Product Name

  • Name

    1,4-BENZODIOXAN-6-CARBOXALDEHYDE

  • EINECS 249-763-3
  • CAS No. 29668-44-8
  • Article Data47
  • CAS DataBase
  • Density 1.262 g/cm3
  • Solubility
  • Melting Point 50-52 °C(lit.)
  • Formula C9H8O3
  • Boiling Point 221.2 °C at 760 mmHg
  • Molecular Weight 164.161
  • Flash Point 116 °C
  • Transport Information
  • Appearance Yellowish-beige powder and chunks
  • Safety 24/25
  • Risk Codes
  • Molecular Structure Molecular Structure of 29668-44-8 (1,4-BENZODIOXAN-6-CARBOXALDEHYDE)
  • Hazard Symbols IrritantXi
  • Synonyms 1,4-Benzodioxan-6-carboxaldehyde(6CI,7CI,8CI);1,4-Benzodioxane-6-aldehyde;2,3-Dihydro-1,4-benzodioxan-6-carboxaldehyde;2,3-Dihydro-1,4-benzodioxin-6-aldehyde;2,3-Dihydro-1,4-benzodioxin-6-carboxaldehyde;2,3-Dihydrobenzo[1,4]dioxine-6-carboxaldehyde;2,3-Dihydrobenzo[b][1,4]dioxine-6-carboxaldehyde;3,4-Ethylenedioxybenzaldehyde;
  • PSA 35.53000
  • LogP 1.27030

Synthetic route

ethylene dibromide
106-93-4

ethylene dibromide

3,4-dihydroxybenzaldehyde
139-85-5

3,4-dihydroxybenzaldehyde

2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

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

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 70℃; for 16h;97%
With caesium carbonate In DMF (N,N-dimethyl-formamide) at 70℃; for 16h;97%
With sodium hydroxide; tetrabutylammomium bromide In water90%
1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

3,4-dihydroxybenzaldehyde
139-85-5

3,4-dihydroxybenzaldehyde

2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

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

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 105℃; for 4h;90%
With potassium carbonate In acetone at 50 - 60℃; for 29h;
9-methyl-9H-fluorene-9-carbonyl chloride
82102-37-2

9-methyl-9H-fluorene-9-carbonyl chloride

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

6-bromo-1,4-benzodioxane

2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

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

Conditions
ConditionsYield
With dichloro(1,5-cyclooctadiene)palladium(II); N-Methyldicyclohexylamine; potassium formate; tetra-(n-butyl)ammonium iodide; tricyclohexylphosphine tetrafluoroborate; bis(dibenzylideneacetone)-palladium(0); tri tert-butylphosphoniumtetrafluoroborate at 100℃; for 18h; Reagent/catalyst; Solvent; Sealed tube; Glovebox; Inert atmosphere;81%
benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

hexamethylenetetramine
100-97-0

hexamethylenetetramine

2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

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

Conditions
ConditionsYield
In trifluoroacetic acid at 90 - 95℃; for 24h;72%
benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

hydrogen cyanide
74-90-8

hydrogen cyanide

2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

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

Conditions
ConditionsYield
With hydrogenchloride; aluminium trichloride Zersetzung des Reaktionsprodukts durch Erhitzen mit verd. Salzsaeure;
benzo-1,4-dioxane
493-09-4

benzo-1,4-dioxane

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

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

Conditions
ConditionsYield
With N-Bromosuccinimide; n-butyllithium 1) MeOH, 2) THF, -78 deg C; Multistep reaction;
2,3-dihydro-benzo<1,4>dioxin in benzene

2,3-dihydro-benzo<1,4>dioxin in benzene

2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

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

Conditions
ConditionsYield
With zinc(II) cyanide; hydrogenchloride; aluminium trichloride anschliessendes Behandeln mit wss. Salzsaeure;
ethylene dibromide
106-93-4

ethylene dibromide

disodium compound of protocatechualdehyde

disodium compound of protocatechualdehyde

2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

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

Conditions
ConditionsYield
With ethanol
3,4-dihydroxybenzaldehyde
139-85-5

3,4-dihydroxybenzaldehyde

ethylene dihalide

ethylene dihalide

2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

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

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide
1-benzoyl-1-<2-(hydroxy)phenoxy>ethane
78490-09-2

1-benzoyl-1-<2-(hydroxy)phenoxy>ethane

2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

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

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1) AlCl3, 2) 10percent HCl / 1) benzene, temp ,40 deg C, 2) benzene, 1 h, 50 deg C
2: 48percent HBr / 15 h / Ambient temperature
3: 48 percent / NaOMe / methanol / 24 h / Heating
View Scheme

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 78 percent / NaOEt / dimethylformamide / 0.5 h / Ambient temperature
2: 1) AlCl3, 2) 10percent HCl / 1) benzene, temp ,40 deg C, 2) benzene, 1 h, 50 deg C
3: 48percent HBr / 15 h / Ambient temperature
4: 48 percent / NaOMe / methanol / 24 h / Heating
View Scheme
1-benzoil-1-<(2-idrossi-5-formil)fenossi>etano

1-benzoil-1-<(2-idrossi-5-formil)fenossi>etano

2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 48percent HBr / 15 h / Ambient temperature
2: 48 percent / NaOMe / methanol / 24 h / Heating
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

2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium hydroxide; water / 100 °C
2: hydrogen chloride; aluminium chloride / Zersetzung des Reaktionsprodukts durch Erhitzen mit verd. Salzsaeure
View Scheme
6-iodo-1,4-benzodioxane
57744-67-9

6-iodo-1,4-benzodioxane

2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium formate; palladium diacetate; 1,2-bis-(diphenylphosphino)ethane / dimethyl sulfoxide / Inert atmosphere; Sealed tube
2: water
View Scheme
C13H17NO2

C13H17NO2

2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

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

Conditions
ConditionsYield
With water
3,4-dibromobenzaldehyde
74003-55-7

3,4-dibromobenzaldehyde

ethylene glycol
107-21-1

ethylene glycol

2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

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

Conditions
ConditionsYield
With potassium carbonate; triethylamine In N,N-dimethyl-formamide at 80℃; Inert atmosphere;
vanillin
121-33-5

vanillin

2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aluminum (III) chloride; pyridine / dichloromethane / 24 h / Reflux
2: potassium carbonate / N,N-dimethyl-formamide / 100 - 110 °C
View Scheme
2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

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

ethyl acetoacetate
141-97-9

ethyl acetoacetate

α-acetyl-(2,3-dihydro-1,4-benzodioxin-6-yl)propenoic acid ethyl ester

α-acetyl-(2,3-dihydro-1,4-benzodioxin-6-yl)propenoic acid ethyl ester

Conditions
ConditionsYield
With piperidine; acetic acid In benzene for 15h; Heating;100%
2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

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

1-phenyl-3-trimethylsilylmethyl-3,4-pentadien-1-ol
312298-12-7

1-phenyl-3-trimethylsilylmethyl-3,4-pentadien-1-ol

6-((2S,6S)-3,4-Dimethylene-6-phenyl-tetrahydro-pyran-2-yl)-2,3-dihydro-benzo[1,4]dioxine

6-((2S,6S)-3,4-Dimethylene-6-phenyl-tetrahydro-pyran-2-yl)-2,3-dihydro-benzo[1,4]dioxine

Conditions
ConditionsYield
With trimethylsilyl trifluoromethanesulfonate In diethyl ether at -78℃; for 4h;100%
trimethylsulphonium iodide
2181-42-2

trimethylsulphonium iodide

2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

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

6-Oxiranyl-2,3-dihydro-benzo[1,4]dioxine
389124-25-8

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

Conditions
ConditionsYield
With potassium hydroxide; water In acetonitrile at 60℃; for 1.5h;100%
diethoxyphosphoryl-acetic acid ethyl ester
867-13-0

diethoxyphosphoryl-acetic acid ethyl ester

2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

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

(E)-ethyl 3-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)acrylate
84959-25-1

(E)-ethyl 3-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)acrylate

Conditions
ConditionsYield
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With lithium chloride In tetrahydrofuran at 20℃; for 0.25h; Horner-Wadsworth-Emmons Olefination; Inert atmosphere;
Stage #2: 2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran Horner-Wadsworth-Emmons Olefination; Inert atmosphere;
100%
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran at 0℃; for 1h; Inert atmosphere;
Stage #2: 2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde In tetrahydrofuran at 20℃; for 17h; Inert atmosphere;
93%
nitromethane
75-52-5

nitromethane

2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

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

(E)-6-(2-nitrovinyl)-2,3-dihydro[1,4]benzodioxine
10554-65-1

(E)-6-(2-nitrovinyl)-2,3-dihydro[1,4]benzodioxine

Conditions
ConditionsYield
With ammonium acetate at 100℃; Inert atmosphere;99%
With ethanol; methylamine hydrochloride; sodium carbonate
With sodium hydroxide at 15℃;
Henry reaction;
2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

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

2,3-dihydro-1,4-benzodioxin-6-carboxylic acid
4442-54-0

2,3-dihydro-1,4-benzodioxin-6-carboxylic acid

Conditions
ConditionsYield
With sodium chlorite; sodium dihydrogen phosphate; 2-methyl-but-2-ene In water; tert-butyl alcohol at 20℃; for 45h;99%
With urea hydrogen peroxide adduct; sodium hydroxide In methanol; water for 1.5h; Reflux;81%
With potassium permanganate at 70 - 80℃; for 0.666667h;76%
1-(4-fluorophenyl)-1H-indazole-5-amine
934601-20-4

1-(4-fluorophenyl)-1H-indazole-5-amine

2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

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

1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-N-(1-(4-fluorophenyl)-1H-indazol-5-yl)methanimine

1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-N-(1-(4-fluorophenyl)-1H-indazol-5-yl)methanimine

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 20℃; for 48h;99%
2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

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

2,3-dihydro-1,4-benzodioxin-6-carboxaldehyde-α-d1

2,3-dihydro-1,4-benzodioxin-6-carboxaldehyde-α-d1

Conditions
ConditionsYield
With 1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydro-1H-imidazolium bromide; water-d2; potassium carbonate In toluene at 40℃; for 12h;99%
With 1,3,5-triscyano-2,4,6-tris(N-carbazolyl)benzene; water-d2; sodium carbonate; triisopropylsilanethiol In ethyl acetate at 20℃; for 36h; Inert atmosphere; Sealed tube; Irradiation;91%
2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

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

malononitrile
109-77-3

malononitrile

2-((2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methylene)malononitrile

2-((2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methylene)malononitrile

Conditions
ConditionsYield
With nickel(II) ferrite In ethanol at 20℃; for 32h; Knoevenagel Condensation; Green chemistry;98.9%
With triethylamine In methanol Reflux;
With piperidine In ethanol at 20℃; for 2h;
2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

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

dihydrobenzo[1,4]dioxin-6-ol
10288-72-9

dihydrobenzo[1,4]dioxin-6-ol

Conditions
ConditionsYield
With potassium fluoride; 3-chloro-benzenecarboperoxoic acid In dichloromethane at 20℃; Cooling with ice;98%
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 50℃; for 16h;94%
Stage #1: 2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 50℃; for 16h;
Stage #2: With sodium hydroxide In methanol; water for 2h;
94%
2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

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

2,3-dihydrobenzo[b][1,4]dioxin-6-carbaldoxime
31127-39-6

2,3-dihydrobenzo[b][1,4]dioxin-6-carbaldoxime

Conditions
ConditionsYield
With hydroxylamine hydrochloride; sodium hydroxide In ethanol at 80℃; for 4h; Inert atmosphere;98%
With hydroxylamine hydrochloride; sodium acetate In ethanol for 12h;
With hydroxylamine hydrochloride; sodium carbonate In ethanol; water at 60℃; for 1h;
2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

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

dimethyl 2-((tertbutyldiphenylsilyl)methyl)cyclopropane-1,1-dicarboxylate
362610-79-5

dimethyl 2-((tertbutyldiphenylsilyl)methyl)cyclopropane-1,1-dicarboxylate

5-[(tert-butyl-diphenyl-silanyl)-methyl]-2-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-dihydro-furan-3,3-dicarboxylic acid dimethyl ester

5-[(tert-butyl-diphenyl-silanyl)-methyl]-2-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-dihydro-furan-3,3-dicarboxylic acid dimethyl ester

Conditions
ConditionsYield
With scandium tris(trifluoromethanesulfonate) In dichloromethane at 30 - 32℃; for 6h;98%
1-methyl-2-thioxoimidazolidin-4-one
29181-65-5

1-methyl-2-thioxoimidazolidin-4-one

2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

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

(5Z)-5-(2,3-dihydro-1,4-benzodioxan-6-ylmethylene)-1-methyl-2-thioxoimidazolidin-4-one
1334337-84-6

(5Z)-5-(2,3-dihydro-1,4-benzodioxan-6-ylmethylene)-1-methyl-2-thioxoimidazolidin-4-one

Conditions
ConditionsYield
With propylamine at 80℃; for 1h; Knoevenagel condensation; Microwave irradiation;98%
2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

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

2,3-dihydrobenzo[b][1,4]dioxine-6-carbonitrile
19102-07-9

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

Conditions
ConditionsYield
With HCl·DMPU; hydroxylamine hydrochloride In acetonitrile at 60℃;98%
With oxygen; acetonitrile; copper(l) chloride In N,N-dimethyl acetamide at 130℃; for 24h; Schlenk technique;87%
With ammonia; oxygen In tert-Amyl alcohol at 40℃; under 750.075 Torr; for 24h; Green chemistry;85%
With hydroxylamine hydrochloride; sodium sulfate In N,N-dimethyl-formamide at 170℃; for 4h;81%
Multi-step reaction with 2 steps
1.1: hydroxylamine hydrochloride / methanol; water / 0.5 h / 20 °C
1.2: 20 °C
2.1: acetic anhydride / Reflux
View Scheme
4-chloro-2-hydroxy acetophenone
6921-66-0

4-chloro-2-hydroxy acetophenone

2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

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

(E)-1-(4-chloro-2-hydroxyphenyl)-3-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)prop-2-en-1-one
96755-02-1

(E)-1-(4-chloro-2-hydroxyphenyl)-3-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)prop-2-en-1-one

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 40h; Ambient temperature;97%
With potassium hydroxide In ethanol Ambient temperature;97%
With sodium hydroxide In methanol at 20℃;37.89%
2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

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

(2,3-dihydro-benzo[1,4]dioxin-6-yl)-methanol
39270-39-8

(2,3-dihydro-benzo[1,4]dioxin-6-yl)-methanol

Conditions
ConditionsYield
Stage #1: 2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde With sodium tetrahydroborate In ethanol at 0 - 20℃; for 1h;
Stage #2: With water In ethanol
97%
With methanol; sodium tetrahydroborate at 0℃; for 0.5h;95%
With sodium tetrahydroborate In methanol at 25℃; for 2h;93%
2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

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

(trifluoromethyl)trimethylsilane
81290-20-2

(trifluoromethyl)trimethylsilane

1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-2,2,2-trifluoroethanol
923170-94-9

1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-2,2,2-trifluoroethanol

Conditions
ConditionsYield
Stage #1: 2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde; (trifluoromethyl)trimethylsilane With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 4h;
Stage #2: With water In N,N-dimethyl-formamide for 4h; Acidic conditions;
97%
5-Bromo-2-hydroxyacetophenone
1450-75-5

5-Bromo-2-hydroxyacetophenone

2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

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

(E)-1-(5-bromo-2-hydroxyphenyl)-3-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)prop-2-en-1-one
96755-06-5

(E)-1-(5-bromo-2-hydroxyphenyl)-3-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)prop-2-en-1-one

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 40h; Ambient temperature;96%
With potassium hydroxide In ethanol Ambient temperature;96%
With sodium hydroxide In methanol at 20℃;58.33%
2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

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

1-(2-benzyloxy-5-fluorophenyl)-ethanone
1799-18-4

1-(2-benzyloxy-5-fluorophenyl)-ethanone

1-(2-benzyloxy-5-fluorophenyl)-3-(6-benzodioxan-1,4-yl)propenone
96755-16-7

1-(2-benzyloxy-5-fluorophenyl)-3-(6-benzodioxan-1,4-yl)propenone

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 40h; Ambient temperature;96%
With potassium hydroxide In ethanol Ambient temperature;96%
2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

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

1-(2-(benzyloxy)-5-bromophenyl)ethanone
69822-20-4

1-(2-(benzyloxy)-5-bromophenyl)ethanone

1-(2-benzyloxy-5-bromophenyl)-3-(6-benzodioxan-1,4-yl)propenone
96755-14-5

1-(2-benzyloxy-5-bromophenyl)-3-(6-benzodioxan-1,4-yl)propenone

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 40h; Ambient temperature;96%
With potassium hydroxide In ethanol Ambient temperature;96%
2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

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

4-methoxy-aniline
104-94-9

4-methoxy-aniline

Dimethyl phosphite
868-85-9

Dimethyl phosphite

dimethyl (2,3-dihydrobenzo[b][1,4]dioxin-6-yl)(4-methoxyphenylamino)methylphosphonate
1582309-56-5

dimethyl (2,3-dihydrobenzo[b][1,4]dioxin-6-yl)(4-methoxyphenylamino)methylphosphonate

Conditions
ConditionsYield
With titanium(IV) oxide In neat (no solvent) at 50℃; for 0.166667h; Green chemistry;96%
hydrogen cyanide
74-90-8

hydrogen cyanide

2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

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

2-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-2-hydroxyacetonitrile

2-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-2-hydroxyacetonitrile

Conditions
ConditionsYield
With Prunus communis hydroxynitrile lyase 5 L331A mutant In tert-butyl methyl ether at 10℃; for 12h; pH=3.5; Catalytic behavior; Reagent/catalyst; Enzymatic reaction; enantioselective reaction;96%
With hydroxynitrile lyase isozyme 5 from Prunus communis In tert-butyl methyl ether at 25℃; for 7h; pH=5; Enzymatic reaction;84%
With (R)-oxynitrilase In di-isopropyl ether Enzymatic reaction;
1-<5-chloro-2-(phenylmethoxy)phenyl>ethanone
42972-62-3

1-<5-chloro-2-(phenylmethoxy)phenyl>ethanone

2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

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

1-(2-benzyloxy-5-chlorophenyl)-3-(6-benzodioxan-1,4-yl)propenone
96755-15-6

1-(2-benzyloxy-5-chlorophenyl)-3-(6-benzodioxan-1,4-yl)propenone

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water for 40h; Ambient temperature;95%
With potassium hydroxide In ethanol Ambient temperature;95%
2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

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

2-benzyloxy-4,5-dimethylacetophenone
69822-19-1

2-benzyloxy-4,5-dimethylacetophenone

1-(2-benzyloxy-4,5-dimethylphenyl)-3-(6-benzodioxan-1,4-yl)propenone
96755-18-9

1-(2-benzyloxy-4,5-dimethylphenyl)-3-(6-benzodioxan-1,4-yl)propenone

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 40h; Ambient temperature;95%
With potassium hydroxide In ethanol Ambient temperature;95%
2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

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

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

C14H14O6
1267658-51-4

C14H14O6

Conditions
ConditionsYield
With piperidine; acetic acid In benzene Knoevenagel condensation;95%
With piperidine; acetic acid In benzene Dean-Stark; Reflux;
2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

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

p-toluidine
106-49-0

p-toluidine

Dimethyl phosphite
868-85-9

Dimethyl phosphite

dimethyl (2,3-dihydrobenzo[b][1,4]dioxin-6-yl)(p-tolylamino)methylphosphonate
1582309-57-6

dimethyl (2,3-dihydrobenzo[b][1,4]dioxin-6-yl)(p-tolylamino)methylphosphonate

Conditions
ConditionsYield
With titanium(IV) oxide In neat (no solvent) at 50℃; for 0.2h; Green chemistry;95%
2-aminofluorene
153-78-6

2-aminofluorene

2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

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

Dimethyl phosphite
868-85-9

Dimethyl phosphite

dimethyl (((9H-fluoren-2-yl)amino)(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methyl)phosphonate
1618086-78-4

dimethyl (((9H-fluoren-2-yl)amino)(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methyl)phosphonate

Conditions
ConditionsYield
With polystyrene-supported p-toluenesulfonic acid In neat (no solvent) at 70℃; for 0.0833333h; Kabachnik-Fields Reaction; Microwave irradiation; Green chemistry;95%
2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

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

4-amino-1-phenylpiperazine
14340-32-0

4-amino-1-phenylpiperazine

(E)-N-((2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methylene)-4-phenylpiperazin-1-amine

(E)-N-((2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methylene)-4-phenylpiperazin-1-amine

Conditions
ConditionsYield
In toluene at 100℃;95%
2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde
29668-44-8

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

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

methyl 2-((2,3-dihydrobenzo[b][1,4]dioxin-6-yl)(hydroxy)methyl)acrylate

methyl 2-((2,3-dihydrobenzo[b][1,4]dioxin-6-yl)(hydroxy)methyl)acrylate

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane at 30 - 40℃; Morita-Baylis-Hillman Alkylation; Sonication;95%
With 1,4-diaza-bicyclo[2.2.2]octane In methanol at 20℃; Morita-Baylis-Hillman Alkylation;

1,4-Benzodioxane-6-carboxaldehyde Specification

The 1,4-Benzodioxin-6-carboxaldehyde,2,3-dihydro- is an organic compound with the formula C9H8O3. It belongs to the product categories of Aromatic Aldehydes & Derivatives (substituted); Aldehydes; Benzodioxanes Carbonyl Compounds; Building Blocks; C9; Heterocyclic Building Blocks. Its EINECS registry number is 249-763-3. With the CAS registry number 29668-44-8, its IUPAC name is 2,3-dihydro-1,4-benzodioxine-6-carbaldehyde. When you are using this chemical, please be cautious about it. This chemical may cause inflammation to the skin or other mucous membranes. It is yellowish-beige powder and chunks. The product should be sealed and stored in cool, dry and well-ventilated place. What's more, it should be protected from strong oxides.

Physical properties of 1,4-Benzodioxin-6-carboxaldehyde,2,3-dihydro-: (1)ACD/LogP: 1.54; (2)#H bond acceptors: 3; (3)#Freely Rotating Bonds: 1; (4)Index of Refraction: 1.588; (5)Molar Refractivity: 43.77 cm3; (6)Molar Volume: 130 cm3; (7)Surface Tension: 51.1 dyne/cm; (8)Density: 1.262 g/cm3; (9)Flash Point: 116 °C; (10)Enthalpy of Vaporization: 45.76 kJ/mol; (11)Boiling Point: 221.2 °C at 760 mmHg; (12)Vapour Pressure: 0.109 mmHg at 25°C.

Preparation of 1,4-Benzodioxin-6-carboxaldehyde,2,3-dihydro-: this chemical can be prepared by 3,4-dihydroxy-benzaldehyde and 1,2-dibromo-ethane. This reaction will need reagent sodium hydroxide and solvent H2O. The reaction time is 1 hour. The yield is about 50%.

1,4-Benzodioxin-6-carboxaldehyde,2,3-dihydro- can be prepared by 3,4-dihydroxy-benzaldehyde and 1,2-dibromo-ethane

Uses of 1,4-Benzodioxin-6-carboxaldehyde,2,3-dihydro-: it can be used to produce 5,10,15,20-tetrakis-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-porphyrine by heating. This reaction will need solvent propionic acid with reaction time of 1 hour. The yield is about 16.4%.

1,4-Benzodioxin-6-carboxaldehyde,2,3-dihydro- can be used to produce 5,10,15,20-tetrakis-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-porphyrine by heating

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1COC2=C(O1)C=CC(=C2)C=O
(2)InChI: InChI=1S/C9H8O3/c10-6-7-1-2-8-9(5-7)12-4-3-11-8/h1-2,5-6H,3-4H2
(3)InChIKey: CWKXDPPQCVWXAG-UHFFFAOYSA-N

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