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Cas Database |
| Name |
1,4-Benzodioxan |
EINECS | 207-775-6 |
| CAS No. | 493-09-4 | Density | 1.15 g/cm3 |
| PSA | 18.46000 | LogP | 1.45780 |
| Solubility | insoluble in water | Melting Point |
213-217 °C |
| Formula | C8H8O2 | Boiling Point | 248.138 °C at 760 mmHg |
| Molecular Weight | 136.15 | Flash Point | 87.778 °C |
| Transport Information | N/A | Appearance | clear colourless to very slightly yellow liquid |
| Safety | 23-24/25 | Risk Codes | N/A |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| Synonyms |
1,4-Benzodioxan(6CI,7CI,8CI);1,2-(Ethylenedioxy)benzene;2,3-Dihydro-1,4-benzodioxin;2,3-Dihydrobenzo[1,4]dioxine;Benzene, 1,2-[1,2-ethanediylbis(oxy)]-;Ethyleneo-phenylene dioxide;NSC 406705;Pyrocatechol ethylene ether; |
Article Data | 47 |
1,4-Benzodioxan Synthetic route
Conditions
| Conditions | Yield |
|---|---|
| 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 |
Conditions
| Conditions | Yield |
|---|---|
| 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% |
- 34743-89-0
2-(2-bromophenoxy)ethan-1-ol
- 493-09-4
benzo-1,4-dioxane
Conditions
| Conditions | Yield |
|---|---|
| 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% |
- 96-49-1
[1,3]-dioxolan-2-one
- 120-80-9
benzene-1,2-diol
A
- 493-09-4
benzo-1,4-dioxane
B
- 10234-40-9
2,2'-(1,2-phenylenedioxy)diethanol
Conditions
| Conditions | Yield |
|---|---|
| With tetrabutyl ammonium fluoride In N,N-dimethyl-formamide at 170℃; for 1h; Inert atmosphere; Schlenk technique; | A 5% B 84% |
- 52287-51-1
6-bromo-1,4-benzodioxane
- 493-09-4
benzo-1,4-dioxane
Conditions
| Conditions | Yield |
|---|---|
| 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% |
Conditions
| Conditions | Yield |
|---|---|
| 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% |
Conditions
| Conditions | Yield |
|---|---|
| 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% |
Conditions
| Conditions | Yield |
|---|---|
| With caesium carbonate; triphenylphosphine; palladium dichloride In toluene at 50℃; for 24h; | 65% |
Conditions
| Conditions | Yield |
|---|---|
| With caesium carbonate; triphenylphosphine; palladium dichloride In toluene at 50℃; for 24h; | 63% |
Conditions
| Conditions | Yield |
|---|---|
| With sodium hydroxide In dimethyl sulfoxide | 57% |
| 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 |
1,4-Benzodioxan Chemical Properties
Molecular Formula: C8H8O2 
Formula Weight: 136.15
bp of 1,4-Benzodioxan (493-09-4): 103 °C 6 mm Hg(lit.)
density : 1.142 g/mL at 25 °C(lit.)
refractive index : n20/D 1.549(lit.)
Fp of 1,4-Benzodioxan (493-09-4): 190 °F
Solubility: Insoluble in water; soluble in all typical organic solvents
Appearance: Colorless to light yellow liquid
Odor of 1,4-Benzodioxan (493-09-4): Aromatic odor
Formula Weight: 136.15
bp of 1,4-Benzodioxan (493-09-4): 103 °C 6 mm Hg(lit.)
density : 1.142 g/mL at 25 °C(lit.)
refractive index : n20/D 1.549(lit.)
Fp of 1,4-Benzodioxan (493-09-4): 190 °F
Solubility: Insoluble in water; soluble in all typical organic solvents
Appearance: Colorless to light yellow liquid
Odor of 1,4-Benzodioxan (493-09-4): Aromatic odor
1,4-Benzodioxan Uses
1,4-Benzodioxan (493-09-4) can be used as the intermediate of doxazosin.
1,4-Benzodioxan Toxicity Data With Reference
LD50/LC50: RTECS: Not available
Carcinogenicity: 1,4-Benzodioxan (493-09-4) - Not listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65.
Carcinogenicity: 1,4-Benzodioxan (493-09-4) - Not listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65.
1,4-Benzodioxan Safety Profile
Hazard Codes : Xi (Irritant)
Safety Statements : 23-24/25 (Toxic by inhalation; Toxic in contact with skin and if swallowed)
WGK Germany : 3
RTECS : DF4728000
Hazard Note : Irritant
HS Code : 29329995
Safety Statements : 23-24/25 (Toxic by inhalation; Toxic in contact with skin and if swallowed)
WGK Germany : 3
RTECS : DF4728000
Hazard Note : Irritant
HS Code : 29329995
1,4-Benzodioxan Standards and Recommendations
Purity: 98.0%
1,4-Benzodioxan Specification
Storage: Store in a tightly closed container. Store in a cool, dry place. Keep away from sources of ignition.
Handling: Avoid contact with skin and eyes. Avoid breathing dust, vapor, mist, or gas. Keep container tightly closed. Wash thoroughly after handling. Mechanical exhaust required.
Handling: Avoid contact with skin and eyes. Avoid breathing dust, vapor, mist, or gas. Keep container tightly closed. Wash thoroughly after handling. Mechanical exhaust required.
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1,4-Benzodioxan
