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1,4-Benzodioxan
Cas No: 493-09-4
No Data 1 Gram 10 Metric Ton/Day Hangzhou KieRay Chem Co.,Ltd. Contact Supplier
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1,4-Benzodioxane
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1,4-Benzodioxan
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Cas No: 493-09-4
USD $ 139.0-210.0 / Kilogram 1 Kilogram 1000 Kilogram/Day Zhuozhou Wenxi import and Export Co., Ltd Contact Supplier
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USD $ 1.0-10.0 / Kilogram 1 Kilogram 5000 Kilogram/Month WUHAN MULEI NEW MATERIAL CO., LTD Contact Supplier
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1,4-Benzodioxane 493-09-4
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1,4-Benzodioxane
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493-09-4 Usage

Chemical Properties

CLEAR COLOURLESS TO VERY SLIGHTLY YELLOW LIQUID
InChI:InChI=1/C8H8O2/c1-2-4-8-7(3-1)9-5-6-10-8/h1-4H,5-6H2

493-09-4 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Alfa Aesar (A17558)  1,4-Benzodioxane, 98%    493-09-4 10g 238.0CNY Detail
Alfa Aesar (A17558)  1,4-Benzodioxane, 98%    493-09-4 50g 864.0CNY Detail
Alfa Aesar (A17558)  1,4-Benzodioxane, 98%    493-09-4 250g 3794.0CNY Detail
Aldrich (179000)  Benzo-1,4-dioxane  97% 493-09-4 179000-10G 298.35CNY Detail
Aldrich (179000)  Benzo-1,4-dioxane  97% 493-09-4 179000-50G 1,068.21CNY Detail

493-09-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,4-Benzodioxan

1.2 Other means of identification

Product number -
Other names Pyrocatechol ethylene ether

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:493-09-4 SDS

493-09-4Synthetic route

2-(2-hydroxy-phenoxy)-ethanol
4792-78-3

2-(2-hydroxy-phenoxy)-ethanol

benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane for 3h; Reflux;97%
With 1,4-diaza-bicyclo[2.2.2]octane; carbonic acid dimethyl ester at 90℃; for 2h; Reagent/catalyst; Time;92%
With phosphorus pentoxide
Multi-step reaction with 2 steps
1: pyridine; PBr3
2: aqueous alkaline solution
View Scheme
benzene-1,2-diol
120-80-9

benzene-1,2-diol

ethylene dibromide
106-93-4

ethylene dibromide

benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

Conditions
ConditionsYield
With sodium hydroxide; (C16H33CH3)2NCH2CH2N(CH3)2C16H33)(2+)*Br(1-)*Br(1-) In water Heating;89%
With sodium hydroxide; (C16H33N(CH3)2CH2CH=CHCH2(CH3)2NC16H33)(2+)*Br(1-)*Br(1-) In water Heating;84%
With potassium carbonate In ethylene glycol; ethyl acetate Reflux;81%
2-(2-bromophenoxy)ethan-1-ol
34743-89-0

2-(2-bromophenoxy)ethan-1-ol

benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

Conditions
ConditionsYield
With palladium diacetate; 9-di(2-tert-butylphosphinophenyl)phenanthrene; caesium carbonate In toluene at 70℃; for 40h;88%
With palladium diacetate; caesium carbonate; 2'-(di-tert-butylphosphanyl)-N,N-dimethyl-[1,1'-biphenyl]-2-amine In toluene at 70℃; for 40h;88%
With (4,4′-di-tert-butyl-2,2′-dipyridyl)Ni(o-tolyl)(Br); 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 80℃; for 24h; Inert atmosphere; Sealed tube; UV-irradiation;86%
[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

benzene-1,2-diol
120-80-9

benzene-1,2-diol

A

benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

B

2,2'-(1,2-phenylenedioxy)diethanol
10234-40-9

2,2'-(1,2-phenylenedioxy)diethanol

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In N,N-dimethyl-formamide at 170℃; for 1h; Inert atmosphere; Schlenk technique;A 5%
B 84%
6-bromo-1,4-benzodioxane
52287-51-1

6-bromo-1,4-benzodioxane

benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

Conditions
ConditionsYield
With tetrabutylammonium tetrafluoroborate; triethylamine In tetrahydrofuran; acetonitrile at 20℃; for 4.4h; Inert atmosphere; Electrolysis;83%
With isopropyl alcohol for 20h; Schlenk technique; Inert atmosphere; Irradiation; Heating;65%
benzene-1,2-diol
120-80-9

benzene-1,2-diol

(vinylselenonyl)benzene

(vinylselenonyl)benzene

benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

Conditions
ConditionsYield
Stage #1: benzene-1,2-diol With caesium carbonate In dichloromethane at 20℃; for 0.166667h; Inert atmosphere;
Stage #2: (vinylselenonyl)benzene In dichloromethane at 0 - 20℃; for 24h; Reagent/catalyst; Temperature; Time; Inert atmosphere;
80%
2-hydroxymethyl-2,3-dihydrobenzo[1,4]dioxin
3663-82-9

2-hydroxymethyl-2,3-dihydrobenzo[1,4]dioxin

benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

Conditions
ConditionsYield
With chlorobis(cyclooctene)-iridium(I) dimer; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; lithium chloride In water; 1,3,5-trimethyl-benzene at 170℃; for 60h; Schlenk technique; Inert atmosphere;79%
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; lithium chloride In water; 1,3,5-trimethyl-benzene for 60h; Reflux;79%
ethylene glycol
107-21-1

ethylene glycol

1,2-dibromobenzene
583-53-9

1,2-dibromobenzene

benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

Conditions
ConditionsYield
With caesium carbonate; triphenylphosphine; palladium dichloride In toluene at 50℃; for 24h;65%
ethylene glycol
107-21-1

ethylene glycol

1,2-dichloro-benzene
95-50-1

1,2-dichloro-benzene

benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

Conditions
ConditionsYield
With caesium carbonate; triphenylphosphine; palladium dichloride In toluene at 50℃; for 24h;63%
benzene-1,2-diol
120-80-9

benzene-1,2-diol

1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

Conditions
ConditionsYield
With sodium hydroxide In dimethyl sulfoxide57%
With sodium hydroxide In N,N-dimethyl-formamide at 90℃;2.1 g
With sodium hydroxide In dimethyl sulfoxide at 80 - 85℃; for 5.45h;115 g
2-fluorophenol
367-12-4

2-fluorophenol

2-chloro-ethanol
107-07-3

2-chloro-ethanol

A

benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

B

2-hydroxyphenyl 2-chloroethyl ether
4792-79-4

2-hydroxyphenyl 2-chloroethyl ether

Conditions
ConditionsYield
With <(η-C6H6)Rh(η-C5EtMe4)>(2+)*2 In nitromethane at 80℃; for 48h; Title compound not separated from byproducts;A 50%
B 10 % Chromat.
2-Phenoxyethanol
122-99-6

2-Phenoxyethanol

A

benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

B

6-iodo-1,4-benzodioxane
57744-67-9

6-iodo-1,4-benzodioxane

C

2-(4-iodophenoxy)ethanol
29639-77-8

2-(4-iodophenoxy)ethanol

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; iodine In 1,2-dichloro-ethane at 60 - 70℃; Irradiation;A 39%
B 12%
C n/a
With [bis(acetoxy)iodo]benzene; iodine In 1,2-dichloro-ethane at 60 - 70℃; Irradiation;A 6%
B 22%
C n/a
2-Phenoxyethanol
122-99-6

2-Phenoxyethanol

A

benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

B

6-iodo-1,4-benzodioxane
57744-67-9

6-iodo-1,4-benzodioxane

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; iodine In 1,2-dichloro-ethane at 60 - 70℃; for 2h; Irradiation;A 39%
B 12%
With [bis(acetoxy)iodo]benzene; iodine In 1,2-dichloro-ethane at 60 - 70℃; for 2h; Irradiation;A 6%
B 22%
2-(2-fluorophenoxy)ethan-1-ol
2924-65-4

2-(2-fluorophenoxy)ethan-1-ol

benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

Conditions
ConditionsYield
(η5-ethyltetramethylcyclopentadienyl)(η6-benzene)rhodium(III) tetrafluoroborate In nitromethane; acetone at 80℃; for 312h;35%
2-(2-bromo-ethoxy)-phenol
51974-48-2

2-(2-bromo-ethoxy)-phenol

benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

Conditions
ConditionsYield
With alkaline solution
With potassium hydroxide In water; dimethyl sulfoxide at 25℃;92 % Spectr.
With potassium hydroxide In water; dimethyl sulfoxide at 25℃; Rate constant;92 % Spectr.
1-(benzyloxy)-2-(2-bromoethoxy)benzene
154582-47-5

1-(benzyloxy)-2-(2-bromoethoxy)benzene

benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

Conditions
ConditionsYield
With hydrogenchloride; ethanol
oxirane
75-21-8

oxirane

phenylium
17333-73-2

phenylium

A

1-benzofurane
271-89-6

1-benzofurane

B

2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

C

benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

D

vinyl phenyl ether
766-94-9

vinyl phenyl ether

Conditions
ConditionsYield
With oxygen; trimethylamine under 244 Torr; for 8760h; Ambient temperature; dark;A 4 % Chromat.
B 15 % Chromat.
C 3 % Chromat.
D 78 % Chromat.
With oxygen; trimethylamine under 244 Torr; for 8760h; Product distribution; Mechanism; Ambient temperature; arylation of various cyclic ethers in the dark and effects of base;A 4 % Chromat.
B 15 % Chromat.
C 3 % Chromat.
D 78 % Chromat.
oxirane
75-21-8

oxirane

phenylium
17333-73-2

phenylium

A

1-benzofurane
271-89-6

1-benzofurane

B

2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

C

benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

D

phenol
108-95-2

phenol

Conditions
ConditionsYield
With oxygen under 34 Torr; for 8760h; Ambient temperature; dark;A 2 % Chromat.
B 21 % Chromat.
C 61 % Chromat.
D 15 % Chromat.
oxirane
75-21-8

oxirane

phenylium
17333-73-2

phenylium

A

1-benzofurane
271-89-6

1-benzofurane

B

2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

C

benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

D

vinyl phenyl ether
766-94-9

vinyl phenyl ether

E

phenol
108-95-2

phenol

Conditions
ConditionsYield
With oxygen under 34 Torr; for 8760h; Product distribution; Mechanism; Ambient temperature; arylation of various cyclic ethers in the dark;A 2 % Chromat.
B 21 % Chromat.
C 61 % Chromat.
D 1 % Chromat.
E 15 % Chromat.
oxirane
75-21-8

oxirane

phenylium
17333-73-2

phenylium

A

2,3-Dihydrobenzofuran
496-16-2

2,3-Dihydrobenzofuran

B

benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

C

phenol
108-95-2

phenol

Conditions
ConditionsYield
With oxygen under 224 Torr; for 8760h; Ambient temperature; dark;A 37 % Chromat.
B 33 % Chromat.
C 30 % Chromat.
ethylene glycol
107-21-1

ethylene glycol

cyclohexane-1,2-dione
765-87-7

cyclohexane-1,2-dione

benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

Conditions
ConditionsYield
With bis(benzonitrile)palladium(II) dichloride In benzene Heating;50 % Chromat.
2-fluorophenol
367-12-4

2-fluorophenol

2-chloro-ethanol
107-07-3

2-chloro-ethanol

benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

Conditions
ConditionsYield
With <(η-C6H6)Rh(η-C5EtMe4)>(2+)*2; triethylamine 1) CH3NO2, 80 deg C, 2 d, 2) room temperature, 24 h; Yield given. Multistep reaction. Title compound not separated from byproducts;
ethyleneglycol sulfate
1072-53-3

ethyleneglycol sulfate

benzene-1,2-diol
120-80-9

benzene-1,2-diol

aqueous alkali

aqueous alkali

benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

1,10-Dimethyl-2,9,11,12,13-pentaoxa-tricyclo[8.2.1.03,8]trideca-3,5,7-triene
110851-22-4

1,10-Dimethyl-2,9,11,12,13-pentaoxa-tricyclo[8.2.1.03,8]trideca-3,5,7-triene

benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: CH2Cl2 / 1 h / -78 °C / Irradiation
2: potassium carbonate / ethane-1,2-diol / 4 h / 120 °C
View Scheme
2,9,11,12,13-Pentaoxa-tricyclo[8.2.1.03,8]trideca-3,5,7-triene
110851-16-6

2,9,11,12,13-Pentaoxa-tricyclo[8.2.1.03,8]trideca-3,5,7-triene

benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 51 percent / CH2Cl2 / 1 h / -78 °C / Irradiation
2: potassium carbonate / ethane-1,2-diol / 4 h / 120 °C
View Scheme
benzene-1,2-diol
120-80-9

benzene-1,2-diol

1,2-bis<2-(-p-toluenesulfonyloxy)ethoxy>amine

1,2-bis<2-(-p-toluenesulfonyloxy)ethoxy>amine

benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aqueous NaOH
2: phosphorus (V)-oxide
View Scheme
Multi-step reaction with 3 steps
1: sodium ethylate; ethanol
2: pyridine; PBr3
3: aqueous alkaline solution
View Scheme
2,3-dibromo-2,3-dihydro-benzo[1,4]dioxin
67470-89-7

2,3-dibromo-2,3-dihydro-benzo[1,4]dioxin

benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

Conditions
ConditionsYield
With sodium iodide In acetone for 2h; Heating / reflux;
2-(2-hydroxy-phenoxy)-ethanol
4792-78-3

2-(2-hydroxy-phenoxy)-ethanol

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

A

benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

B

C10H12O5

C10H12O5

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane at 90℃; for 24h;A 10 %Chromat.
B 90 %Chromat.
benzene-1,2-diol
120-80-9

benzene-1,2-diol

benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 150 °C / Autoclave
2: 1,4-diaza-bicyclo[2.2.2]octane / 3 h / Reflux
View Scheme
benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

6-bromo-1,4-benzodioxane
52287-51-1

6-bromo-1,4-benzodioxane

Conditions
ConditionsYield
With N-Bromosuccinimide In N,N-dimethyl-formamide at 20℃;100%
With N-Bromosuccinimide In N,N-dimethyl-formamide at 20℃; for 24h;100%
With N-Bromosuccinimide In DMF (N,N-dimethyl-formamide) at 0 - 20℃; for 24h;100%
benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

benzyl alcohol
100-51-6

benzyl alcohol

6-Benzyl-2,3-dihydro-benzo[1,4]dioxine

6-Benzyl-2,3-dihydro-benzo[1,4]dioxine

Conditions
ConditionsYield
With sulfuric acid; sodium perchlorate In chloroform Heating; or KClO4;100%
benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

tert-butyl alcohol
75-65-0

tert-butyl alcohol

6-tert-Butyl-2,3-dihydro-benzo[1,4]dioxine
93591-46-9

6-tert-Butyl-2,3-dihydro-benzo[1,4]dioxine

Conditions
ConditionsYield
With sulfuric acid; sodium perchlorate In chloroform Heating; or KClO4;100%
benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

2-bromo-5-iodobenzoyl chloride
1261570-98-2

2-bromo-5-iodobenzoyl chloride

(2-bromo-5-iodophenyl)-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methanone
1291094-64-8

(2-bromo-5-iodophenyl)-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methanone

Conditions
ConditionsYield
With aluminum (III) chloride In dichloromethane at 20℃; for 3h; Temperature;100%
With aluminum (III) chloride In dichloromethane at -5 - 20℃; for 4h; Inert atmosphere;90%
In dichloromethane at 0 - 20℃;
2-chloro-5-iodobenzoylchloride
281652-58-2

2-chloro-5-iodobenzoylchloride

benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

(2-chloro-5-iodophenyl)-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methanone

(2-chloro-5-iodophenyl)-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methanone

Conditions
ConditionsYield
With aluminum (III) chloride In dichloromethane at 20℃; for 16h;98.7%
benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

2,3-dihydro-benzo[1,4]dioxin-6-sulfonic acid
127461-51-2

2,3-dihydro-benzo[1,4]dioxin-6-sulfonic acid

Conditions
ConditionsYield
With sulfur trioxide In 1,4-dioxane-d8 at 15℃; for 0.25h; other time; other temp; other reagent: cc H2SO4;98%
With sulfuric acid at 125℃;
benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

2,3-Dihydro-benzo[1,4]dioxine-5,7-disulfonic acid

2,3-Dihydro-benzo[1,4]dioxine-5,7-disulfonic acid

Conditions
ConditionsYield
With sulfur trioxide In nitromethane at 10℃; for 0.25h; other reagent;98%
benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

5-bromo-2-methylbenzoyl chloride
21900-41-4

5-bromo-2-methylbenzoyl chloride

(5-bromo-2-methylphenyl)-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methanone

(5-bromo-2-methylphenyl)-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methanone

Conditions
ConditionsYield
With aluminum (III) chloride In dichloromethane at 20℃; Inert atmosphere;96%
With aluminum (III) chloride In dichloromethane at 0 - 20℃; for 12h;95%
benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

phenyl isothiocyanate
103-72-0

phenyl isothiocyanate

2-(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)benzo[d]thiazole
1556673-47-2

2-(2,3-dihydrobenzo[b][1,4]dioxin-2-yl)benzo[d]thiazole

Conditions
ConditionsYield
With di-tert-butyl peroxide; copper diacetate In acetonitrile at 120℃; for 6h; Inert atmosphere;94%
benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

chloroethane
75-00-3

chloroethane

6-ethylbenzodioxane

6-ethylbenzodioxane

Conditions
ConditionsYield
With aluminum (III) chloride In dichloromethane at -10 - 20℃; for 1.5h;93.1%
benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

benzoyl chloride
98-88-4

benzoyl chloride

2,3-dihydro-1,4-benzodioxin-6-yl(phenyl)methanone
93637-87-7

2,3-dihydro-1,4-benzodioxin-6-yl(phenyl)methanone

Conditions
ConditionsYield
With aluminium trichloride In nitrobenzene at 5℃; for 6h;92.9%
With aluminium trichloride In 1,2-dichloro-ethane at 20℃; for 10h;88%
With aluminium trichloride In dichloromethane at 0℃; for 1h;85%
With aluminium trichloride In dichloromethane at 15℃; for 1h;
With aluminium trichloride In benzene at 55 - 60℃; for 2.5h; Friedel-Crafts reaction;
benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

acetyl chloride
75-36-5

acetyl chloride

1,4-benzodioxan-6-yl methyl ketone
2879-20-1

1,4-benzodioxan-6-yl methyl ketone

Conditions
ConditionsYield
92%
With aluminium trichloride In carbon disulfide for 10h; Ambient temperature;91%
With aluminium trichloride In benzene at 55 - 60℃; for 2.5h; Friedel-Crafts reaction;
benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

tertiary butyl chloride
507-20-0

tertiary butyl chloride

6-tert-Butyl-2,3-dihydro-benzo[1,4]dioxine
93591-46-9

6-tert-Butyl-2,3-dihydro-benzo[1,4]dioxine

Conditions
ConditionsYield
With aluminum (III) chloride In dichloromethane at -10 - 20℃; for 1.5h;91.2%
benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

6,7-dibromo-2,3-dihydrobenzo[b][1,4]dioxine
25812-80-0

6,7-dibromo-2,3-dihydrobenzo[b][1,4]dioxine

Conditions
ConditionsYield
With bromine In dichloromethane at 20℃;90%
With bromine In dichloromethane at 20℃; Inert atmosphere;83%
With iodine pentoxide; potassium bromide In water at 20℃; for 23h; regioselective reaction;78%
benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

4-fluorobenzoyl chloride
403-43-0

4-fluorobenzoyl chloride

(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-(4-fluoro-phenyl)-methanone
101018-97-7

(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-(4-fluoro-phenyl)-methanone

Conditions
ConditionsYield
With aluminium trichloride In dichloromethane at 15℃; for 1h;90%
benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

4-chlorobenzoyl chloride
586-75-4

4-chlorobenzoyl chloride

(4-Bromo-phenyl)-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-methanone
101018-99-9

(4-Bromo-phenyl)-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-methanone

Conditions
ConditionsYield
With aluminium trichloride In dichloromethane at 15℃; for 1h;90%
benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

1,5-Hexadien
592-42-7

1,5-Hexadien

C20H28O2

C20H28O2

Conditions
ConditionsYield
With C19H16*C24BF20; C23H40NScSi2 In chlorobenzene at 70℃; for 2h; stereoselective reaction;90%
benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

3,4,5-Trimethoxybenzoyl chloride
4521-61-3

3,4,5-Trimethoxybenzoyl chloride

6-(3,4,5-trimethoxybenzoyl)-2,3-dihydro-1,4-benzodioxin
126382-18-1

6-(3,4,5-trimethoxybenzoyl)-2,3-dihydro-1,4-benzodioxin

Conditions
ConditionsYield
With tin(IV) chloride In dichloromethane for 24h; Ambient temperature;88%
benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

2,3,10,11-tetrahydro[1,4]dioxino[2',3':8,9][1,2,5,6]benzotetrathiocino[3,4-g][1,4]benzodioxine

2,3,10,11-tetrahydro[1,4]dioxino[2',3':8,9][1,2,5,6]benzotetrathiocino[3,4-g][1,4]benzodioxine

Conditions
ConditionsYield
With disulfur dichloride; acetic acid at 20℃; for 120h; Inert atmosphere; Schlenk technique; Glovebox;88%
With disulfur dichloride In acetic acid for 18h;52%
Stage #1: benzo-1,4-dioxane With disulfur dichloride In acetic acid at 20℃; for 48h;
Stage #2: With tin(ll) chloride In methanol; acetic acid
With disulfur dichloride; acetic acid at 20℃; Inert atmosphere; Schlenk technique;2.45 g
benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

n-Butyl chloride
109-69-3

n-Butyl chloride

C12H16O2

C12H16O2

Conditions
ConditionsYield
With aluminum (III) chloride In dichloromethane at -10 - 20℃; for 1.5h;87.5%
benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

6-nitro-2,3-dihydrobenzo[b][1,4]dioxine
16498-20-7

6-nitro-2,3-dihydrobenzo[b][1,4]dioxine

Conditions
ConditionsYield
With nitric acid at 60℃;87%
With tert.-butylnitrite In acetonitrile at 20℃; for 1h;80%
With nitric acid In water at 20 - 80℃; for 6h;76.7%
benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

norbornene
498-66-8

norbornene

5,8-bis(bicyclo[2.2.1]hept-2-yl)-2,3-dihydro-1,4-benzodioxine

5,8-bis(bicyclo[2.2.1]hept-2-yl)-2,3-dihydro-1,4-benzodioxine

Conditions
ConditionsYield
With (C5H5)Y(CH2C6H4NMe2-o)2; trityl tetrakis(pentafluorophenyl)borate In toluene at 70℃; for 24h; Inert atmosphere; Glovebox; regioselective reaction;87%
benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

formaldehyd
50-00-0

formaldehyd

6,7-bis(bromomethyl)-2,3-dihydrobenzo[b][1,4]dioxine

6,7-bis(bromomethyl)-2,3-dihydrobenzo[b][1,4]dioxine

Conditions
ConditionsYield
Stage #1: benzo-1,4-dioxane; formaldehyd With acetic acid at 0℃; for 0.5h; Inert atmosphere;
Stage #2: With hydrogen bromide; acetic acid at 0 - 20℃; Inert atmosphere;
87%
benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

6-iodo-1,4-benzodioxane
57744-67-9

6-iodo-1,4-benzodioxane

Conditions
ConditionsYield
With Iron(III) nitrate nonahydrate; carbon dioxide; iodine; oxygen In ethylene glycol at 100℃; under 5250.53 - 9000.9 Torr; for 10h; Autoclave; Green chemistry; regioselective reaction;86%
With iodine; periodic acid In ethanol for 0.75h; Heating;73%
benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

(2,3-dihydro-1,4-benzodioxin-6-yl)phosphonic diethylester

(2,3-dihydro-1,4-benzodioxin-6-yl)phosphonic diethylester

Conditions
ConditionsYield
With manganese(III) triacetate dihydrate In acetic acid at 60℃; for 5h;85%
benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

4-bromo-benzaldehyde
1122-91-4

4-bromo-benzaldehyde

C23H19BrO4

C23H19BrO4

Conditions
ConditionsYield
With Amberlyst-15 In neat (no solvent) at 60℃; for 0.666667h; Friedel-Crafts Alkylation; Green chemistry;85%
benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

1-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-phenylpropan-1-one
130396-94-0

1-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-phenylpropan-1-one

Conditions
ConditionsYield
With aluminium trichloride In dichloromethane at 30℃; for 1h;84%
With aluminium trichloride In dichloromethane at 15 - 20℃; for 3h;78%

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