1,3-Benzodioxole-5-ethanamine supplier

Name
HOMOPIPERONYLAMINE
EINECS 216-060-8
CAS No. 1484-85-1
Article Data87
CAS DataBase
Density 1.204 g/c³
Solubility
Melting Point 114 °C
Formula C₉H₁₁NO₂
Boiling Point 274.3 ºCat 760 mmHg
Molecular Weight 165.192
Flash Point 129.8 ºC
Transport Information
Appearance Colourless Liquid
Safety 26-39-24/25
Risk Codes 41
Molecular Structure
Hazard Symbols Xi
Synonyms Phenethylamine,3,4-(methylenedioxy)- (7CI,8CI);2-(3,4-Methylenedioxyphenyl)ethylamine;2-(Benzo[d][1,3]dioxol-5-yl)ethanamine;2-Benzo[1,3]dioxol-5-yl-ethylamine;2-Benzo[1,3]dioxol-5-ylethanamine;3,4-(Methylenedioxy)-b-phenethylamine;3,4-(Methylenedioxy)phenethylamine;3,4-(Methylenedioxy)phenylethylamine;5-(2-Aminoethyl)benzodioxole;Homopiperonylamine;[2-(Benzodioxol-5-yl)ethyl]amine;
PSA 44.48000
LogP 1.61680

Synthetic route

: 1485-00-3
5-(2-nitrovinyl)benzo[1,3]dioxole

: 1484-85-1
3,4-methylenedioxyphenylethylamine

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at 20 - 70℃; for 4h;	100%
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 4h;	95%
With diisobutylaluminium hydride In 1,4-dioxane at 60℃; for 3h;	82%

: 550358-40-2
benzyl N-[2-(benzo[1,3]dioxol-5-yl)ethyl]carbamate

: 1484-85-1
3,4-methylenedioxyphenylethylamine

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In tetrahydrofuran; methanol at 20℃; under 760 Torr; for 3h;	100%

: C9H9NO2

: 1484-85-1
3,4-methylenedioxyphenylethylamine

Conditions

Conditions	Yield
With hydrogen In ethanol at 70℃; under 112511 Torr; for 6h; Green chemistry;	95.6%

: 1485-00-3, 22568-48-5
5-((E)-2-nitroethenyl)-1,3-benzodioxole

: 1484-85-1
3,4-methylenedioxyphenylethylamine

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran; diethyl ether at 0 - 70℃; for 12h; Inert atmosphere;	95%
With lithium aluminium tetrahydride In tetrahydrofuran Reflux;	87%
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; Reflux;	84%

: 4439-02-5
3,4-methylenedioxyphenylacetonitrile

: 1484-85-1
3,4-methylenedioxyphenylethylamine

Conditions

Conditions	Yield
With lithium aluminium tetrahydride; aluminium trichloride In diethyl ether for 2h;	92%
With diisobutylaluminium hydride In tetrahydrofuran at 60℃; for 3h; Product distribution; other solvent, temp., time, reagent;	80%
With diisobutylaluminium hydride In tetrahydrofuran at 60℃; for 3h;	80%

: 20799-84-2
3-(benzo[d][1,3]dioxol-5-yl)propanamide

: 1484-85-1
3,4-methylenedioxyphenylethylamine

Conditions

Conditions	Yield
With chlorine; sodium hydroxide In water at -5 - 40℃; for 4h; Reagent/catalyst; Temperature;	91%
With chlorine; sodium hydroxide at 30 - 75℃; for 2h; Green chemistry;	90%
With sodium hydroxide; bromine In water at 70 - 80℃; for 0.25h;	71%
With sodium hypochlorite at 70 - 80℃;

: 21473-47-2
5-(2-nitroethyl)benzo[1,3]dioxole

: 1484-85-1
3,4-methylenedioxyphenylethylamine

Conditions

Conditions	Yield
With lithium aluminium tetrahydride	75%
With hydrogenchloride; iron In methanol; water for 0.5h; Heating;	71%
With hydrogenchloride; zinc
With hydrogenchloride; zinc In ethanol; water for 3h;

: 5-(2-nitro-1(Z)-ethenyl)benzo[d][1,3]dioxol

: 1484-85-1
3,4-methylenedioxyphenylethylamine

Conditions

Conditions	Yield
With hydrogenchloride; iron In methanol; water for 0.5h; Heating;	70%

: 153361-93-4
benzo[1,3]dioxol-5-yl-acetaldehyde-oxime

: 1484-85-1
3,4-methylenedioxyphenylethylamine

Conditions

Conditions	Yield
With sodium amalgam; acetic acid
With ethanol; calcium
With ethanol; sodium

: 119798-32-2
α-acetoxy-2-(3,4-methylenedioxyphenyl)acetonitrile

: 1484-85-1
3,4-methylenedioxyphenylethylamine

Conditions

Conditions	Yield
With methanol; palladium; acetic acid Hydrogenation.Zusatz von wenig Salzsaeure;
With sulfuric acid; palladium; acetic acid Hydrogenation;

: 120-57-0
piperonal

: 75-52-5
nitromethane

: 1484-85-1
3,4-methylenedioxyphenylethylamine

Conditions

Conditions	Yield
With hydrogenchloride; methylamine hydrochloride; sodium acetate; mercury; zinc 1.) room temperature, 2.) MeOH; Yield given. Multistep reaction;

ω-nitro-3.4-methylenedioxy-styrene: ω-nitro-3.4-methylenedioxy-styrene

: 1484-85-1
3,4-methylenedioxyphenylethylamine

Conditions

Conditions	Yield
With ethanol Electrolysis;
With water Electrolysis;

: 64-17-5
ethanol

: 153361-93-4
benzo[1,3]dioxol-5-yl-acetaldehyde-oxime

calcium: calcium

: 1484-85-1
3,4-methylenedioxyphenylethylamine

...Expand

homopiperonylic acid nitrile: homopiperonylic acid nitrile

: 1484-85-1
3,4-methylenedioxyphenylethylamine

Conditions

Conditions	Yield
With pentan-1-ol; sodium
With ethanol; sodium

: 64-17-5
ethanol

: 1485-00-3
5-(2-nitrovinyl)benzo[1,3]dioxole

lead-cathode: lead-cathode

: 1484-85-1
3,4-methylenedioxyphenylethylamine

Conditions

Conditions	Yield
bei der elektrolytischen Reduktion;

...Expand

: 153361-93-4
benzo[1,3]dioxol-5-yl-acetaldehyde-oxime

: 64-19-7
acetic acid

lead cathode: lead cathode

: 1484-85-1
3,4-methylenedioxyphenylethylamine

Conditions

Conditions	Yield
bei der elektrolytischen Reduktion;

...Expand

: 153361-93-4
benzo[1,3]dioxol-5-yl-acetaldehyde-oxime

lead cathode: lead cathode

alcoholic-aqueous sulfuric acid: alcoholic-aqueous sulfuric acid

: 1484-85-1
3,4-methylenedioxyphenylethylamine

Conditions

Conditions	Yield
bei der elektrolytischen Reduktion;

...Expand

: 1485-00-3
5-(2-nitrovinyl)benzo[1,3]dioxole

aqueous suspension: aqueous suspension

lead-cathode: lead-cathode

: 1484-85-1
3,4-methylenedioxyphenylethylamine

Conditions

Conditions	Yield
bei der elektrolytischen Reduktion;

...Expand

: 1485-00-3, 22568-48-5
5-((E)-2-nitroethenyl)-1,3-benzodioxole

: 60-29-7
diethyl ether

lithium alanate: lithium alanate

: 1484-85-1
3,4-methylenedioxyphenylethylamine

...Expand

: 123-91-1
1,4-dioxane

: 1485-00-3, 22568-48-5
5-((E)-2-nitroethenyl)-1,3-benzodioxole

: 60-29-7
diethyl ether

lithium alanate: lithium alanate

: 1484-85-1
3,4-methylenedioxyphenylethylamine

...Expand

: 60-29-7
diethyl ether

: (7-bromo-benzo[1,3]dioxol-5-yl)-acetonitrile

lithium alanate: lithium alanate

: 1484-85-1
3,4-methylenedioxyphenylethylamine

...Expand

: 60-29-7
diethyl ether

: 13326-78-8
(E)-3-bromo-4,5-methylenedioxy-β-nitro-styrene

lithium alanate: lithium alanate

: 1484-85-1
3,4-methylenedioxyphenylethylamine

Conditions

Conditions	Yield
5 Mol Lithiumalanat; 10-stdg. Erwaermen;

...Expand

: 1485-00-3, 22568-48-5
5-((E)-2-nitroethenyl)-1,3-benzodioxole

: 60-29-7
diethyl ether

: 71-43-2
benzene

lithium alanate: lithium alanate

: 1484-85-1
3,4-methylenedioxyphenylethylamine

...Expand

N-acetyl-homopiperonylamine: N-acetyl-homopiperonylamine

: 1484-85-1
3,4-methylenedioxyphenylethylamine

Conditions

Conditions	Yield
With hydrogenchloride im Rohr;

O-acetyl-3.4-methylenedioxy-thiomandelic acidamide: O-acetyl-3.4-methylenedioxy-thiomandelic acidamide

: 1484-85-1
3,4-methylenedioxyphenylethylamine

Conditions

Conditions	Yield
With hydrogenchloride; zinc at 25 - 30℃; bei der elektrolytischen Reduktion;

: 1485-00-3, 22568-48-5
5-((E)-2-nitroethenyl)-1,3-benzodioxole

: 7664-93-9
sulfuric acid

: 64-19-7
acetic acid

palladium: palladium

: 1484-85-1
3,4-methylenedioxyphenylethylamine

Conditions

Conditions	Yield
Hydrogenation;

...Expand

piperonyl cyanide: piperonyl cyanide

: 1484-85-1
3,4-methylenedioxyphenylethylamine

Conditions

Conditions	Yield
With ammonia; nickel at 100 - 125℃; under 26600 - 53200 Torr; Hydrogenation;

: 1485-00-3, 22568-48-5
5-((E)-2-nitroethenyl)-1,3-benzodioxole

: 7664-93-9
sulfuric acid

: 141-78-6
ethyl acetate

platinum: platinum

: 1484-85-1
3,4-methylenedioxyphenylethylamine

Conditions

Conditions	Yield
Hydrogenation;

...Expand

: 153361-93-4
benzo[1,3]dioxol-5-yl-acetaldehyde-oxime

: 64-19-7
acetic acid

sodium amalgam: sodium amalgam

: 1484-85-1
3,4-methylenedioxyphenylethylamine

...Expand

: 1484-85-1
3,4-methylenedioxyphenylethylamine

: 108-24-7
acetic anhydride

: 58026-25-8
N-[2-(3,4-methylenedioxyphenyl)ethyl]acetamide

Conditions

Conditions	Yield
In toluene at 20℃;	100%

: 108-30-5
succinic acid anhydride

: 1484-85-1
3,4-methylenedioxyphenylethylamine

: 191015-17-5
1-(2-(benzo[d][1,3]dioxol-5-yl)ethyl)pyrrolidine-2,5-dione

Conditions

Conditions	Yield
With dmap; acetic acid for 24h; Heating;	100%

: 1484-85-1
3,4-methylenedioxyphenylethylamine

: 98-74-8
4-Nitrobenzenesulfonyl chloride

: N-p-nitrobenzenesulfonyl-3,4-methylenedioxyphenethylamine

Conditions

Conditions	Yield
Stage #1: 3,4-methylenedioxyphenylethylamine With triethylamine In dichloromethane Cooling with ice; Stage #2: 4-Nitrobenzenesulfonyl chloride In dichloromethane at 20℃; for 4.5h;	100%
With triethylamine In dichloromethane at 20℃; for 4.5h; Alkaline conditions; Cooling with ice;	100%

: 24731-17-7
ethyl 2-(2-oxocyclohexyl)acetate

: 1484-85-1
3,4-methylenedioxyphenylethylamine

: C17H19NO3

Conditions

Conditions	Yield
Stage #1: ethyl 2-(2-oxocyclohexyl)acetate; 3,4-methylenedioxyphenylethylamine With In(OSO2CF3)3; trimethylaluminum In toluene; acetonitrile at 25℃; for 17h; Stage #2: With trifluorormethanesulfonic acid In toluene; acetonitrile at 25℃; for 5h; Further stages.;	99%

: 7252-83-7
1-bromo-2,2-dimethoxyethane

: 1484-85-1
3,4-methylenedioxyphenylethylamine

: 1160948-79-7
C13H19NO4

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 12h;	99%

: C22H22N2O3

: 1484-85-1
3,4-methylenedioxyphenylethylamine

: N-piperonyl-3-methylbenzamide

Conditions

Conditions	Yield
With [(1,2,3-N)-3-phenyl-2-propenyl][1,3-bis(2,6-diisopropylbenzene)-4,5-dihydroimidazol-2-yl]palladium chloride; potassium carbonate In tetrahydrofuran at 110℃; for 24h; Schlenk technique; Inert atmosphere;	99%

: 13918-92-8
2,4-difluorobenzene-1-sulfonyl chloride

: 1484-85-1
3,4-methylenedioxyphenylethylamine

: N-(2,4-difluorobenzenesulfonyl)-3,4-methylenedioxyphenylethylamine

Conditions

Conditions	Yield
With pyridine In dichloromethane at 20℃; for 4h; Cooling with ice; Alkaline conditions;	99%

: 5587-71-3
4,5,6,7-tetrahydrocyclopentapyran-2(3H)-one

: 1484-85-1
3,4-methylenedioxyphenylethylamine

: 114942-64-2
N-<2-<3,4-(methylenedioxy)phenyl>ethyl>-3-(2-oxocyclopentyl)propionamide

Conditions

Conditions	Yield
In benzene for 1h; Heating;	98%

: 358-23-6
trifluoromethylsulfonic anhydride

: 1484-85-1
3,4-methylenedioxyphenylethylamine

: 1180007-79-7
N-trifluoromethylsulfonyl-3,4-methylenedioxyphenethylamine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In chloroform at 20℃; for 4h; Alkaline conditions; Cooling with ice;	98%
With triethylamine In dichloromethane at -78℃; for 1h; Inert atmosphere;

: 56221-41-1
6-iodo-2,3-dimethoxybenzoic acid

: 1484-85-1
3,4-methylenedioxyphenylethylamine

: C18H18INO5

Conditions

Conditions	Yield
With 4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine	98%

: 24424-99-5
di-tert-butyl dicarbonate

: 1484-85-1
3,4-methylenedioxyphenylethylamine

: 191847-31-1
(2-benzo[1,3]dioxol-5-yl-ethyl) carbaminic acid tert-butyl ester

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 3h;	97%
Stage #1: 3,4-methylenedioxyphenylethylamine With 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine In ethanol Cooling with ice; Stage #2: di-tert-butyl dicarbonate In dichloromethane at 20℃; for 5.5h;	94%
With 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine In ethanol at 20℃; for 5.5h; Cooling with ice; Alkaline conditions;	94%

: 120-57-0
piperonal

: 1484-85-1
3,4-methylenedioxyphenylethylamine

: 855391-64-9
(2-Benzo[1,3]dioxol-5-yl-ethyl)-[1-benzo[1,3]dioxol-5-yl-meth-(E)-ylidene]-amine

Conditions

Conditions	Yield
Stage #1: piperonal; 3,4-methylenedioxyphenylethylamine at 160℃; for 1h; Stage #2: With methanol; sodium tetrahydroborate at 20℃; for 1h; Reflux;	97%
With sodium sulfate In dichloromethane for 2h;
at 160℃; for 1h;

: 1484-85-1
3,4-methylenedioxyphenylethylamine

: 93-09-4
naphthalene-2-carboxylate

: N-(2-(benzo[d][1,3]dioxol-5-yl)ethyl)-2-naphthamide

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 1h;	97%

: 1273678-30-0
C10H8F3NO3

: 1484-85-1
3,4-methylenedioxyphenylethylamine

: 1390646-87-3
N-(2-((2-benzo[1,3]dioxol-5-ylethylcarbamoyl)methyl)phenyl)-2,2,2-trifluoroacetamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃;	97%

: 87-51-4
indole-3-acetic acid

: 1484-85-1
3,4-methylenedioxyphenylethylamine

: N-(2-benzo[1,3]dioxol-5-ylethyl)-2-(1H-indol-3-yl)acetamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃;	97%

: 1484-85-1
3,4-methylenedioxyphenylethylamine

: 100-52-7
benzaldehyde

: 55507-12-5
5-phenyl-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinoline

Conditions

Conditions	Yield
Reflux; Acidic conditions;	97%

: 1484-85-1
3,4-methylenedioxyphenylethylamine

: 1694-92-4
2-Nitrobenzenesulfonyl chloride

: N-o-nitrobenzenesulfonyl-3,4-methylenedioxyphenethylamine

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 4h; Cooling with ice; Alkaline conditions;	97%

: 50-00-0
formaldehyd

: 1484-85-1
3,4-methylenedioxyphenylethylamine

: 94143-83-6
5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinoline

Conditions

Conditions	Yield
With formic acid for 12h; Pictet-Spengler cyclization; Heating;	96%
In formic acid at 50℃; for 30h;	76%
Reflux; Acidic conditions;	73%

: 3740-52-1
2-(2-nitrophenyl)acetic acid

: 1484-85-1
3,4-methylenedioxyphenylethylamine

: 73903-39-6
N-(2-(benzo[d][1,3]dioxol-5-yl)ethyl)-2-(2-nitrophenyl)acetamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃;	96%

: 156-38-7
4-hydroxyphenylacetate

: 1484-85-1
3,4-methylenedioxyphenylethylamine

: 1390646-85-1
N-(2-benzo[1,3]dioxol-5-ylethyl)-2-(4-hydroxyphenyl)acetamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃;	96%

: 1484-85-1
3,4-methylenedioxyphenylethylamine

: 95-92-1
oxalic acid diethyl ester

: 91958-62-2
N-(2-benzo[1,3]dioxol-5-yl-ethyl)-oxalamic acid ethyl ester

Conditions

Conditions	Yield
In toluene for 10h; Heating;	95%
With benzene

: 37517-81-0
3-chloro-3-oxopropanoic acid methyl ester

: 1484-85-1
3,4-methylenedioxyphenylethylamine

: 79641-43-3
N-<2-(3,4-methylenedioxyphenyl)-ethyl>methoxycarbonylacetamide

Conditions

Conditions	Yield
With potassium carbonate In diethyl ether; chloroform at 0℃;	95%
at 0℃;	95%

: 1918-77-0
Thiophene-2-acetic acid

: 1484-85-1
3,4-methylenedioxyphenylethylamine

: 92851-34-8
N-(2-(benzo[d][1,3]dioxol-5-yl)ethyl)-2-(thiophen-2-yl)acetamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 6h;	95%
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃;	74%

: 86-87-3
naphth-1-yl acetic acid

: 1484-85-1
3,4-methylenedioxyphenylethylamine

: N-(2-benzo[1,3]dioxol-5-ylethyl)-2-naphthalen-1-ylacetamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃;	95%

: 1484-85-1
3,4-methylenedioxyphenylethylamine

: 555-16-8
4-nitrobenzaldehdye

: N-(4-nitrobenzylidene)-2-(3,4-methylenedioxyphenyl)ethanamine

Conditions

Conditions	Yield
In neat (no solvent) at 20℃; Milling;	95%

: 1484-85-1
3,4-methylenedioxyphenylethylamine

: 69581-53-9
1-ethoxycarbonyl-3-phenylamino-maleimide

: [(E)-3-(2-Benzo[1,3]dioxol-5-yl-ethylcarbamoyl)-3-phenylamino-acryloyl]-carbamic acid ethyl ester

Conditions

Conditions	Yield
In acetone for 24h; Ambient temperature;	94.1%

1,3-Benzodioxole-5-ethanamine Chemical Properties

The Molecular Structure of 1,3-Benzodioxole-5-ethanamine (CAS NO.1484-85-1):

Empirical Formula: C₉H₁₁NO₂
Molecular Weight: 165.1891
EINECS: 216-060-8
IUPAC Name: 2-(1,3-Benzodioxol-5-yl)ethanamine
Appearance: Colourless Liquid
Product Categories: Pharmaceutical Intermediates; Intermediates
Nominal Mass: 165
Average Mass: 165.1891
Monoisotopic Mass: 165.078979
Index of Refraction: 1.577
Molar Refractivity: 45.49 cm³
Molar Volume: 137.1 cm³
Surface Tension: 52 dyne/cm
Density: 1.204 g/cm³
Flash Point: 129.8 °C
Enthalpy of Vaporization: 51.27 kJ/mol
Boiling Point: 274.3 °C at 760 mmHg
Vapour Pressure: 0.00543 mmHg at 25 °C

1,3-Benzodioxole-5-ethanamine Uses

1,3-Benzodioxole-5-ethanamine (CAS NO.1484-85-1) is used as an intermediate in the synthesis of pharmaceutical actives and other fine chemicals.

1,3-Benzodioxole-5-ethanamine Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LDLo	intraperitoneal	300mg/kg (300mg/kg)	BEHAVIORAL: EXCITEMENT LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION	Journal of Physiology. Vol. 76, Pg. 224, 1932.

1,3-Benzodioxole-5-ethanamine Specification

1,3-Benzodioxole-5-ethanamine (CAS NO.1484-85-1) is called as 2-(3,4-(Methylendioxy)phenyl)ethylamine ; 2-(3',4'-Methylenedioxy-phenyl)ethylamine ; 3,4-mde ; 3,4-Methylenedioxyphenethylamine ; 3,4-(Methylenedioxyphenyl)ethylamine ; Dl-mdea ; Homopiperonylamine .

Product Name

HOMOPIPERONYLAMINE

Synthetic route

1,3-Benzodioxole-5-ethanamine Chemical Properties

1,3-Benzodioxole-5-ethanamine Uses

1,3-Benzodioxole-5-ethanamine Toxicity Data With Reference

1,3-Benzodioxole-5-ethanamine Specification

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