1,3-Benzodioxole supplier | CasNO.274-09-9

Name
1,3-Benzodioxole
EINECS 205-992-0
CAS No. 274-09-9
Article Data87
CAS DataBase
Density 1.213 g/cm³
Solubility 0.2 g/100 mL (25 °C) in water
Melting Point -18 °C
Formula C₇H₆O₂
Boiling Point 173 °C at 760 mmHg
Molecular Weight 122.123
Flash Point 55 °C
Transport Information UN 1993 3/PG 3
Appearance clear colourless to light yellow liquid
Safety 23-24/25-36/37/39-26-16-36
Risk Codes 20/22-22-10-36/37/38-20/21/22
Molecular Structure
Hazard Symbols Xn, Xi
Synonyms Benzene,1,2-(methylenedioxy)- (6CI,8CI);(Methylenedioxy)benzene;1,2-(Methylenedioxy)benzene;1,3-Dioxaindan;1,3-Dioxindan;2H-1,3-Benzodioxole;2H-Benzo[d]-1,3-dioxolane;Benzene,1,2-[methylenebis(oxy)]-;Benzodioxole;o-(Methylenedioxy)benzene;Methylene Dioxy Benzene;1,2-Methylenedioxybenzene;
PSA 18.46000
LogP 1.41530

Synthetic route

: 7228-38-8
5-chloro-1,3-benzodioxole

: 274-09-9
Methylenedioxybenzene

Conditions

Conditions	Yield
With 4-methyl-morpholine; tetrahydroxydiboron; 5%-palladium/activated carbon In 1,2-dichloro-ethane at 50℃; for 5h;	100%
Stage #1: 5-chloro-1,3-benzodioxole With ethidium Bromide; magnesium; iron(II) chloride; magnesium chloride In tetrahydrofuran at 22 - 52℃; for 23h; Stage #2: With water In tetrahydrofuran
In isopropyl alcohol for 15h; Irradiation; Inert atmosphere;	100 %Chromat.

: 94839-07-3
3,4-(methylenedioxy)-benzeneboronic acid

: 274-09-9
Methylenedioxybenzene

Conditions

Conditions	Yield
With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; tetrahydroxydiboron; 1,3-bis(bis(4-methoxyphenyl)phosphino)propane In water; 1,2-dichloro-ethane at 70℃; for 0.25h;	99%
With [bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I); water In toluene at 90℃; for 1h; Microwave irradiation; Green chemistry;	62%
Stage #1: 3,4-(methylenedioxy)-benzeneboronic acid With (HOCH2)2CMeCH2O-polymer In tetrahydrofuran Cyclization; Stage #2: With Ag(NH3)NO3 In tetrahydrofuran for 8h; Protodeboronation; Heating; Further stages.;

: 2635-13-4
1,2-(methylenedioxy)-4-bromobenzene

: 274-09-9
Methylenedioxybenzene

Conditions

Conditions	Yield
With potassium phosphate In N,N-dimethyl-formamide; cyclohexanol at 110℃; for 12h;	96%
With tris(dibenzylideneacetone)dipalladium (0); tris(2,4-di-tert-butylphenyl)phosphite; caesium carbonate In cyclohexanol at 120℃; for 10h;	85 %Chromat.
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; potassium tert-butylate; isopropyl alcohol at 100℃; Schlenk technique; Inert atmosphere;	88%Chromat.
With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; carbon dioxide; palladium diacetate; N-ethyl-N,N-diisopropylamine; triphenylphosphine In N,N-dimethyl acetamide at 20℃; under 760.051 Torr; for 12h; Reagent/catalyst; Solvent; Irradiation;	100 %Spectr.
With triethylamine In acetonitrile at 20℃; for 15h; Irradiation; Inert atmosphere;	94 %Spectr.

: 75-09-2
dichloromethane

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

: 274-09-9
Methylenedioxybenzene

Conditions

Conditions	Yield
With sodium hydroxide In dimethyl sulfoxide at 50 - 100℃; for 5.5h; Reagent/catalyst; Temperature; Microwave irradiation;	95%
In 1-methyl-pyrrolidin-2-one Reagent/catalyst;	94.69%
With sodium hydroxide In dimethyl sulfoxide at 90 - 120℃; for 0.5h; Temperature; Solvent; Reagent/catalyst;	85.4%

: 74-97-5
chlorobromomethane

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

A: 274-09-9
Methylenedioxybenzene

B: 263-29-6
dibenzo-tetroxecin

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 20 - 110℃;	A 88% B 11%

...Expand

: 75-11-6
diiodomethane

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

: 274-09-9
Methylenedioxybenzene

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 110℃; for 1h; Inert atmosphere;	80%
With sodium hydrogencarbonate In N,N-dimethyl-formamide at 80℃; for 12h;	62.1%
With sodium hydrogencarbonate In N,N-dimethyl-formamide at 80℃; for 12h;	62.1%
With potassium hydroxide; hydrogen
With sodium hydride 1.) HMPT, room temp.; 2.) room temp., 20 min; Yield given. Multistep reaction;

: 124-38-9
carbon dioxide

: 5876-51-7
5-iodo-1,3-benzodioxole

A: 274-09-9
Methylenedioxybenzene

B: 94-53-1
Piperonylic acid

Conditions

Conditions	Yield
With tetraethylammonium tosylate; triphenylphosphine; tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide Pt anode/Pt cathode; electrolysis with 2.5 mA/cm2;	A 13% B 76%

...Expand

: 7228-38-8
5-chloro-1,3-benzodioxole

: 95-93-2
1,2,4,5-tetramethylbenzene

A: 274-09-9
Methylenedioxybenzene

B: 954367-93-2
3,4-methylenedioxy-2',3',5',6'-tetramethyl-biphenyl

Conditions

Conditions	Yield
With triethylamine In 2,2,2-trifluoroethanol for 7h; Photolysis;	A n/a B 76%

...Expand

: 930-68-7
cyclohexenone

: 994-30-9
triethylsilyl chloride

: 5876-51-7
5-iodo-1,3-benzodioxole

A: 274-09-9
Methylenedioxybenzene

B: 1416985-76-6
((3-(benzo[d][1,3]dioxol-5-yl)cyclohex-1-en-1-yl)oxy)triethylsilane

Conditions

Conditions	Yield
With bis(acetylacetonate)nickel(II); manganese; 2.9-dimethyl-1,10-phenanthroline In N,N-dimethyl acetamide at 20℃; for 1h;	A 5 mg B 76%

...Expand

: 2635-13-4
1,2-(methylenedioxy)-4-bromobenzene

: 677-22-5
tert-butylmagnesium chloride

A: 274-09-9
Methylenedioxybenzene

B: 7228-36-6
5-(tert-butyl)benzo[d][1,3]dioxole

Conditions

Conditions	Yield
With 1.54H2O*Cl2Ni; 1,3-bis(cyclohexyl)imidazolium tetrafluoroborate In tetrahydrofuran at -10℃; for 1.5h; Kumada coupling reaction; Inert atmosphere;	A 17 mg B 73%

...Expand

: 5876-51-7
5-iodo-1,3-benzodioxole

: 274-09-9
Methylenedioxybenzene

Conditions

Conditions	Yield
With 2-(2-methoxyethoxy)ethyl alcohol; oxygen; sodium hydride In 1,4-dioxane at 20℃; for 24h; Schlenk technique; chemoselective reaction;	72%

: 1-(benzo[d][1,3]dioxole-5-carbonyl)piperidine-2,6-dione

: 274-09-9
Methylenedioxybenzene

Conditions

Conditions	Yield
With nickel(II) acetate tetrahydrate; 1,2-bis-(dicyclohexylphosphino)ethane In toluene at 170℃; for 48h;	72%
With nickel(II) acetate tetrahydrate; 1,2-bis-(dicyclohexylphosphino)ethane In toluene at 170℃; for 48h; Inert atmosphere; Glovebox; Sealed tube;	72 %Chromat.

: 124-38-9
carbon dioxide

: 109586-40-5
1,3-dihydroisobenzofuran-5-yl trifluoromethanesulfonate

A: 274-09-9
Methylenedioxybenzene

B: 94-53-1
Piperonylic acid

Conditions

Conditions	Yield
With bis(2-phenylpyridinato)(2,2'-bipyridine)iridium(III) hexafluorophosphate; tetrabutylammomium bromide; palladium diacetate; caesium carbonate; N-ethyl-N,N-diisopropylamine; tert-butyl XPhos In N,N-dimethyl acetamide at 20℃; under 760.051 Torr; for 4h; Catalytic behavior; Reagent/catalyst; Irradiation;	A 16% B 70%

...Expand

: 533-31-3
Sesamol

: 274-09-9
Methylenedioxybenzene

Conditions

Conditions	Yield
Stage #1: Sesamol With fluorosulfonyl fluoride; triethylamine In dimethyl sulfoxide at 20℃; for 3h; Stage #2: With formic acid; 1,3-bis-(diphenylphosphino)propane; palladium diacetate In dimethyl sulfoxide at 20℃; for 2h;	65%

: 7228-38-8
5-chloro-1,3-benzodioxole

: 762-72-1
allyl-trimethyl-silane

A: 274-09-9
Methylenedioxybenzene

B: 94-59-7
1-allyl-3,4-methylenedioxybenzene

Conditions

Conditions	Yield
In water; acetonitrile for 6.25h; Irradiation; Flow reactor;	A 10 %Chromat. B 50%

...Expand

: 2635-13-4
1,2-(methylenedioxy)-4-bromobenzene

: 998-30-1
Triethoxysilane

A: 274-09-9
Methylenedioxybenzene

B: 376353-50-3
4-(triethoxysilyl)-1,2-(methylenedioxy)benzene

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; johnphos; bis(dibenzylideneacetone)-palladium(0) In 1-methyl-pyrrolidin-2-one at 60℃; for 12h;	A n/a B 44%

...Expand

: benzo[d][1,3]dioxol-5-yl tert-butyl carbonate

: 73183-34-3
bis(pinacol)diborane

A: 94838-82-1
5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-benzodioxole

B: 274-09-9
Methylenedioxybenzene

Conditions

Conditions	Yield
With cesium fluoride; 2-mercaptopyridine sodium salt In acetonitrile at 30 - 35℃; for 36h; Irradiation; Inert atmosphere;	A 44% B 5 %Chromat.

...Expand

: 110-88-3
1,3,5-Trioxan

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

: 274-09-9
Methylenedioxybenzene

Conditions

Conditions	Yield
TS-2 In 1,4-dioxane at 330℃; for 5h; Product distribution / selectivity; Gas phase;	30%
tegafur In 1,4-dioxane at 330℃; for 5h; Product distribution / selectivity; Gas phase;	28%

: 20244-21-7, 34789-97-4, 51818-64-5, 7664-47-3
sodium catecholate

: 74-95-3
1,2-dibromomethane

: 274-09-9
Methylenedioxybenzene

Conditions

Conditions	Yield
<p>-(CH2)3-<sup>+</sup>PBu3</p> In water at 110℃; for 2h;	10%

: 5279-32-3
5,6-dibromo-1,3-benzodioxole

: 274-09-9
Methylenedioxybenzene

Conditions

Conditions	Yield
With methanol; sodium amalgam

: 74-97-5
chlorobromomethane

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

: 274-09-9
Methylenedioxybenzene

Conditions

Conditions	Yield
With potassium hydroxide

: 20757-83-9
[1,3,5,7,2,6]tetroxadithiocane 2,2,6,6-tetraoxide

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

: furan-2,3,5(4H)-trione pyridine (1:1)

: 67-64-1
acetone

: 274-09-9
Methylenedioxybenzene

Conditions

Conditions	Yield
at 45℃; reagiert analog mit Protocatechualdehyd, aber nicht mit Protocatechusaeure;

...Expand

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

: 74-95-3
1,2-dibromomethane

: 274-09-9
Methylenedioxybenzene

Conditions

Conditions	Yield
With potassium hydroxide; brass turnings at 110℃;

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

A: 274-09-9
Methylenedioxybenzene

B: 263-29-6
dibenzo-tetroxecin

Conditions

Conditions	Yield
With potassium hydroxide; chlorobromomethane

: 110-85-0
piperazine

: 2635-13-4
1,2-(methylenedioxy)-4-bromobenzene

A: 274-09-9
Methylenedioxybenzene

B: 55827-51-5
1-(3,4-methylenedioxyphenyl)piperazine

C: 1,4-Bis-benzo[1,3]dioxol-5-yl-piperazine

Conditions

Conditions	Yield
With sodium t-butanolate; palladium diacetate; tri-tert-butyl phosphine In o-xylene at 120℃; Yield given;

...Expand

polystyrene: polystyrene

A: 274-09-9
Methylenedioxybenzene

B: 122-78-1
phenylacetaldehyde

C: 536-74-3
phenylacetylene

D: 98-83-9
isopropenylbenzene

Conditions

Conditions	Yield
With air at 400 - 650℃; Oxidation; Formation of xenobiotics;

...Expand

: 2635-13-4
1,2-(methylenedioxy)-4-bromobenzene

: 865-48-5
sodium t-butanolate

A: 274-09-9
Methylenedioxybenzene

B: 4791-89-3
3,3',4,4'-bis(methylenedioxy)biphenyl

C: piperonyl butoxide

Conditions

Conditions	Yield
With palladium diacetate; tri-tert-butyl phosphine In xylene at 120℃; for 6h; Substitution; Suzuki coupling;

...Expand

<4-amino-pyrocatechol>-methylene ether-hydrochloride: <4-amino-pyrocatechol>-methylene ether-hydrochloride

: 274-09-9
Methylenedioxybenzene

Conditions

Conditions	Yield
With sodium hydroxide; tin(ll) chloride Diazotization;

: 67-56-1
methanol

: 5279-32-3
5,6-dibromo-1,3-benzodioxole

sodium-amalgam: sodium-amalgam

: 274-09-9
Methylenedioxybenzene

...Expand

: 274-09-9
Methylenedioxybenzene

: 143018-62-6
Potassium; benzo[1,3]dioxole-5-sulfonate

Conditions

Conditions	Yield
Stage #1: Methylenedioxybenzene With sulfuric acid; potassium acetate; acetic anhydride In ethyl acetate at 3 - 20℃; for 20h; Cooling with ice; Stage #2: With potassium acetate In ethanol; ethyl acetate at 3℃; for 0.75h;	100%

: 274-09-9
Methylenedioxybenzene

: 2620-44-2
5-nitro-1,3-benzodioxole

Conditions

Conditions	Yield
With nitric acid at 50 - 60℃; for 0.5h; Temperature;	99.8%
With nitric acid In acetic acid	90.6%
With sulfuric acid; nitric acid In acetic acid at -5℃;	90%

: 274-09-9
Methylenedioxybenzene

: 2635-13-4
1,2-(methylenedioxy)-4-bromobenzene

Conditions

Conditions	Yield
With ammonium cerium(IV) nitrate; lithium bromide In acetonitrile at 20℃; for 2h;	99%
With N-Bromosuccinimide; methyl bis[4-(trifluoromethyl)phenyl]selenonium tetrafluoroborate In 1,2-dichloro-ethane at 23℃; for 48h; Inert atmosphere; Darkness;	99%
With N-Bromosuccinimide; (Z)-N-[3,5-bis(trifluoromethyl)phenyl]-4-(dimethyliminio)pyridine-1(4H)-carbimidothioate In dichloromethane at 25℃; for 36h; Darkness; regioselective reaction;	98%

: 274-09-9
Methylenedioxybenzene

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

Conditions

Conditions	Yield
With 1,3-dimethyl-2-imidazolidinone; sodium hexamethyldisilazane In tetrahydrofuran at 185℃; for 12h; further reagent: LDA;	99%
With sodium di(ethyl)amine In N,N,N,N,N,N-hexamethylphosphoric triamide; benzene for 12h; Heating;	85%
With aluminium(III) iodide In carbon disulfide for 7h; Heating; Var. solvent, time and substrate reagent ratio;	80%

: 274-09-9
Methylenedioxybenzene

: 4755-77-5
Ethyl oxalyl chloride

: 86358-30-7
benzo[1,3]dioxol-5-ylglyoxylic acid ethyl ester

Conditions

Conditions	Yield
With aluminium trichloride In dichloromethane at 20℃; for 1h; Friedel-Crafts acylation;	99%
With aluminum (III) chloride In dichloromethane at 0℃; Friedel Crafts acylation;	92%
Stage #1: Methylenedioxybenzene; Ethyl oxalyl chloride In dichloromethane for 0.25h; Inert atmosphere; Cooling with ice; Stage #2: With aluminum (III) chloride In dichloromethane for 0.25h; Inert atmosphere;	46%

: 274-09-9
Methylenedioxybenzene

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

: 63758-12-3
6-chlorosulfonyl-1,4-benzodioxane

Conditions

Conditions	Yield
With thionyl chloride In water	99%

: 274-09-9
Methylenedioxybenzene

: 108-24-7
acetic anhydride

: 3162-29-6
1-(benzo[d][1,3]dioxol-6-yl)ethanone

Conditions

Conditions	Yield
With trifluoroacetic acid at 20℃; for 1.5h; Friedel-Crafts Acylation;	98%
at 120℃; Friedel-Crafts Acylation;	90%
With diatomite-solid acid catalyst In 1,2-dichloro-ethane at 80℃; for 6h; Time; Friedel-Crafts Acylation;	90.3%

: 274-09-9
Methylenedioxybenzene

: 161890-43-3
ethyl 3-chloro-3-(3,4-dichlorophenylthio)propanoate

: 161890-23-9
ethyl 3-(1,3-benzodioxol-5-yl)-3-(3,4-dichlorophenylthio)propanoate

Conditions

Conditions	Yield
With titanium tetrachloride In dichloromethane at -20℃;	98%

: 274-09-9
Methylenedioxybenzene

: benzo[d][1,3]dioxole-5-d

Conditions

Conditions	Yield
With [bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I); water-d2 In tetrahydrofuran; toluene at 90℃; for 2h; Microwave irradiation;	98%

: 274-09-9
Methylenedioxybenzene

: 65-85-0
benzoic acid

: 54225-86-4
(3,4-methylenedioxyphenyl) phenyl methanone

Conditions

Conditions	Yield
With trifluoroacetic acid; trifluoroacetic anhydride at 20℃; for 12h; Friedel-Crafts Acylation; Inert atmosphere;	98%

: 274-09-9
Methylenedioxybenzene

: 7228-38-8
5-chloro-1,3-benzodioxole

Conditions

Conditions	Yield
With chlorine In chloroform at 35℃; for 2h; Temperature;	96.2%
With ammonium persulfate; N-chloro-succinimide; oxygen; methylene green In acetonitrile at 20℃; for 24h; Reagent/catalyst; Irradiation; regioselective reaction;	93%
With N-chloro-succinimide In various solvent(s) at 27℃; for 1h;	92%

: 274-09-9
Methylenedioxybenzene

: 2032-75-9
2,2-dichloro-1,3-benzodioxole

Conditions

Conditions	Yield
With phosphorus pentachloride for 0.833333h; Reflux;	96%
With 2,2'-azobis(isobutyronitrile); chlorine In tetrachloromethane at 80 - 85℃; for 3.5h;	95%
With 2,2'-azobis(isobutyronitrile); Pentafluorobenzene; chlorine at 85℃; for 1h; Reflux;	90%

: 274-09-9
Methylenedioxybenzene

A: 72744-45-7
4-nitro-(1,3-benzodioxolyl)

B: 2620-44-2
5-nitro-1,3-benzodioxole

Conditions

Conditions	Yield
With nitric acid at 25℃; for 1h;	A n/a B 96%
With nitric acid at 20 - 30℃; for 1h; other educts and mononitroderivatives; influence of heterocyclic side ring-size on orientation during nitration;

: 274-09-9
Methylenedioxybenzene

: 634616-23-2
(2-allyl-3-isopropoxy-4-methoxyphenyl)methanol

: 5-(2-allyl-3-isopropoxy-4-methoxybenzyl)benzo[d][1,3]dioxole

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In dichloromethane at 25℃; for 2h; Inert atmosphere;	96%

: 274-09-9
Methylenedioxybenzene

: 64-19-7
acetic acid

: 3162-29-6
1-(benzo[d][1,3]dioxol-6-yl)ethanone

Conditions

Conditions	Yield
In nitrobenzene at 80℃; Friedel-Crafts Acylation;	96%

: 274-09-9
Methylenedioxybenzene

: 79-37-8
oxalyl dichloride

: 115010-10-1
benzo[1,3]dioxol-5-sulfonyl chloride

Conditions

Conditions	Yield
Stage #1: Methylenedioxybenzene With sulfur trioxide-N,N-dimethylformamide complex In 1,1-dichloroethane at 75℃; for 22.0833h; Stage #2: oxalyl dichloride In 1,1-dichloroethane at 26 - 67℃; for 6.5h;	95.5%

: 274-09-9
Methylenedioxybenzene

: 8-benzyloxy-3,7-dimethoxy-2-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-isoquinoline

: 3-benzo[1,3]dioxol-5-yl-8-benzyloxy-7-methoxy-2-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-isoquinoline

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In dichloromethane at -78 - -30℃; Substitution;	95%

: 274-09-9
Methylenedioxybenzene

: C14H18O4

: (+)-galbacin

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In dichloromethane at -78 - 20℃; for 12h; Friedel-Crafts Alkylation;	95%

: 274-09-9
Methylenedioxybenzene

: 408340-61-4
2-allyl-3,4-dimethoxybenzyl alcohol

: 5-(2-allyl-3,4-dimethoxybenzyl)benzo[d][1,3]dioxole

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In dichloromethane at 25℃; for 2h; Inert atmosphere;	95%

: 274-09-9
Methylenedioxybenzene

: 75-36-5
acetyl chloride

: 3162-29-6
1-(benzo[d][1,3]dioxol-6-yl)ethanone

Conditions

Conditions	Yield
With indium(III) tosylate In dodecane; nitromethane for 2.5h; Friedel-Crafts Acylation; Schlenk technique; Reflux;	94%
With 10percent AlCl3 on polystyrene In dichloromethane at 45℃; Friedel-Crafts Acylation;	94%
With diatomite-solid acid catalyst In 1,2-dichloro-ethane at 80℃; for 6h; Friedel-Crafts Acylation;	71.5%
With carbon disulfide; aluminium trichloride at -15℃;
With aluminum (III) chloride In dichloromethane at -50℃; for 2h; Friedel-Crafts Acylation; Sealed tube; Inert atmosphere;

: 274-09-9
Methylenedioxybenzene

: 5876-51-7
5-iodo-1,3-benzodioxole

Conditions

Conditions	Yield
With N-iodo-succinimide In various solvent(s) at 27℃; for 0.416667h;	94%
With N-iodo-succinimide; acetic acid at 20℃; for 65h; Inert atmosphere;	83%
With iodine; mercury(II) oxide In dichloromethane for 9h; Ambient temperature;	50%

: 274-09-9
Methylenedioxybenzene

: 118-75-2
chloranil

: 2-(4-hydroxy-2,3,5,6-tetrachlorophenoxy)-1,3-benzodioxole

Conditions

Conditions	Yield
In acetonitrile for 5h; Irradiation;	94%

: 274-09-9
Methylenedioxybenzene

: 50-00-0
formaldehyd

: 20850-43-5
5-(chloromethyl)-1,3-benzodioxole

Conditions

Conditions	Yield
With hydrogenchloride; cetyltrimethylammonim bromide; phosphorus trichloride In water at 70℃; for 0.05h; Temperature; Reagent/catalyst;	94%
With hydrogenchloride In water at 20℃;	80%
With hydrogenchloride In water at 20 - 25℃; for 4.91667h; Concentration;	69.8%

: 274-09-9
Methylenedioxybenzene

: 494798-08-2
2-(but-3-en-2-yl)-3,4-dimethoxyphenylmethanol

: 5-(2-(but-3-en-2-yl)-3,4-dimethoxybenzyl)benzo[d][1,3]dioxole

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In dichloromethane at 25℃; for 2h; Inert atmosphere;	94%

: 274-09-9
Methylenedioxybenzene

: 61203-48-3
2-iodo-4,5-dimethoxybenzoic acid

: benzo[d][1,3]dioxol-5-yl(2-iodo-4,5-dimethoxyphenyl)methanone

Conditions

Conditions	Yield
Friedel-Crafts Acylation;	94%

: 274-09-9
Methylenedioxybenzene

: 5-benzo[1,3]dioxol-5-yl-5,8-dihydro[1,3]dioxolo[4,5-g]-isochromen-7-one

: 7,8,16,17-bis(methylenedioxy)-5,11-dihydro-10H-5,10-[1,2]benzenobenzo[4',5']cyclohepta[1',2':4,5]benzo[1,2-d][1,3]dioxol-10-ol

Conditions

Conditions	Yield
With bismuth(lll) trifluoromethanesulfonate In nitromethane at 101℃; for 10h;	94%

1,3-Benzodioxole Chemical Properties

IUPAC Name: 1,3-Benzodioxole
Canonical SMILES: C1OC2=CC=CC=C2O1
InChI: InChI=1S/C7H6O2/c1-2-4-7-6(3-1)8-5-9-7/h1-4H,5H2
InChIKey: FTNJQNQLEGKTGD-UHFFFAOYSA-N
Molecular Weight: 122.12134 [g/mol]
Molecular Formula: C₇H₆O₂
XLogP3: 2.1
H-Bond Donor: 0
H-Bond Acceptor: 2
EINECS: 205-992-0
Melting Point: -18 °C
Index of Refraction: 1.557
Molar Refractivity: 32.41 cm³
Molar Volume: 100.6 cm³
Surface Tension: 46.4 dyne/cm
Density: 1.213 g/cm³
Flash Point: 55 °C
Enthalpy of Vaporization: 39.25 kJ/mol
Boiling Point: 173 °C at 760 mmHg
Vapour Pressure: 1.73 mmHg at 25 °C
Water Solubility: 0.2 g/100 mL (25 °C)
Product Categories: Aromatic Ethers
Appearance of 1,2-Methylenedioxybenzene (CAS NO.274-09-9): clear colourless to light yellow liquid

1,3-Benzodioxole Uses

1,2-Methylenedioxybenzene (CAS NO.274-09-9), in chemistry, especially organic chemistry, is an aromatic ring.

1,3-Benzodioxole Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	oral	1220mg/kg (1220mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: COMA SKIN AND APPENDAGES (SKIN): HAIR: OTHER	Food and Cosmetics Toxicology. Vol. 2, Pg. 327, 1964.
rat	LD50	oral	580mg/kg (580mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: EXCITEMENT	Toxicology and Applied Pharmacology. Vol. 7, Pg. 18, 1965.

1,3-Benzodioxole Consensus Reports

Reported in EPA TSCA Inventory.

1,3-Benzodioxole Safety Profile

Moderately toxic by ingestion. When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Codes: Xn,Xi
Hazard Note: Irritant
Risk Statements:
10: Flammable
22: Harmful if swallowed
20/21/22: Harmful by inhalation, in contact with skin and if swallowed
20/22: Harmful by inhalation and if swallowed
36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements:
16: Keep away from sources of ignition - No smoking
23: Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer)
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
24/25: Avoid contact with skin and eyes
36/37/39: Wear suitable protective clothing, gloves and eye/face protection
RIDADR: UN 1993 3/PG 3
WGK Germany: 3
RTECS of 1,2-Methylenedioxybenzene (CAS NO.274-09-9): DA5600000

1,3-Benzodioxole Specification

1,2-Methylenedioxybenzene (CAS NO.274-09-9), its Synonyms are 1,3-Dioxaindan ; 1,3-Dioxindan ; 2H-1,3-Benzodioxole ; 3,4-Methylenedioxybenzene ; Benzene, 1,2-(methylenebis(oxy))- ; Benzodioxole ; Methylenedioxybenzene ; o-(Methylenedioxy)benzene ; 1,3-Benzodioxolane ; 1,3-Benzodioxole ; Benzene, 1,2-methylenedioxy- .

Product Name

1,3-Benzodioxole

Synthetic route

1,3-Benzodioxole Chemical Properties

1,3-Benzodioxole Uses

1,3-Benzodioxole Toxicity Data With Reference

1,3-Benzodioxole Consensus Reports

1,3-Benzodioxole Safety Profile

1,3-Benzodioxole Specification

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