Product Name

  • Name

    1,4-Dimethoxybenzene

  • EINECS 205-771-9
  • CAS No. 150-78-7
  • Article Data182
  • CAS DataBase
  • Density 1.005 g/cm3
  • Solubility 0.8 g/l (20 ºC) in water
  • Melting Point 55-58 ºC
  • Formula C8H10O2
  • Boiling Point 212.6 °C at 760 mmHg
  • Molecular Weight 138.166
  • Flash Point 73.5 °C
  • Transport Information
  • Appearance white crystals or powder
  • Safety 26-36-24/25
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 150-78-7 (1,4-Dimethoxybenzene)
  • Hazard Symbols IrritantXi
  • Synonyms Anisole, p-methoxy-;1, 3-Bis(hydroxymethyl)-2-benzimidazolinone;Benzene, 1,4-dimethoxy-;2-Benzimidazolinone, 1,3-bis(hydroxymethyl)-;Methyl p-methoxyphenyl ether;1,4-Dimethoxybenzol;Benzene, p-dimethoxy-;Hydroquinone dimethyl ether;Dimethyl hydroquinone;
  • PSA 18.46000
  • LogP 1.70380

Synthetic route

4-methoxyphenyl acetate
1200-06-2

4-methoxyphenyl acetate

methyl iodide
74-88-4

methyl iodide

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide 1.) 0 deg C, 1 h, 2.) 25 deg C;98%
hydroquinone
123-31-9

hydroquinone

methyl iodide
74-88-4

methyl iodide

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide at 25℃; for 1h;97%
With potassium hydroxide; tetrabutylammomium bromide at 40℃; for 24h;96%
With potassium hydroxide
methanol
67-56-1

methanol

para-iodoanisole
696-62-8

para-iodoanisole

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

Conditions
ConditionsYield
With N,N-dimethylglycine hydrochoride; caesium carbonate; copper(l) iodide at 110℃; for 24h; Ullmann coupling reaction;97%
With caesium carbonate In neat (no solvent) at 110℃; for 24h; Inert atmosphere; Sealed tube;91%
With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate at 110℃; for 23h;88%
methanol
67-56-1

methanol

4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); t-BuBrettPhos; sodium t-butanolate In 1,4-dioxane at 80℃; for 20h; Concentration; Reagent/catalyst; Solvent; Temperature; Sealed tube; Inert atmosphere;96%
4-methoxy-phenol
150-76-5

4-methoxy-phenol

dimethyl sulfate
77-78-1

dimethyl sulfate

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

Conditions
ConditionsYield
With sodium hydroxide; N-butyl-N,N-dimethyl-(α-phenyl)ethylammonium bromide In 1,2-dichloro-ethane for 6h; Heating;95%
With tetrabutylammomium bromide; sodium hydroxide In diethoxymethane; water at 50 - 55℃; for 4h;86%
With potassium hydroxide In methanol at 20℃; Cooling with ice;82%
With aluminum oxide; potassium hydroxide for 7h; microwave irradiation;68%
With sodium hydroxide
4-methoxy-phenol
150-76-5

4-methoxy-phenol

diazomethyl-trimethyl-silane
18107-18-1

diazomethyl-trimethyl-silane

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In methanol; hexane; acetonitrile for 15h; Ambient temperature;93%
1-bromo-4-methoxy-benzene
104-92-7

1-bromo-4-methoxy-benzene

Methyl formate
107-31-3

Methyl formate

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

Conditions
ConditionsYield
With copper(I) bromide In methanol; sodium methylate93%
hydroquinone
123-31-9

hydroquinone

dimethyl sulfate
77-78-1

dimethyl sulfate

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

Conditions
ConditionsYield
With potassium carbonate In acetone for 12h; Reflux;92%
Stage #1: hydroquinone With potassium carbonate In acetone for 0.25h;
Stage #2: dimethyl sulfate In acetone for 24h; Reflux;
92%
With aluminum oxide; potassium hydroxide for 5h; microwave irradiation;87%
hydroquinone
123-31-9

hydroquinone

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 170℃; for 1h; Microwave irradiation; Green chemistry;90%
With tetra-(n-butyl)ammonium iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 160℃; under 15001.5 Torr; for 1h; Reagent/catalyst; Time; Temperature; Microwave irradiation;71%
Methyl trichloroacetate
598-99-2

Methyl trichloroacetate

4-methoxy-phenol
150-76-5

4-methoxy-phenol

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

Conditions
ConditionsYield
With 18-crown-6 ether; potassium carbonate at 150℃; for 2h;88%
2,5-dimethoxyphenylboronic acid
107099-99-0

2,5-dimethoxyphenylboronic acid

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

Conditions
ConditionsYield
With sodium hypochlorite; tetrabutylammomium bromide; water at 100℃; for 12h; Reagent/catalyst;88%
N,N-dimethyl-formamide dimethyl acetal
4637-24-5

N,N-dimethyl-formamide dimethyl acetal

4-methoxy-phenol
150-76-5

4-methoxy-phenol

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 140℃; for 1h; Microwave irradiation;87%
2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

Conditions
ConditionsYield
With rhodium(II) acetate; 1,3-bis-(diphenylphosphino)propane In toluene at 200℃; under 7500.75 Torr; Inert atmosphere;87%
methanol
67-56-1

methanol

para-diiodobenzene
624-38-4

para-diiodobenzene

A

1-fluoro-4-methoxybenzene
459-60-9

1-fluoro-4-methoxybenzene

B

iodobenzene
591-50-4

iodobenzene

C

4-fluoro-1-iodobenzene
352-34-1

4-fluoro-1-iodobenzene

D

4-methoxy-phenol
150-76-5

4-methoxy-phenol

E

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

Conditions
ConditionsYield
With sodium chloride; teflon In water; acetonitrile for 0.0333333h; Irradiation;A 4.82%
B 86.23%
C 1.9%
D 3.22%
E 0.44%
N,N-dimethyl-formamide dimethyl acetal
4637-24-5

N,N-dimethyl-formamide dimethyl acetal

hydroquinone
123-31-9

hydroquinone

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 140℃; for 1h; Microwave irradiation;84%
4-methoxy-phenol
150-76-5

4-methoxy-phenol

methyl iodide
74-88-4

methyl iodide

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

Conditions
ConditionsYield
With caesium carbonate In acetonitrile for 5h; Heating;83%
With sodium hydroxide In N,N-dimethyl acetamide at 65℃; Rate constant; also in KF-cryptand 222 system;
With sodium hydroxide In N,N-dimethyl acetamide at 25℃; Rate constant;
4-methoxy-phenol
150-76-5

4-methoxy-phenol

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

Conditions
ConditionsYield
With layered double hydroxide - supported L-methionine at 180℃; for 6h; Autoclave; chemoselective reaction;82%
With N-butyl-4-methylpyridinium bromide at 170℃; for 2h; Inert atmosphere; Ionic liquid; Green chemistry; chemoselective reaction;75%
With C21H22INSn; potassium carbonate at 200℃; for 6h;
With leucine intercalated Mg-Al layered double hydorxide at 180℃; for 6h; Autoclave; Green chemistry; chemoselective reaction;91 %Chromat.
2-chloro-1,4-dimethoxybenzene
2100-42-7

2-chloro-1,4-dimethoxybenzene

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

Conditions
ConditionsYield
With boron nitride In isopropyl alcohol at 20℃; for 15h;82%
sodium methylate
124-41-4

sodium methylate

1-Bromo-4-fluorobenzene
460-00-4

1-Bromo-4-fluorobenzene

A

1-fluoro-4-methoxybenzene
459-60-9

1-fluoro-4-methoxybenzene

B

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

Conditions
ConditionsYield
copper(I) bromide In methanol Product distribution; Heating;A 80%
B n/a
copper(I) bromide In methanol for 4h; Heating;A 80%
B n/a
tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

4-methoxy-phenol
150-76-5

4-methoxy-phenol

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

Conditions
ConditionsYield
With potassium carbonate In 1,2-dimethoxyethane at 145℃; for 1h; Microwave irradiation; Inert atmosphere; Sealed vessel;78%
4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

C4H12BO4(1+)*K(1+)

C4H12BO4(1+)*K(1+)

A

methoxybenzene
100-66-3

methoxybenzene

B

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); tert-butyl XPhos In N,N-dimethyl-formamide at 100℃; Inert atmosphere;A 22%
B 78%
1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

Conditions
ConditionsYield
With potassium In toluene at 111℃; for 12h;75%
methanol
67-56-1

methanol

1-fluoro-4-methoxybenzene
459-60-9

1-fluoro-4-methoxybenzene

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide at 130℃; for 16h;72%
<(η-C6H6)(η-C5EtMe4)Rh>(2+)*2 In nitromethane at 80℃; for 96h;47 % Chromat.
methanol
67-56-1

methanol

4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

benzene
71-43-2

benzene

A

4-methoxylbiphenyl
613-37-6

4-methoxylbiphenyl

B

methoxybenzene
100-66-3

methoxybenzene

C

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

Conditions
ConditionsYield
With acetone Product distribution; Further Variations:; nonsensitized irradiation; UV-irradiation;A 71%
B 20%
C 7%
4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

C4H12BO4(1+)*K(1+)

C4H12BO4(1+)*K(1+)

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); tert-butyl XPhos In N,N-dimethyl-formamide at 100℃; Reagent/catalyst; Solvent; Time; Temperature; Inert atmosphere;70%
1,4-dimethoxy-2-phenylsulfanyl-benzene
89363-81-5

1,4-dimethoxy-2-phenylsulfanyl-benzene

A

thiophenol
108-98-5

thiophenol

B

diphenyldisulfane
882-33-7

diphenyldisulfane

C

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

Conditions
ConditionsYield
In methanol for 1h; Irradiation;A 9%
B n/a
C 68%
2,5-dimethoxybenzoic acid
2785-98-0

2,5-dimethoxybenzoic acid

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

Conditions
ConditionsYield
With potassium carbonate In chloroform at 20℃; for 24h; Irradiation; Inert atmosphere;68%
potassium 3-methoxybenzoate
74525-40-9

potassium 3-methoxybenzoate

Trimethyl borate
121-43-7

Trimethyl borate

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

Conditions
ConditionsYield
With oxygen; copper diacetate; silver carbonate In N,N-dimethyl-formamide at 140℃; under 760.051 Torr; for 36h;66%
methanol
67-56-1

methanol

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

1-bromo-4-methoxy-benzene

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

Conditions
ConditionsYield
With caesium carbonate; copper(l) iodide at 110℃; for 24h;63%
With indium(III) chloride; carbon monoxide; magnesium carbonate; cobalt acetylacetonate In acetone under 760.051 Torr; for 12h; Irradiation;94 % Chromat.
1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

2-chloro-1,4-dimethoxybenzene
2100-42-7

2-chloro-1,4-dimethoxybenzene

Conditions
ConditionsYield
With Selectfluor; sodium chloride In acetonitrile at 20℃; for 113h;100%
With N-chloro-succinimide; iron(III) chloride In acetonitrile for 0.5h;93%
With aluminum oxide; sodium chlorite; (salen)Mn(III) In dichloromethane at 20℃; for 0.5h;92%
1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

1,4-dimethoxycyclohexane
100249-54-5

1,4-dimethoxycyclohexane

Conditions
ConditionsYield
With Ti8O8(14+)*6C8H4O4(2-)*4O(2-)*3.3Li(1+)*0.7Co(2+)*0.7C4H8O*0.7H(1-); hydrogen In neat (no solvent) at 160℃; under 37503.8 Torr; for 18h;100%
With 1,4-dioxane; Pd/SrCO3 at 210℃; under 69873.3 Torr; Hydrogenation;
With hydrogen In water at 60℃; under 7500.75 Torr; for 24h;90 %Chromat.
1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

1,4-dimethoxy-2-nitrobenzene
89-39-4

1,4-dimethoxy-2-nitrobenzene

Conditions
ConditionsYield
With Nitrogen dioxide In dichloromethane in the dark; -78 deg C, 2 min; RT, 15 min;100%
With Nitrogen dioxide In dichloromethane at -78℃;100%
With benzyltriphenylphosphonium nitrate; Methanesulfonic anhydride at 20℃; for 0.0833333h;100%
1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

1-bromo-2,5-dimethoxybenzene
25245-34-5

1-bromo-2,5-dimethoxybenzene

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 Selectfluor; sodium bromide In acetonitrile at 20℃; for 113h;100%
6-methyl-6,7-dihydro-7-hydroxy-5H-pyrrolo<3,4-b>pyridin-5-one
122706-30-3

6-methyl-6,7-dihydro-7-hydroxy-5H-pyrrolo<3,4-b>pyridin-5-one

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

7-(2,5-Dimethoxy-phenyl)-6-methyl-6,7-dihydro-pyrrolo[3,4-b]pyridin-5-one
135128-21-1

7-(2,5-Dimethoxy-phenyl)-6-methyl-6,7-dihydro-pyrrolo[3,4-b]pyridin-5-one

Conditions
ConditionsYield
With trifluoroacetic acid at 73℃; for 1h;100%
1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

Diethyl ketomalonate
609-09-6

Diethyl ketomalonate

diethyl (2,5-dimethoxyphenyl)tartronate
83026-20-4

diethyl (2,5-dimethoxyphenyl)tartronate

Conditions
ConditionsYield
With tin(IV) chloride In dichloromethane 1.) 0 deg C, 10 min, 2.) 20 deg C, 19 h;100%
1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

p-benzoquinone
106-51-4

p-benzoquinone

Conditions
ConditionsYield
With bis-[(trifluoroacetoxy)iodo]benzene In methanol; water at 20℃; for 4h;100%
With manganese dioxide impregnated with nitric acid In dichloromethane for 1.5h; Ambient temperature;93%
With Oxone; 4-iodophenoxyacetic acid In 2,2,2-trifluoroethanol; water at 20℃; for 1h;86%
2-Iodobenzoic acid
88-67-5

2-Iodobenzoic acid

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

(2,5-dimethoxyphenyl)(2'-iodophenyl)methanone

(2,5-dimethoxyphenyl)(2'-iodophenyl)methanone

Conditions
ConditionsYield
With trifluoroacetic acid; trifluoroacetic anhydride for 12h; Acylation; Heating;100%
With TFFA In trifluoroacetic acid Acylation;98%
With trifluoroacetic acid; trifluoroacetic anhydride for 12h; Friedel-Crafts Acylation; Inert atmosphere; Reflux;98%
1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

1,1,4,4-tetrakis(trimethylsilyl)butane-1,4-diylsilylene
250665-62-4

1,1,4,4-tetrakis(trimethylsilyl)butane-1,4-diylsilylene

7,10-dimethoxy-1,1,4,4-tetrakis-trimethylsilanyl-5-sila-spiro[4.6]undeca-6,8,10-triene

7,10-dimethoxy-1,1,4,4-tetrakis-trimethylsilanyl-5-sila-spiro[4.6]undeca-6,8,10-triene

Conditions
ConditionsYield
Irradiation;100%
Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

Conditions
ConditionsYield
With titanium tetrachloride In dichloromethane at 0℃;100%
With titanium tetrachloride In dichloromethane at -5 - 20℃; for 1.5h; Reagent/catalyst; Temperature; Inert atmosphere;97.6%
With titanium tetrachloride In dichloromethane at 20℃; for 0.25h;
2-Fluorobenzoyl chloride
393-52-2

2-Fluorobenzoyl chloride

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

A

benzophenone
119-61-9

benzophenone

B

2-methoxy-9H-xanthen-9-one
1214-20-6

2-methoxy-9H-xanthen-9-one

Conditions
ConditionsYield
With hydrogenchloride In AlCl3; 1,2-dichloro-ethaneA n/a
B 100%
dichloromaleic acid anhydride
1122-17-4

dichloromaleic acid anhydride

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

2,3-dichloro-5,8-dihydroxy-[1,4]naphthoquinone
14918-69-5

2,3-dichloro-5,8-dihydroxy-[1,4]naphthoquinone

Conditions
ConditionsYield
Stage #1: dichloromaleic acid anhydride; 1,4-dimethoxybezene With aluminum (III) chloride; sodium chloride In neat (no solvent) at 140 - 175℃; for 0.0833333h;
Stage #2: With hydrogenchloride; water at 20℃;
99%
Stage #1: dichloromaleic acid anhydride; 1,4-dimethoxybezene With aluminum (III) chloride; sodium chloride In neat (no solvent) at 180℃; for 0.0333333h; Friedel-Crafts Acylation;
Stage #2: With hydrogenchloride; water Friedel-Crafts Acylation;
97%
With aluminum (III) chloride; sodium chloride at 150 - 170℃; for 0.166667h; Inert atmosphere;95%
1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

1,4-dibromo-2,5-dimethoxybenzene
2674-34-2

1,4-dibromo-2,5-dimethoxybenzene

Conditions
ConditionsYield
With hydrogen bromide; dihydrogen peroxide In methanol Bromination; Heating;99%
With tert.-butylhydroperoxide; hydrogen bromide In methanol for 6h; Heating;98%
With bromine In dichloromethane at 2 - 4℃; for 2.83333h; Inert atmosphere; Large scale;98.6%
2-(3,3-dimethyl-1-butynyl)phenyl isothiocyanate
1001847-95-5

2-(3,3-dimethyl-1-butynyl)phenyl isothiocyanate

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

A

4-(2,5-dimethoxyphenyl)-2(1H)-quinolinethione
1001847-99-9

4-(2,5-dimethoxyphenyl)-2(1H)-quinolinethione

B

1,4-dimethoxy-2-tert-butylbenzene
21112-37-8

1,4-dimethoxy-2-tert-butylbenzene

Conditions
ConditionsYield
With indium(III) bromide at 150℃; for 1h;A 99%
B 20%
Ethyl oxalyl chloride
4755-77-5

Ethyl oxalyl chloride

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

2,5-dimethoxyphenylglyoxylic acid ethyl ester
911047-42-2

2,5-dimethoxyphenylglyoxylic acid ethyl ester

Conditions
ConditionsYield
With aluminium trichloride In dichloromethane at 20℃; for 1h; Friedel-Crafts acylation;98%
With aluminum (III) chloride In dichloromethane at 0 - 20℃; for 2h;55%
With carbon disulfide; aluminium trichloride
With aluminium trichloride In dichloromethane at -10 - 25℃;
acetyl chloride
75-36-5

acetyl chloride

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

2',5'-dimethoxyacetophenone
1201-38-3

2',5'-dimethoxyacetophenone

Conditions
ConditionsYield
With aluminum (III) chloride Friedel Crafts acylation;98%
With iron(III) oxide at 20℃; for 0.0833333h; Friedel Crafts acylation; regioselective reaction;96%
With zinc oxide nanoparticles supported on polyaniline at 20℃; for 0.166667h; Friedel Crafts acylation; Neat (no solvent);95%
1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

hydroquinone
123-31-9

hydroquinone

Conditions
ConditionsYield
With hydrogenchloride In water at 250℃; under 37503.8 Torr; for 3h; Autoclave; Inert atmosphere; Green chemistry;98%
With hydrogen iodide at 25℃; for 24h; Inert atmosphere;96%
With lithium triethylborohydride In tetrahydrofuran at 67℃; for 168h;90%
methanol
67-56-1

methanol

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

1,1,4,4-tetramethoxycyclohexa-2,5-diene
15791-03-4

1,1,4,4-tetramethoxycyclohexa-2,5-diene

Conditions
ConditionsYield
With potassium hydroxide Ambient temperature; anodic oxidation (platinised titanium anode and bridged nickel cathode plates);98%
With piperidine; silica gel Electrochemical reaction;88%
With potassium hydroxide at 15 - 20℃; for 24h; electrolysis: platinum mesh anode, platinum sheet cathode;73%
pentafluorobenzoyl peroxide
22236-19-7

pentafluorobenzoyl peroxide

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

A

Pentafluorobenzoic acid
602-94-8

Pentafluorobenzoic acid

B

2,3,4,5,6-Pentafluoro-benzoic acid 2,5-dimethoxy-phenyl ester
98040-87-0

2,3,4,5,6-Pentafluoro-benzoic acid 2,5-dimethoxy-phenyl ester

C

C22H8F10O6
98040-88-1

C22H8F10O6

Conditions
ConditionsYield
In 1,1,2-Trichloro-1,2,2-trifluoroethane at 25℃; Product distribution; Rate constant; Mechanism; different starting concentration ratios;A 98%
B n/a
C n/a
In 1,1,2-Trichloro-1,2,2-trifluoroethane at 25℃; Yield given. Yields of byproduct given;
ammonium thiocyanate
1147550-11-5

ammonium thiocyanate

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

1,4-dimethoxy-2-thiocyanatobenzene

1,4-dimethoxy-2-thiocyanatobenzene

Conditions
ConditionsYield
With aluminum oxide; methanesulfonic acid at 20℃; for 0.416667h; neat (no solvent);98%
With [bis(acetoxy)iodo]benzene In acetonitrile at 20℃; for 2h;82%
In formic acid; acetic acid Controlled potential electrolysis; chemoselective reaction;12%
styrene
292638-84-7

styrene

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

1,4-dimethoxy-2-(1-phenylethyl)-benzene
30089-62-4

1,4-dimethoxy-2-(1-phenylethyl)-benzene

Conditions
ConditionsYield
With graphene oxide In chloroform at 100℃; for 15h; Friedel-Crafts Alkylation; Sealed tube; chemoselective reaction;98%
With air; bismuth(III) chloride at 100℃; for 10h;89%
iron(III) chloride at 80℃; for 4h;51%
With iron(III) chloride at 80℃; for 4h;95 % Chromat.
With iodine at 80℃; for 4h; Friedel-Crafts Reaction;95 % Chromat.
dimethylmonochlorosilane
1066-35-9

dimethylmonochlorosilane

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

(2,5-dimethoxyphenyl)dimethylsilane
1393446-11-1

(2,5-dimethoxyphenyl)dimethylsilane

Conditions
ConditionsYield
Stage #1: 1,4-dimethoxybezene With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium In tetrahydrofuran; hexane at -78℃; for 2h; Inert atmosphere;
Stage #2: dimethylmonochlorosilane In tetrahydrofuran; hexane at -78 - 20℃; Inert atmosphere;
98%
1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

1,4-dimethoxycyclohexa-1,4-diene
39000-58-3

1,4-dimethoxycyclohexa-1,4-diene

Conditions
ConditionsYield
With ammonia; lithium for 2h;97%
With tert-Amyl alcohol; ethylenediamine In tetrahydrofuran at 0 - 5℃; for 24h; Birch reduction; Inert atmosphere;43%
With diethyl ether; ethanol; ammonia weiteres Reagens: Natrium;
With propylamine; lithium; tert-butyl alcohol
1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

1,4-diiodo-2,5-dimethoxybenzene
51560-21-5

1,4-diiodo-2,5-dimethoxybenzene

Conditions
ConditionsYield
With iodine; periodic acid In methanol at 70℃; for 4h; Inert atmosphere;97%
With Barluenga reagent; trifluorormethanesulfonic acid In dichloromethane at 20℃; for 3h;96%
With iodine; periodic acid In methanol for 4h; Reflux;94%
1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

di-(2,5-dimethoxyphenyl)sulfoxide

di-(2,5-dimethoxyphenyl)sulfoxide

Conditions
ConditionsYield
With thionyl chloride; water at 20℃; for 0.0833333h;97%
With thionyl chloride; scandium tris(trifluoromethanesulfonate) In dichloromethane at 20℃; for 1.5h;95%
With thionyl chloride; lithium perchlorate In tetrahydrofuran at 20℃; for 2.5h;89%
With carbon disulfide; aluminium trichloride; sulfur dioxide at 0℃;
6,7-Dihydro-7-hydroxy-5H-pyrrolo<3,4-b>pyridin-5-one
115012-09-4

6,7-Dihydro-7-hydroxy-5H-pyrrolo<3,4-b>pyridin-5-one

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

7-(2,5-Dimethoxy-phenyl)-6,7-dihydro-pyrrolo[3,4-b]pyridin-5-one
135128-20-0

7-(2,5-Dimethoxy-phenyl)-6,7-dihydro-pyrrolo[3,4-b]pyridin-5-one

Conditions
ConditionsYield
With trifluoroacetic acid at 73℃; for 1h;97%
1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

A

1,4-dimethoxy-2-nitrobenzene
89-39-4

1,4-dimethoxy-2-nitrobenzene

B

p-benzoquinone
106-51-4

p-benzoquinone

Conditions
ConditionsYield
With nitric acid; silica gel In dichloromethane for 0.0833333h; Product distribution; Ambient temperature;A 97%
B 2%
C32H28N4O5

C32H28N4O5

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

C40H36N4O6

C40H36N4O6

Conditions
ConditionsYield
In acetic anhydride; trifluoroacetic acid at 95℃; for 1h;97%

1,4-Dimethoxybenzene Consensus Reports

Reported in EPA TSCA Inventory.

1,4-Dimethoxybenzene Specification

The IUPAC name of p-Dimethoxybenzene is 1,4-dimethoxybenzene. With the CAS registry number 150-78-7, it is also named as Hydroquinone dimethyl ether. The product's categories are aromatic ethers; benzene derivates. It is white crystals or powder with alfalfa-like aroma and phenol smell. And it appears to attract bees as it has a powerful response in their antenna. In addition, p-Dimethoxybenzene can be obtained by the reaction of p-Dimethoxybenzene and paradioxybenzene at the present of alkali. Furthermore, it should be sealed in the container and stored in the cool and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 2.10; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.1; (4)ACD/LogD (pH 7.4): 2.1; (5)ACD/BCF (pH 5.5): 23.19; (6)ACD/BCF (pH 7.4): 23.19; (7)ACD/KOC (pH 7.4): 330.27; (8)#H bond acceptors: 2; (9)#H bond donors: 0; (10)#Freely Rotating Bonds: 2; (11)Index of Refraction: 1.488; (12)Molar Refractivity: 39.6 cm3; (13)Molar Volume: 137.4 cm3; (14)Polarizability: 15.7×10-24 cm3; (15)Surface Tension: 29.6 dyne/cm; (16)Enthalpy of Vaporization: 43.06 kJ/mol; (17)Vapour Pressure: 0.25 mmHg at 25°C; (18)Rotatable Bond Count: 2; (19)Exact Mass: 138.06808; (20)MonoIsotopic Mass: 138.06808; (21)Topological Polar Surface Area: 18.5; (22)Heavy Atom Count: 10; (23)Complexity: 73.3.

Uses of p-Dimethoxybenzene: It is used in some paints and as a diazo dye. And it is used in perfumes and flavors in order to its floral odor. In addition, it is used on greasy skin, and with sulfur to treat acne, or as a dandruff treatment. Moreover, this chemical can be used as pharmaceutical intermediate. For example: it react with succinic acid anhydride to get 4-(2,5-dimethoxy-phenyl)-4-oxo-butyric acid. This reaction needs reagent AlCl3 by heating. The yield is 88%.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. so people should avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing.

People can use the following data to convert to the molecule structure.
1. Smiles:c1(ccc(OC)cc1)OC
2. InChI:InChI=1/C8H10O2/c1-9-7-3-5-8(10-2)6-4-7/h3-6H,1-2H3

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 100mg/kg (100mg/kg)   National Technical Information Service. Vol. AD277-689,
mouse LD50 oral 4gm/kg (4000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 4(2), Pg. 30, 1960.
rat LD50 oral 3600mg/kg (3600mg/kg)   Food and Cosmetics Toxicology. Vol. 16, Pg. 715, 1978.

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