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14268-66-7

Basic Information
CAS No.: 14268-66-7
Name: 3,4-(Methylenedioxy)aniline
Article Data: 49
Molecular Structure:
Molecular Structure of 14268-66-7 (3,4-(Methylenedioxy)aniline)
Formula: C7H7NO2
Molecular Weight: 137.138
Synonyms: Aniline,3,4-(methylenedioxy)- (6CI,8CI);(Benzo[1,3]dioxol-5-yl)amine;(Benzodioxol-5-yl)amine;1,2-(Methylenedioxy)-4-aminobenzene;1,3-Benzodioxolan-6-amine;1-Amino-3,4-(methylenedioxy)benzene;3,4-(Methylenedioxy)-1-aminobenzene;1,3-Benzodioxol-5-amine;3,4-Methylendioxyaniline;3,4-Methylenedioxybenzeneamine;4-Amino-1,2-(methylenedioxy)benzene;5-Amino-1,3-benzodioxole;Benzo[d][1,3]dioxol-5-amine;Benzodioxol-5-amine;NSC155176;
EINECS: 238-161-6
Density: 1.332 g/cm3
Melting Point: 39-41 °C(lit.)
Boiling Point: 267.9 °C at 760 mmHg
Flash Point: 142.8 °C
Solubility: slightly soluble in water
Appearance: dark brown to black low melting solid
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36
PSA: 44.48000
LogP: 1.57870
Synthetic route
32932-20-0

N-(3,4-methylendioxyphenyl)-N-benzylamine

14268-66-7

benzo[1,3]dioxolo-5-ylamine

Conditions
ConditionsYield
With formic acid; potassium hydroxide In ethanol at 70℃; for 1h; Catalytic behavior; Reagent/catalyst;97%
2620-44-2

5-nitro-1,3-benzodioxole

14268-66-7

benzo[1,3]dioxolo-5-ylamine

Conditions
ConditionsYield
With C30H29BrMnNO2P2; hydrogen; potassium carbonate In toluene at 130℃; under 60006 Torr; for 24h; Glovebox; Autoclave; chemoselective reaction;96%
With hydrogen; nickel In ethanol at 60℃; under 18751.9 Torr; for 2h; Solvent; Pressure; Concentration;95.9%
With C36H56Cl3CrN2O; magnesium; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In tetrahydrofuran at 60℃; for 24h; Inert atmosphere;85%
2635-13-4

1,2-(methylenedioxy)-4-bromobenzene

14268-66-7

benzo[1,3]dioxolo-5-ylamine

Conditions
ConditionsYield
With copper(I) oxide; ammonium hydroxide; C17H14N2O3; potassium hydroxide In ethanol at 60℃; for 24h; Schlenk technique; Inert atmosphere;95%
With ammonium hydroxide; copper(l) iodide; N,N-dimethylethylenediamine In dimethyl sulfoxide at 130℃; for 18h; Reagent/catalyst; Time; Sealed tube; Inert atmosphere;90%
With diethylenetriaminopentaacetic acid; ammonia; copper(II) oxide; potassium hydroxide In water at 100℃; for 12h;73%
With ammonium hydroxide; diethylenetriaminopentaacetic acid; copper(II) oxide; potassium hydroxide In water at 100℃; for 12h; Sealed tube;73%
Stage #1: 1,2-(methylenedioxy)-4-bromobenzene With magnesium In tetrahydrofuran Inert atmosphere;
Stage #2: With C10H17NO In tetrahydrofuran; toluene at -78℃; for 2h; Inert atmosphere;
Stage #3: With ammonium chloride In tetrahydrofuran; water; toluene Inert atmosphere;
66%
5876-51-7

5-iodo-1,3-benzodioxole

14268-66-7

benzo[1,3]dioxolo-5-ylamine

Conditions
ConditionsYield
With copper(I) oxide; ammonium hydroxide; N1-(furan-2-ylmethyl)-N2-(2-methylnaphthalen-1-yl)oxalamide; potassium hydroxide In ethanol at 80℃; for 24h; Schlenk technique; Inert atmosphere;95%

C11H9NO4

14268-66-7

benzo[1,3]dioxolo-5-ylamine

Conditions
ConditionsYield
With chloro-trimethyl-silane; cyclopentadienyl titanium(IV) trichloride; magnesium; triethylamine In tetrahydrofuran at 50℃; for 15h;93%
94839-07-3

3,4-(methylenedioxy)-benzeneboronic acid

14268-66-7

benzo[1,3]dioxolo-5-ylamine

Conditions
ConditionsYield
With sodium hydroxide; hydroxylamine-O-sulfonic acid In acetonitrile at 20℃; for 16h;90%
274-09-9

Methylenedioxybenzene

14268-66-7

benzo[1,3]dioxolo-5-ylamine

Conditions
ConditionsYield
With O-(4-nitrobenzoyl)hydroxylammonium trifluoromethanesulfonate; iron(II) bromide; silver(I) triflimide In 2,2,2-trifluoroethanol; water at 30℃; for 2h;60%
Stage #1: Methylenedioxybenzene With sulfuric acid; hydroxylamine hydrochloride In acetonitrile at 25℃; for 0.166667h;
Stage #2: With hydrogenchloride; titanium(III) chloride In water; acetonitrile at 25℃; Inert atmosphere; Sealed tube;
57%

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

14268-66-7

benzo[1,3]dioxolo-5-ylamine

Conditions
ConditionsYield
Stage #1: 1-(benzo[d][1,3]dioxole-5-carbonyl)piperidine-2,6-dione With Benzophenone imine; 1,1'-bis-(diphenylphosphino)ferrocene; potassium phosphate; Ni(1,5-cyclooctadiene)2; lithium chloride In toluene at 170℃; Glovebox; Inert atmosphere; Sealed tube;
Stage #2: With hydrogenchloride In tetrahydrofuran at 20℃;
55%
1181403-64-4

2-(benzo[d][1,3]dioxol-5-yloxy)propanamide

14268-66-7

benzo[1,3]dioxolo-5-ylamine

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide at 140℃; for 8h; Green chemistry;48%

C20H15NO2

14268-66-7

benzo[1,3]dioxolo-5-ylamine

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran at 20℃;40%
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  • 14268-66-7             C7H7NO2              3,4-(Methylenedioxy)aniline

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  • 14268-66-7             C7H7NO2              3,4-(Methylenedioxy)aniline

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  • 14268-66-7             C7H7NO2              3,4-(Methylenedioxy)aniline

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    3,4-(Methylenedioxy)aniline

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Chemistry

IUPAC Name: 1,3-Benzodioxol-5-amine
Synonyms: 1,3-benzodioxol-5-amine ; 1-Amino-3,4-methylenedioxybenzene ; 4-Amino-1,2-methylenedioxybenzene ; Aniline, 3,4-(methylenedioxy)- 
Product Categories: Anilines, Aromatic Amines and Nitro Compounds
Molecular Structure of 3,4-(Methylenedioxy)aniline (CAS NO.14268-66-7) :
Molecular Formula of 3,4-(Methylenedioxy)aniline (CAS NO.14268-66-7) : C7H7NO2
Molecular Weight of 3,4-(Methylenedioxy)aniline (CAS NO.14268-66-7) : 137.14
CAS NO: 14268-66-7
EINECS : 238-161-6
Mol File: 14268-66-7.mol
BRN : 4919
Index of Refraction: 1.63
Surface Tension: 61.7 dyne/cm
Density: 1.332 g/cm3
Flash Point: 142.8 °C
Enthalpy of Vaporization: 50.59 kJ/mol
Boiling Point: 267.9 °C at 760 mmHg
Vapour Pressure: 0.00795 mmHg at 25°C
Melting point: 39-41 °C(lit.)
Water Solubility : slightly soluble
Sensitive : Air & Light Sensitive
Appearance:dark brown to black low melting solid
 

Uses

 3,4-(Methylenedioxy)aniline (CAS NO.14268-66-7) is used as intermediates of drug Ossoli acid, Cinoxacin and Mi Nuosha magnitude.

Safety Profile

Hazard CodesIrritantXi
Risk Statements 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing.
WGK Germany 3
Hazard Note Irritant
HS Code 29329970