Product Name

  • Name

    4-Chloroanisole

  • EINECS 210-772-2
  • CAS No. 623-12-1
  • Article Data266
  • CAS DataBase
  • Density 1.137 g/cm3
  • Solubility Immiscible with water
  • Melting Point -18 °C
  • Formula C7H7ClO
  • Boiling Point 184.4 °C at 760 mmHg
  • Molecular Weight 142.585
  • Flash Point 72.3 °C
  • Transport Information UN 2810
  • Appearance colourless liquid
  • Safety 23-24/25
  • Risk Codes
  • Molecular Structure Molecular Structure of 623-12-1 (4-Chloroanisole)
  • Hazard Symbols HarmfulXn
  • Synonyms Anisole,p-chloro- (6CI,7CI,8CI);1-Chloro-4-methoxybenzene;1-Methoxy-4-chlorobenzene;4-Chlorophenol methyl ether;4-Methoxychlorobenzene;4-Methoxyphenyl chloride;Anisyl chloride;NSC 4129;p-Chloroanisole;p-Chloromethoxybenzene;p-Chlorophenyl methyl ether;p-Methoxychlorobenzene;p-Methoxyphenyl chloride;
  • PSA 9.23000
  • LogP 2.34860

Synthetic route

4,4'-dimethoxy-diphenyliodonium chloride
50619-99-3

4,4'-dimethoxy-diphenyliodonium chloride

4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

Conditions
ConditionsYield
In benzene-d6 at 120℃; for 120h; Sealed tube;100%
1-bromo-4-methoxy-benzene
104-92-7

1-bromo-4-methoxy-benzene

4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

Conditions
ConditionsYield
With nickel dichloride In N,N-dimethyl-formamide at 170℃; for 0.0833333h; microwave irradiation;99%
With trans-bis(glycinato)copper(II) monohydrate; tetramethlyammonium chloride In ethanol at 100℃; for 12h; Finkelstein Reaction; Schlenk technique; Inert atmosphere;91%
With copper(I) oxide; tetramethlyammonium chloride; L-proline In ethanol at 110℃; for 18h; Inert atmosphere;80%
4-chloro-phenol
106-48-9

4-chloro-phenol

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene at 90℃; for 16h; Product distribution; Further Variations:; Temperatures; Solvents; Pressures; reaction times; microwave irradiation;99%
With N,N'-dimethylimidazolium-2-carboxylate In acetonitrile at 160℃; for 2h; Microwave irradiation; Green chemistry;94%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide for 0.0416667h; microwave irradiation;92%
potassium 4-(methoxy)phenyltrifluoroborate

potassium 4-(methoxy)phenyltrifluoroborate

4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

Conditions
ConditionsYield
With trichloroisocyanuric acid In water; ethyl acetate at 20℃; for 0.666667h; Open flask;98%
methoxybenzene
100-66-3

methoxybenzene

A

1-bromo-4-methoxy-benzene
104-92-7

1-bromo-4-methoxy-benzene

B

4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

Conditions
ConditionsYield
With sodium chlorite; silica gel; manganese(III) acetylacetonate; sodium bromide In dichloromethane at 25℃; for 2h;A 97%
B 3%
With tetraethylammonium chloride; tetraethylammonium bromide Product distribution; 1.) CH2Cl2, RT, 1 h, electrolysis, 2.) CH2Cl2, RT, 24 h; other halogenating agents; other benzene derivatives and olefins;
bromochlorobenzene
106-39-8

bromochlorobenzene

sodium methylate
124-41-4

sodium methylate

4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

Conditions
ConditionsYield
With methanol; Methyl formate; copper(l) chloride at 115℃; for 2h; Autoclave; Green chemistry;97%
4-chloro-phenol
106-48-9

4-chloro-phenol

dimethyl sulfate
77-78-1

dimethyl sulfate

4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

Conditions
ConditionsYield
With potassium hydroxide; tetrabutylammomium bromide; potassium carbonate for 0.00694444h; Irradiation; microwave;89%
With sodium hydroxide at 100℃;
With alkaline solution
With potassium carbonate In acetone
With lithium hydroxide In tetrahydrofuran for 1h; Ambient temperature; Yield given;
2-bromo-1-chloro-4-methoxybenzene
2732-80-1

2-bromo-1-chloro-4-methoxybenzene

4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

Conditions
ConditionsYield
With methanol; gold; hydrogen; caesium carbonate at 100℃; under 3800.26 Torr; for 71h;89%
(4-methoxyphenyl)(mesityl)iodonium trifluoromethanesulfonate
1330681-27-0

(4-methoxyphenyl)(mesityl)iodonium trifluoromethanesulfonate

4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

Conditions
ConditionsYield
With copper(l) chloride In acetonitrile at 80℃; for 2h;87%
N-chloro-N-(4-methylphenyl)acetamide
14596-60-2

N-chloro-N-(4-methylphenyl)acetamide

methoxybenzene
100-66-3

methoxybenzene

A

4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

B

2-Chloroanisole
766-51-8

2-Chloroanisole

C

N-(2-chloro-4-methylphenyl)acetamide
18931-78-7

N-(2-chloro-4-methylphenyl)acetamide

D

4-Methylacetanilide
103-89-9

4-Methylacetanilide

Conditions
ConditionsYield
at 110℃; for 12h; Mechanism; Orton Haloaniline Rearrangement; Inert atmosphere; Darkness;A 82%
B n/a
C n/a
D 87%
phenyltrimethylammonium chloride
138-24-9

phenyltrimethylammonium chloride

4-chloro-phenol
106-48-9

4-chloro-phenol

A

4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

B

N,N-dimethyl-aniline
121-69-7

N,N-dimethyl-aniline

Conditions
ConditionsYield
With caesium carbonate In toluene for 6h; Heating;A 85%
B n/a
4-chloro-phenol
106-48-9

4-chloro-phenol

phosphorous acid trimethyl ester
121-45-9

phosphorous acid trimethyl ester

4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

Conditions
ConditionsYield
With boron trifluoride In diethyl ether for 0.05h; microwave irradiation;85%
4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

2-bromo-4-chloroanisole
60633-25-2

2-bromo-4-chloroanisole

Conditions
ConditionsYield
With (CH3)4Br In liquid sulphur dioxide at -23℃; Rate constant;100%
With (CH3)4Br In liquid sulphur dioxide at -23℃;100%
With iron(III) chloride; N-Bromosuccinimide; 1-butyl-3-methylimidazolium trifluoromethanesulfonimide In toluene regioselective reaction;99%
4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

4-chloro-phenol
106-48-9

4-chloro-phenol

Conditions
ConditionsYield
With sodium; diphenyldisulfane In 1-methyl-pyrrolidin-2-one for 0.5h; Heating;100%
With calcium hydride; diphenyldisulfane In 1-methyl-pyrrolidin-2-one at 220℃; for 0.5h;99%
With copper(I) oxide; sodium methylate In methanol at 185℃; for 12h; Autoclave;96%
4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

phenylboronic acid
98-80-6

phenylboronic acid

4-methoxylbiphenyl
613-37-6

4-methoxylbiphenyl

Conditions
ConditionsYield
With 2-(dicyclohexylphosphino)-4'-(N,N-dimethylamino)-1,1'-biphenyl at 100℃; Suzuki-Miyaura coupling;100%
With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate In tetrahydrofuran at 50℃; for 24h; Suzuki coupling; Inert atmosphere;100%
With 1,2-di-(N-2-methoxyethylbenzimidazoliummethyl)-benzene dichloride; potassium tert-butylate; palladium diacetate In water; N,N-dimethyl-formamide at 50℃; for 3h; Reagent/catalyst; Suzuki Coupling;100%
morpholine
110-91-8

morpholine

4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

N-(4-methoxyphenyl)morpholine
27347-14-4

N-(4-methoxyphenyl)morpholine

Conditions
ConditionsYield
With (55)Pd068(44)Ni032; potassium carbonate In water at 80℃; for 8h; Catalytic behavior; Buchwald-Hartwig Coupling;100%
With 2-dicyclohexylphosphino-2′,6′-diisopropoxybiphenyl; sodium t-butanolate In tetrahydrofuran at 80℃; for 2.5h; Reagent/catalyst;100%
With potassium tert-butylate; [(IPr)Pd(acac)Cl] In 1,2-dimethoxyethane at 50℃; for 4h; Buchwald-Hartwig coupling;99%
4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

4-Fluorobenzenesulfonyl chloride
349-88-2

4-Fluorobenzenesulfonyl chloride

4-Chloro-2-(4-fluoro-benzenesulfonyl)-1-methoxy-benzene

4-Chloro-2-(4-fluoro-benzenesulfonyl)-1-methoxy-benzene

Conditions
ConditionsYield
With indium(III) chloride; trifluorormethanesulfonic acid In trifluoroacetic acid at 70℃; for 1.5h;100%
4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

(2,6-dimethoxyphenyl)zinc chloride

(2,6-dimethoxyphenyl)zinc chloride

2,4’,6-trimethoxybiphenyl
54960-98-4

2,4’,6-trimethoxybiphenyl

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium (0); ruphos In tetrahydrofuran at 70℃; Negishi coupling;100%
4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

(2,4,6-triisopropylphenyl)zinc chloride

(2,4,6-triisopropylphenyl)zinc chloride

4-methoxy-2',4',6'-tri-isopropylbiphenyl

4-methoxy-2',4',6'-tri-isopropylbiphenyl

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium (0); ruphos In tetrahydrofuran at 70℃; for 15h; Negishi coupling;100%
4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

4-Methoxypropiophenone
121-97-1

4-Methoxypropiophenone

1,2-bis-(4-methoxy-phenyl)-propan-1-one
35258-41-4

1,2-bis-(4-methoxy-phenyl)-propan-1-one

Conditions
ConditionsYield
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%
bromobenzene
108-86-1

bromobenzene

4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

4-methoxylbiphenyl
613-37-6

4-methoxylbiphenyl

Conditions
ConditionsYield
Stage #1: bromobenzene With lithium
Stage #2: With zinc(II) chloride
Stage #3: 4-chloromethoxybenzene; nickel phosphine amido pincer complex In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 70℃; for 12h; Negishi cross-coupling; Further stages.;
99.2%
Stage #1: bromobenzene With iodine; magnesium In diethyl ether at 50℃; for 1h; Inert atmosphere;
Stage #2: 4-chloromethoxybenzene With magnesium In diethyl ether at 45 - 50℃; for 2h; Inert atmosphere;
90%
4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

4,4'-Dimethoxybiphenyl
2132-80-1

4,4'-Dimethoxybiphenyl

Conditions
ConditionsYield
With cesium fluoride; tris-(dibenzylideneacetone)dipalladium(0) In 1,4-dioxane99%
With cesium fluoride; tris-(dibenzylideneacetone)dipalladium(0) In 1,4-dioxane99%
With tetrabutylammomium bromide; sodium methylate In water at 80℃; for 20h; Ullmann reaction;97%
pyrrolidine

pyrrolidine

4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

N-(4-methoxyphenyl)pyrrolidine

N-(4-methoxyphenyl)pyrrolidine

Conditions
ConditionsYield
With [IPr*·H][Pd(η3-cin)Cl2]; potassium tert-butylate at 60 - 80℃; for 2h; Buchwald-Hartwig Coupling; Sealed tube;99%
With potassium hydroxide; johnphos; 2-(di-t-butylphosphino)biphenyl palladium In toluene at 90℃; for 20h;94%
With [Pd(2-aminobiphenyl)(PiPr2ArXyl2)](OMs); sodium t-butanolate In tetrahydrofuran at 80℃; for 19h; Reagent/catalyst; Inert atmosphere; Schlenk technique;94%
4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

o-toluidine

o-toluidine

N-(4-methoxyphenyl)-2-methylbenzenamine

N-(4-methoxyphenyl)-2-methylbenzenamine

Conditions
ConditionsYield
With [IPr*·H][Pd(η3-cin)Cl2]; potassium tert-butylate at 60 - 80℃; for 2h; Buchwald-Hartwig Coupling; Sealed tube;99%
With (2-phenyl-1H-inden-3-yl)-dicyclohexylphosphinium tetrafluoroborate; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In 1,2-dimethoxyethane at 20 - 120℃; Buchwald-Hartwig amination; Inert atmosphere;91%
With 1,1'-bis-(diphenylphosphino)ferrocene; bis(1,5-cyclooctadiene)nickel (0); sodium t-butanolate In toluene at 100℃; for 15h;88%
With bis(η3-allyl-μ-chloropalladium(II)); potassium tert-butylate; 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride In 1,4-dioxane at 100℃; for 1.5h; Inert atmosphere;50%
4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

N-methylaniline
100-61-8

N-methylaniline

N-(4-methoxyphenyl)-N-methylaniline
55251-46-2

N-(4-methoxyphenyl)-N-methylaniline

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium (0); di-tert-butylneopentylphosphonium tetrafluoroborate; sodium t-butanolate In toluene at 100℃; for 18h; Hartwig-Buchwald amination;99%
With dichloro(3-chloropyridinyl)(1,3-(diisopropylphenyl)-4,5-bis(dimethylamino)imidazol-2-ylidene)palladium(II); potassium tert-butylate In 1,4-dioxane at 80℃; for 18h; Reagent/catalyst; Solvent; Temperature; Buchwald-Hartwig Coupling; Inert atmosphere; Schlenk technique; Sealed tube;99%
With [IPr*·H][Pd(η3-cin)Cl2]; potassium tert-butylate at 60 - 80℃; for 2h; Buchwald-Hartwig Coupling; Sealed tube;99%
styrene
292638-84-7

styrene

4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

E-1-(phenyl)-2-(4'-methoxyphenyl)ethene
1694-19-5

E-1-(phenyl)-2-(4'-methoxyphenyl)ethene

Conditions
ConditionsYield
With tetrakis[μ-1-[(3-methoxyphenyl)methyl]-2-phenyl-3-[2-oxo-2-[(2-phenolato-kO)aminokN]ethyl]-1H-imidazoliumato-kC4]tetrapalladium; tetrabutylammomium bromide; sodium acetate at 140℃; for 12h; Heck Reaction;99%
With tetrabutylammonium acetate; palladium diacetate; DavePhos In 1,4-dioxane at 80℃; for 24h; Heck reaction; Inert atmosphere; Sealed tube;95%
With C128H58Cl2O2P4Pd; potassium carbonate In methanol at 60℃; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Heck Reaction; Inert atmosphere; Schlenk technique;93%
4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

diphenylamine

diphenylamine

N,N-diphenyl-4-methoxyaniline

N,N-diphenyl-4-methoxyaniline

Conditions
ConditionsYield
With monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene at 80℃; for 12h;99%
With bis(η3-allyl-μ-chloropalladium(II)); 2,6-bis(2,4,6-triisopropylphenyl)phenyl(dicyclohexylphosphine); sodium t-butanolate In dodecane; toluene at 100℃; for 6h; Catalytic behavior; Reagent/catalyst; Glovebox;99%
With tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene at 70℃; for 16h;97%
piperidine

piperidine

4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

N-(4-methoxylphenyl)piperidine
5097-25-6

N-(4-methoxylphenyl)piperidine

Conditions
ConditionsYield
With potassium tert-butylate; C50H75ClP2Pd In tetrahydrofuran at 20℃; for 6h; Schlenk technique; Inert atmosphere;99%
With sodium t-butanolate; tris(dibenzylideneacetone)dipalladium(0) chloroform complex; 1,3,5,7-tetramethyl-8-phenyl-2,4,6-trioxa-8-phosphatricyclo[3.3.1.13,7]decane In toluene at 70℃;95%
With sodium t-butanolate In toluene at 100 - 110℃; for 24h; Buchwald-Hartwig amination; Inert atmosphere; Sealed vial;94%
4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

4-methylphenylboronic acid

4-methylphenylboronic acid

4-(4-tolyl)anisole
53040-92-9

4-(4-tolyl)anisole

Conditions
ConditionsYield
With potassium phosphate monohydrate; Ethyl 4-bromobenzoate; C52H49PRu; bis(dibenzylideneacetone)-palladium(0) In 1,4-dioxane at 100℃; for 3h; Suzuki-Miyaura Coupling; Inert atmosphere;99%
With potassium phosphate; C114H132Cl6N10Pd3 In water; isopropyl alcohol at 80℃; for 6h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique;99%
With C58H82Cl4N6Pd2; potassium tert-butylate In water; isopropyl alcohol at 80℃; for 4h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere;99%
4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

2-fluorophenylmagnesium bromide
446-53-7

2-fluorophenylmagnesium bromide

4-methoxy-2'-fluorobiphenyl
72093-47-1

4-methoxy-2'-fluorobiphenyl

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium (0); N,N′-bis(2,6-diisopropylphenyl)imidazol-2-ylidene hydrochloride In tetrahydrofuran; 1,4-dioxane at 80℃; for 3h; Arylation;99%
4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

para-methylphenylmagnesium bromide
4294-57-9

para-methylphenylmagnesium bromide

4-(4-tolyl)anisole
53040-92-9

4-(4-tolyl)anisole

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium (0); N,N′-bis(2,6-diisopropylphenyl)imidazol-2-ylidene hydrochloride In tetrahydrofuran; 1,4-dioxane at 80℃; for 3h; Arylation;99%
With N-heterocyclic carbene-based nickel(II) complex In tetrahydrofuran at 20℃; for 12h; Kumada reaction;99%
With iron(II) triflate; 1,3-bis(2,4,6-trimethylphenyl)-4,5,6,7-tetrahydro-1H-1,3-diazepinium bromide; sodium t-butanolate In tetrahydrofuran at 60℃; for 16h; Kumada Cross-Coupling; Sealed tube; Inert atmosphere;99%
4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

4'-methoxy-2-methylbiphenyl
92495-54-0

4'-methoxy-2-methylbiphenyl

Conditions
ConditionsYield
With potassium fluoride; monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium(0) In toluene at 80℃; for 72h; Suzuki coupling;99%
With potassium phosphate tribasic trihydrate; PdCl2(C3H3N2(CH3))(C3H2N2(C6H3(C3H7)2)2) In tetrahydrofuran; water at 20℃; for 24h; Suzuki-Miyaura coupling reaction; Inert atmosphere;99%
With potassium phosphate; C114H132Cl6N10Pd3 In water; isopropyl alcohol at 80℃; for 6h; Suzuki-Miyaura Coupling; Inert atmosphere; Schlenk technique;99%
4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

phenylmagnesium chloride
100-59-4

phenylmagnesium chloride

4-methoxylbiphenyl
613-37-6

4-methoxylbiphenyl

Conditions
ConditionsYield
Stage #1: 4-chloromethoxybenzene With nickel(II) acetylacetonate; bis(1-adamantyl)phosphine oxide In tetrahydrofuran at 20℃; for 0.0833333h;
Stage #2: phenylmagnesium chloride In tetrahydrofuran at 20℃; Kumada cross-coupling;
99%
With [{C4H2N-2,5-(CH2PPh2)2-κ3PNP}NiCl] In tetrahydrofuran; toluene at 23℃; for 12h; Kumada Cross-Coupling; Inert atmosphere; Schlenk technique;89%
With C61H78ClN4Ni2 In tetrahydrofuran at 20℃; for 18h; Reagent/catalyst; Kumada Cross-Coupling; Schlenk technique;85%
4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

4,4'-Dimethoxybiphenyl
2132-80-1

4,4'-Dimethoxybiphenyl

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); bis(2,4-dimethoxyphenyl)phosphine oxide; cesium fluoride at 100℃; for 12h;99%
With potassium carbonate; palladium dichloride In various solvent(s) at 20℃; for 5h; Suzuki-Miyaura cross-coupling;98%
With potassium phosphate; 4-dicyclohexylphosphino-12-(2',6'-dimethoxy)phenyl-[2.2]paracyclophane; palladium diacetate In 1,4-dioxane at 80℃; for 12h; Suzuki-Miyaura coupling; Inert atmosphere;93%
Benzophenone imine
1013-88-3

Benzophenone imine

4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

N-(4-methoxyphenyl)-1,1-diphenylmethanimine
42834-19-5

N-(4-methoxyphenyl)-1,1-diphenylmethanimine

Conditions
ConditionsYield
With potassium tert-butylate; bis(dibenzylideneacetone)-palladium(0); 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride In 1,4-dioxane at 100℃; for 6h;99%
With sodium t-butanolate In toluene at 100 - 110℃; for 48h; Buchwald-Hartwig amination; Inert atmosphere; Sealed vial;80%
4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

aniline
62-53-3

aniline

N-(4-methoxyphenyl)phenylamine
1208-86-2

N-(4-methoxyphenyl)phenylamine

Conditions
ConditionsYield
With [Pd(2-aminobiphenyl)(PCyp2ArXyl2)](OMs); sodium t-butanolate In tetrahydrofuran at 80℃; for 19h; Reagent/catalyst; Inert atmosphere; Schlenk technique;99%
With sodium t-butanolate; XPhos palladium(II) phenethylamine chloride In 1,4-dioxane at 100℃; for 0.166667h;98%
With C40H42NP; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In 1,4-dioxane; water at 20℃; for 0.5h; Inert atmosphere; Sealed tube; Reflux;98%
4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

2-methylpropan-2-thiol
75-66-1

2-methylpropan-2-thiol

1-[(1,1-dimethylethyl)thio]-4-methoxybenzene
7205-64-3

1-[(1,1-dimethylethyl)thio]-4-methoxybenzene

Conditions
ConditionsYield
With sodium t-butanolate; palladium diacetate In 1,4-dioxane at 100℃; for 18h;99%
1-indoline
496-15-1

1-indoline

4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

1-(4-methoxyphenyl)-1H-indole
172887-18-2

1-(4-methoxyphenyl)-1H-indole

Conditions
ConditionsYield
With [Pd(2-aminobiphenyl)(PCyp2ArXyl2)](OMs); sodium t-butanolate In tetrahydrofuran at 80℃; for 19h; Reagent/catalyst; Inert atmosphere; Schlenk technique;99%
With tris-(dibenzylideneacetone)dipalladium(0); potassium carbonate; 2,8,9-tris(2-methylpropyl)-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane In toluene for 24h; Inert atmosphere; Reflux;72%
In 1,4-dioxane for 5h;
4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

2-Methoxyphenylboronic acid
5720-06-9

2-Methoxyphenylboronic acid

2,4'-dimethoxybiphenyl
49602-47-3

2,4'-dimethoxybiphenyl

Conditions
ConditionsYield
With potassium phosphate; C46H52Cl3N3O2Pd In tetrahydrofuran; water at 60℃; for 4h; Suzuki-Miyaura Coupling;99%
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; water; palladium diacetate In tetrahydrofuran at 20℃; for 3h; Suzuki-Miyaura reaction;98%
With potassium phosphate; N,N'-bis-[2,4,6-tri(3,3,3-trifluoropropyl)phenyl]-4,5-dihydroimidazolium chloride; palladium diacetate In tetrahydrofuran; water at 20℃; for 12h; Suzuki-Miyaura cross-coupling; Inert atmosphere;95%
With [(N,N′-bis-(2,4,6-trimethylphenyl)imidazolidin-2-ylidene)PdCl2(pyrazole)]; sodium hydroxide In ethanol at 20℃; for 6h; Reagent/catalyst; Suzuki-Miyaura Coupling; Sealed tube;85%
With potassium phosphate; C28H31ClN2Ni; triphenylphosphine In tert-Amyl alcohol; toluene at 110℃; for 24h; Suzuki-Miyaura Coupling; Inert atmosphere; Sealed tube;81%

4-Chloroanisole Chemical Properties

IUPAC Name:1-chloro-4-methoxybenzene
Molecular Formula:C7H7ClO
Molecular Weight:142.582880 g/mol
Appearance:yellow to colorless Clear liquid
Melting Point:-18 °C
Boiling Point:198-202 °C
Flash Point:173 °F
Solubility:ethanol and ether
Insolubility:water
Density:1.164 g/mL at 25 °C
Refractive index:n20/D 1.535
BRN:1858901
EINECS:210-772-2
Synonyms of 4-Chloroanisole (CAS NO.623-12-1): 1-chloro-4-methoxy-benzen ; 4-Chlorophenol methyl ether ; Anisole, p-chloro- ; Benzene,1-chloro-4-methoxy- ; para-Chloroanisole
Categories: Aromatic Ethers ; Anisoles, Alkyloxy Compounds & Phenylacetates ; Chlorine Compounds ; Ethers ; Organic Building Blocks ; Oxygen Compounds

4-Chloroanisole Uses

 4-Chloroanisole (CAS NO.623-12-1) is used as an intermediate for fruit acid.

4-Chloroanisole Safety Profile

Safety Information of 4-Chloroanisole (CAS NO.623-12-1):
Hazard Codes:Xn
Safety Statements:23-24/25
23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer)
24/25:Avoid contact with skin and eyes
RIDADR:UN 2810
WGK Germany:3
HS Code:29093090

4-Chloroanisole Specification

First Aid Measures of 4-Chloroanisole (CAS NO.623-12-1):
Eyes:Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids.
Skin:Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:Remove from exposure and move to fresh air immediately.
Storage of 4-Chloroanisole (CAS NO.623-12-1):
Store in a cool, dry place. Keep container closed when not in use.

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