 60℃;A 16%
B 28%
With aluminum (III) chloride; oxygen; vanadium(V) oxytriisopropoxide; tetra-(n-butyl)ammonium iodide In acetonitrile at 80℃; for 24h;A 13 %Spectr.
B 44 %Spectr.
2-chloro-1,3-bis(4′-methoxy-phenyl)-1,3-propanedione
710949-40-9

2-chloro-1,3-bis(4′-methoxy-phenyl)-1,3-propanedione

A

1,3-bis(4'-methoxyphenyl)propane-1,3-dione
18362-51-1

1,3-bis(4'-methoxyphenyl)propane-1,3-dione

B

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
Stage #1: 2-chloro-1,3-bis(4′-methoxy-phenyl)-1,3-propanedione With [Cu(tris(2-pyridylmethyl)amine)(CH3CN)](ClO4)2; lithium hexamethyldisilazane In diethyl ether; acetonitrile for 48h; Inert atmosphere; Glovebox;
Stage #2: With water In diethyl ether; acetonitrile
A n/a
B 28%
p-hydroxyphenacyl chloride
6305-04-0

p-hydroxyphenacyl chloride

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
With methanol; diethyl ether
4-methoxy-benzoyl chloride
100-07-2

4-methoxy-benzoyl chloride

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
With diethyl ether
methoxybenzene
100-66-3

methoxybenzene

chloroacetyl chloride
79-04-9

chloroacetyl chloride

A

2-chloro-1,1-bis-(4-methoxy-phenyl)-ethene
2132-66-3

2-chloro-1,1-bis-(4-methoxy-phenyl)-ethene

B

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
With aluminium trichloride at 20℃;
methoxybenzene
100-66-3

methoxybenzene

chloroacetyl chloride
79-04-9

chloroacetyl chloride

A

2-chloro-1-(2-methoxy-phenyl)-ethanone
53688-19-0

2-chloro-1-(2-methoxy-phenyl)-ethanone

B

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
With carbon disulfide; aluminium trichloride in der Kaelte;
With iron(III) oxide at 20℃; for 0.25h; Friedel Crafts acylation; regioselective reaction;
triphenylacetic acid
595-91-5

triphenylacetic acid

methoxybenzene
100-66-3

methoxybenzene

Chloroacetic anhydride
541-88-8

Chloroacetic anhydride

A

(4-methoxyphenyl)triphenylmethane
7402-89-3

(4-methoxyphenyl)triphenylmethane

B

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
at 150 - 155℃;
4-Methoxystyrene
637-69-4

4-Methoxystyrene

A

Z-1-(2-chloroethenyl)phenyl methyl ether
18684-79-2

Z-1-(2-chloroethenyl)phenyl methyl ether

B

1-[(E)-2-chlorovinyl]-4-methoxybenzene
18684-94-1

1-[(E)-2-chlorovinyl]-4-methoxybenzene

C

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

D

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
With chlorine dioxide In tetrachloromethane at 52 - 54℃; for 1.16667h; Further byproducts given. Title compound not separated from byproducts;A 4.2 % Chromat.
B 14.1 % Chromat.
C 1.5 % Chromat.
D 33.7 % Chromat.
With chlorine dioxide In tetrachloromethane at 52 - 54℃; for 1.16667h; Further byproducts given;A 4.2 % Chromat.
B 14.1 % Chromat.
C 1.5 % Chromat.
D 33.7 % Chromat.
4-Methoxystyrene
637-69-4

4-Methoxystyrene

A

Z-1-(2-chloroethenyl)phenyl methyl ether
18684-79-2

Z-1-(2-chloroethenyl)phenyl methyl ether

B

1-[(E)-2-chlorovinyl]-4-methoxybenzene
18684-94-1

1-[(E)-2-chlorovinyl]-4-methoxybenzene

C

4-methoxybenzoic acid
100-09-4

4-methoxybenzoic acid

D

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
With chlorine dioxide In tetrachloromethane at 52 - 54℃; for 1.16667h; Further byproducts given;A 4.2 % Chromat.
B 14.1 % Chromat.
C 1.2 % Chromat.
D 33.7 % Chromat.
1-((E)-2-Chloro-1-methoxy-vinyl)-4-methoxy-benzene

1-((E)-2-Chloro-1-methoxy-vinyl)-4-methoxy-benzene

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
With sulfuric acid In 1,4-dioxane; water for 3h; Ambient temperature; Yield given;
2-nitro-benzaldehyde
552-89-6

2-nitro-benzaldehyde

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

trans-(4-methoxyphenyl)(3-(2-nitrophenyl)oxiran-2-yl)methanone
73936-40-0

trans-(4-methoxyphenyl)(3-(2-nitrophenyl)oxiran-2-yl)methanone

Conditions
ConditionsYield
With sodium ethanolate In ethanol at 20℃; for 0.5h; Darzens Condensation; stereoselective reaction;100%
With methanol; sodium at 20℃; for 0.25h; Darzens Condensation;
2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

(S)-1-chloro-2-hydroxy-2-(p-methoxyphenyl)ethane

(S)-1-chloro-2-hydroxy-2-(p-methoxyphenyl)ethane

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; f-amphox; hydrogen; potassium carbonate In ethanol; hexane at 25 - 30℃; under 60804.1 Torr; for 48h; Pressure; Inert atmosphere; Glovebox; Autoclave; enantioselective reaction;99%
With potassium tert-butylate; isopropyl alcohol; chloro[(1R,2R)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine] (pentamethylcyclopentadienyl) rhodium at 25℃;96%
With borane-THF; potassium hydroxide; (S)-Corey-Bakshi-Shibata oxazaborolidine In diethyl ether; water at -30℃;
With (R)-alcohol dehydrogenase from Lactobacillus kefir DSM 20587 In aq. buffer at 30℃; for 12h; pH=7; Enzymatic reaction; stereoselective reaction;n/a
With nicotinamide adenine dinucleotide phosphate; isopropyl alcohol In dimethyl sulfoxide at 30℃; for 24h; pH=7.5; Enzymatic reaction; enantioselective reaction;n/a
5-(4-methylphenyl)-4-phenyl-2,4-dihydro-3H-1,2,4-triazole-3-thione
93378-56-4

5-(4-methylphenyl)-4-phenyl-2,4-dihydro-3H-1,2,4-triazole-3-thione

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

1-(4-methoxyphenyl)-2-{[5-(4-methylphenyl)-4-phenyl-4H-1,2,4-triazol-3-yl]thio}ethanone
743477-46-5

1-(4-methoxyphenyl)-2-{[5-(4-methylphenyl)-4-phenyl-4H-1,2,4-triazol-3-yl]thio}ethanone

Conditions
ConditionsYield
With potassium carbonate In acetone for 2h; Heating / reflux;99%
2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

(R)-1-chloro-2-hydroxy-2-(p-methoxyphenyl)ethane

(R)-1-chloro-2-hydroxy-2-(p-methoxyphenyl)ethane

Conditions
ConditionsYield
With formic acid; C31H33N2O3RuS; potassium formate In water; ethyl acetate at 60℃; for 4h; Inert atmosphere; enantioselective reaction;98%
With sodium perchlorate; hydrogen; chloro[(1S,2S)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine]-(mesitylene) ruthenium (II) In methanol at 30℃; under 76005.1 Torr; for 24h; Product distribution / selectivity;93%
With nicotinamide adenine dinucleotide phosphate; isopropyl alcohol In dimethyl sulfoxide at 30℃; for 24h; pH=7.5; Reagent/catalyst; Enzymatic reaction; enantioselective reaction;90%
With glucose; glucose dehydrogenase from Bacillus subtilis CGMCC 1.1398; medium-chain dehydrogenase from Kuraishia capsulate CBS1993; NAD In aq. phosphate buffer for 16h; pH=7.0; Enzymatic reaction; enantioselective reaction;n/a
2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

(4-methoxyphenyl)(4-(4-methoxyphenyl)-1H-imidazol-2-yl)methanone
1097-25-2

(4-methoxyphenyl)(4-(4-methoxyphenyl)-1H-imidazol-2-yl)methanone

Conditions
ConditionsYield
With sodium azide; choline chloride; glycerol at 80℃; for 4h; Green chemistry;98%
3-methoxybenzenethiol
15570-12-4

3-methoxybenzenethiol

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

α-(3-methoxyphenyl-thio)-4-methoxyacetophenone
63675-73-0

α-(3-methoxyphenyl-thio)-4-methoxyacetophenone

Conditions
ConditionsYield
Stage #1: 3-methoxybenzenethiol With sodium methylate In methanol at 35℃;
Stage #2: 2-chloro-1-(4-methoxyphenyl)ethanone In methanol at 0 - 35℃; for 1.16667h;
97.4%
4-phenyl-5-(pyridin-4-yl)-2,4-dihydro-3H-1,2,4-triazole-3-thione
16629-40-6

4-phenyl-5-(pyridin-4-yl)-2,4-dihydro-3H-1,2,4-triazole-3-thione

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

1-(4-methoxyphenyl)-2-[(4-phenyl-5-pyridin-4-yl-4H-1,2,4-triazol-3-yl)thio]ethanone
325694-22-2

1-(4-methoxyphenyl)-2-[(4-phenyl-5-pyridin-4-yl-4H-1,2,4-triazol-3-yl)thio]ethanone

Conditions
ConditionsYield
With potassium carbonate In acetone for 3h; Heating / reflux;97%
2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

(+/-)-1-chloro-2-hydroxy-2-(p-methoxyphenyl)ethane
4973-18-6

(+/-)-1-chloro-2-hydroxy-2-(p-methoxyphenyl)ethane

Conditions
ConditionsYield
With sodium tetrahydroborate In methanol at 2℃;96.2%
95.9%
With formic acid; 4-methoxy-N-(1-(naphthalen-2-yl)ethylidene)aniline; sodium formate In water at 80℃; for 18h; pH=4.5; Inert atmosphere; chemoselective reaction;92%
potassium acetate
127-08-2

potassium acetate

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

p-methoxyphenacyl acetate
58518-78-8

p-methoxyphenacyl acetate

Conditions
ConditionsYield
With [bmim]Br at 20℃; for 0.666667h;96%
5-chloro-2-nitrobenzaldehyde
6628-86-0

5-chloro-2-nitrobenzaldehyde

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

C16H12ClNO5

C16H12ClNO5

Conditions
ConditionsYield
With sodium methylate In methanol at 15℃; for 0.25h; Darzens Condensation;96%
salicylaldehyde
90-02-8

salicylaldehyde

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

(1-benzofuran-2-yl)(4-methoxyphenyl)methanone
63157-19-7

(1-benzofuran-2-yl)(4-methoxyphenyl)methanone

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane In tetrahydrofuran at 20℃; for 0.0666667h; Rap-Stoermer reaction;95%
With potassium carbonate at 100℃; for 0.416667h; Rapp-Stoermer Benzofuran Synthesis; Inert atmosphere;86%
2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

A

(S)-1-chloro-2-hydroxy-2-(p-methoxyphenyl)ethane

(S)-1-chloro-2-hydroxy-2-(p-methoxyphenyl)ethane

B

(R)-1-chloro-2-hydroxy-2-(p-methoxyphenyl)ethane

(R)-1-chloro-2-hydroxy-2-(p-methoxyphenyl)ethane

Conditions
ConditionsYield
With formic acid*triethylamine; Ru/(S,S)-DPEN/MCF In dichloromethane at 20℃; for 12h;A 94%
B n/a
With Geotrichum sp. 38 in 5percent glucose In dimethyl sulfoxide at 30℃; for 17h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With dimethylsulfide borane complex; (S)-chiral pyrrolidine-based ionic liquid In toluene Heating; Title compound not separated from byproducts;
4-methoxybenzoic acid hydrazide
3290-99-1

4-methoxybenzoic acid hydrazide

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

3,6-bis(4-methoxyphenyl)-1,2,4-triazine
64327-01-1

3,6-bis(4-methoxyphenyl)-1,2,4-triazine

Conditions
ConditionsYield
With ammonium propionate; propionic acid In 1-methyl-pyrrolidin-2-one at 190℃; for 36h;94%
2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

1-(4-methoxyphenyl)ethanone
100-06-1

1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
With bismuth(III) chloride; sodium tetrahydroborate; sodium iodide In acetone Ambient temperature;93.3%
With triphenyl phosphite; sodium hydrogencarbonate; (BrBu2Te)2O In water; N,N-dimethyl-formamide at 80℃; for 5h;89%
With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; acetic acid for 1.5h; Irradiation; Inert atmosphere;88%
With tris(2,2'-bipyridyl)ruthenium dichloride; 1,5-dimethoxynaphthalene; ascorbic acid In methanol; water for 15h; Inert atmosphere; Irradiation;81%
5-acetyl-2,4-dimethylthiazole
38205-60-6

5-acetyl-2,4-dimethylthiazole

thiosemicarbazide
79-19-6

thiosemicarbazide

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

2-(4-(4-methoxyphenyl)thiazol-2-yl)-1-(1-(2,4-dimethylthiazol-5-yl)ethylidene)hydrazine

2-(4-(4-methoxyphenyl)thiazol-2-yl)-1-(1-(2,4-dimethylthiazol-5-yl)ethylidene)hydrazine

Conditions
ConditionsYield
at 20℃; for 0.5h; Solvent;93%
5-acetyl-4-methyl-2-phenylthiazole
7520-94-7

5-acetyl-4-methyl-2-phenylthiazole

thiosemicarbazide
79-19-6

thiosemicarbazide

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

2-(4-(4-methoxyphenyl)thiazol-2-yl)-1-(1-(4-methyl-2-phenyl thiazol-5-yl)ethylidene)hydrazine

2-(4-(4-methoxyphenyl)thiazol-2-yl)-1-(1-(4-methyl-2-phenyl thiazol-5-yl)ethylidene)hydrazine

Conditions
ConditionsYield
at 20℃; for 0.5h; Solvent;93%
2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
72824-04-5

2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

(S)-1-chloro-2-(4-methoxyphenyl)pent-4-en-2-ol

(S)-1-chloro-2-(4-methoxyphenyl)pent-4-en-2-ol

Conditions
ConditionsYield
With methanol; (S)-2-((2-hydroxy-3-(triphenylsilyl)benzyl)amino)-3-methyl-1-(pyrrolidin-1-yl)butan-1-one; zinc dimethoxide In toluene at 22℃; for 4h; Inert atmosphere; enantioselective reaction;93%
1-(2-hydroxy-5-nitrophenyl)ethanone
1450-76-6

1-(2-hydroxy-5-nitrophenyl)ethanone

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

2-(4-methoxy benzoyl) 3-methyl 5-nitro benzofuran
141645-11-6

2-(4-methoxy benzoyl) 3-methyl 5-nitro benzofuran

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 20℃; for 4h; Solvent; Molecular sieve; Inert atmosphere;92.15%
cyclohexene
110-83-8

cyclohexene

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

A

6-Methoxy-2,3,4,4a,10,10a-hexahydro-1H-phenanthren-9-one
101869-96-9

6-Methoxy-2,3,4,4a,10,10a-hexahydro-1H-phenanthren-9-one

B

1-(4-methoxyphenyl)ethanone
100-06-1

1-(4-methoxyphenyl)ethanone

Conditions
ConditionsYield
With silver trifluoromethanesulfonate In benzene for 4h; Irradiation;A 92%
B n/a
methyl magnesium iodide
917-64-6

methyl magnesium iodide

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

1-chloro-2-(4-methoxyphenyl)propan-2-ol
98815-47-5

1-chloro-2-(4-methoxyphenyl)propan-2-ol

Conditions
ConditionsYield
In tetrahydrofuran at -78℃; for 1.5h;92%
1-methyl-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one
5334-56-5

1-methyl-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

5-[2-(4-methoxyphenyl)-2-oxoethyl]-1-methyl-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one
1234320-82-1

5-[2-(4-methoxyphenyl)-2-oxoethyl]-1-methyl-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide; acetonitrile for 7h; Reflux;92%
2-amino-phenol
95-55-6

2-amino-phenol

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

3-(4-methoxyphenyl)-2H-benzo[b][1,4]oxazine
112030-48-5

3-(4-methoxyphenyl)-2H-benzo[b][1,4]oxazine

Conditions
ConditionsYield
With iodine; potassium carbonate In tetrahydrofuran; water at 20℃; for 7.5h; Inert atmosphere; Green chemistry;92%
2-(phenylamino)pyridine
6631-37-4

2-(phenylamino)pyridine

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

2-(4-methoxyphenyl)-1-(pyridin-2-yl)-1H-indole
1310709-07-9

2-(4-methoxyphenyl)-1-(pyridin-2-yl)-1H-indole

Conditions
ConditionsYield
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; sodium fluoride In methanol at 90℃; for 24h;92%
vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

1-chloro-2-(4-methoxyphenyl)but-3-en-2-ol

1-chloro-2-(4-methoxyphenyl)but-3-en-2-ol

Conditions
ConditionsYield
In tetrahydrofuran at -78℃; for 2.5h; Inert atmosphere;91%
1-ethyl-4-ethynylbenzene
40307-11-7

1-ethyl-4-ethynylbenzene

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

C19H19N3O2

C19H19N3O2

Conditions
ConditionsYield
With sodium azide In water at 20℃; for 2h; Green chemistry;91%
o-hydroxyacetophenone
118-93-4

o-hydroxyacetophenone

2-chloro-1-(4-methoxyphenyl)ethanone
2196-99-8

2-chloro-1-(4-methoxyphenyl)ethanone

(4-methoxyphenyl)-(3-methylbenzofuran-2-yl)methanone
32730-15-7

(4-methoxyphenyl)-(3-methylbenzofuran-2-yl)methanone

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 20℃; for 2.5h; Solvent; Molecular sieve; Inert atmosphere;90.2%

4-Methoxyphenacyl chloride Specification

The IUPAC name of Ethanone,2-chloro-1-(4-methoxyphenyl)- is 2-chloro-1-(4-methoxyphenyl)ethanone. With the CAS registry number 2196-99-8, it is also named as 4-Methoxyphenacyl chloride. The product's categories are Acetylhalide; Ketone; Acetophenone Series. Besides, it is pale yellow to beige crystalline powder, which should be stored in sealed, cool and dry place away from the corrosion area. In addition, its molecular formula is C9H9ClO2 and molecular weight is 184.62.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 1.92; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 2; (4)#H bond donors: 0; (5)#Freely Rotating Bonds: 3; (6)Polar Surface Area: 26.3 Å2; (7)Index of Refraction: 1.523; (8)Molar Refractivity: 47.8 cm3; (9)Molar Volume: 156.3 cm3; (10)Polarizability: 18.95×10-24cm3; (11)Surface Tension: 37.7 dyne/cm; (12)Density: 1.18 g/cm3; (13)Flash Point: 134.2 °C; (14)Melting point: 98-100 °C; (15)Enthalpy of Vaporization: 54.3 kJ/mol; (16)Boiling Point: 302.7 °C at 760 mmHg; (17)Vapour Pressure: 0.000973 mmHg at 25 °C.

Preparation of Ethanone,2-chloro-1-(4-methoxyphenyl)-: this chemical can be prepared by Chloroacetyl chloride and Methoxybenzene.



This reaction needs AlCl3 and CH2Cl2 at ambient temperature. The reaction time is 2 hours. The yield is 78.5 %.

Uses of Ethanone,2-chloro-1-(4-methoxyphenyl)-: it can react with Methylmagnesium iodide to get 1-Chloro-2-(4-methoxyphenyl)propan-2-ol.



This reaction needs Tetrahydrofuran at temperature of -78 °C for 1.5 hours. The yield is 92 %.

When you are using this chemical, please be cautious about it as the following: it may cause burns. You should wear suitable protective clothing, gloves and eye/face protection. Moreover, in case of contact with eyes, rinse immediately with plenty of water and seek medical advice. And in case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

People can use the following data to convert to the molecule structure.
(1)SMILES: ClCC(=O)c1ccc(OC)cc1
(2)InChI: InChI=1/C9H9ClO2/c1-12-8-4-2-7(3-5-8)9(11)6-10/h2-5H,6H2,1H3
(3)InChIKey: MCRINSAETDOKDE-UHFFFAOYAI
(4)Std. InChI: InChI=1S/C9H9ClO2/c1-12-8-4-2-7(3-5-8)9(11)6-10/h2-5H,6H2,1H3
(5)Std. InChIKey: MCRINSAETDOKDE-UHFFFAOYSA-N

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