3,4-Methylenedioxyphenethylamine

Base Information

• Chemical Name: 3,4-Methylenedioxyphenethylamine
• CAS No.: 1484-85-1
• Molecular Formula: C9H11NO2
• Molecular Weight: 165.192
• Hs Code.: 29213000
• European Community (EC) Number: 216-060-8
• UNII: F2J2U8J2G5
• DSSTox Substance ID: DTXSID00163982
• Nikkaji Number: J14.163A
• Wikipedia: 3,4-Methylenedioxyphenethylamine
• Wikidata: Q6823987
• ChEMBL ID: CHEMBL420095
• Mol file: 1484-85-1.mol

Synonyms:3,4-methylenedioxyphenethylamine;HCl of 3,4-methylenedioxyphenethylamine

Chemical Property of 3,4-Methylenedioxyphenethylamine

Chemical Property:

• Appearance/Colour: Colourless Liquid
• Vapor Pressure: 0.000618mmHg at 25°C
• Melting Point: 114 °C
• Refractive Index: 1.561
• Boiling Point: 274.3 ºCat 760 mmHg
• PKA: 9.90±0.10(Predicted)
• Flash Point: 129.8 ºC
• PSA: 44.48000
• Density: 1.204 g/c³
• LogP: 1.61680
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• Sensitive.: Air Sensitive
• Solubility.: Chloroform, Methanol
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 165.078978594
• Heavy Atom Count: 12
• Complexity: 152

Purity/Quality:

98% ^*data from raw suppliers

3,4-Methylenedioxyphenethylamine 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 26-39-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1OC2=C(O1)C=C(C=C2)CCN
• Uses: An intermediate in the synthesis of pharmaceutical actives, intermediates and other fine chemicals A metabolite of Dopamine analogs 3,4-(Methylenedioxyphenyl)ethylamine is a metabolite of Dopamine analogs.

Technology Process of 3,4-Methylenedioxyphenethylamine

There total 58 articles about 3,4-Methylenedioxyphenethylamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

benzyl N-[2-(benzo[1,3]dioxol-5-yl)ethyl]carbamate (550358-40-2) → 3,4-methylenedioxyphenylethylamine (1484-85-1)

Guidance literature:

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

DOI:10.3987/com-02-s50

Reference yield: 100.0%

5-(2-nitrovinyl)benzo[1,3]dioxole (1485-00-3) → 3,4-methylenedioxyphenylethylamine (1484-85-1)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 - 70 ℃; for 4h;

DOI:10.3987/com-02-s50

Reference yield: 95.6%

C9H9NO2 → 3,4-methylenedioxyphenylethylamine (1484-85-1)

Guidance literature:

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

upstream raw materials:

benzo[1,3]dioxol-5-yl-acetaldehyde-oxime

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

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

α-acetoxy-2-(3,4-methylenedioxyphenyl)acetonitrile

Downstream raw materials:

2-phenyl-quinoline-4-carboxylic acid-(2-benzo[1,3]dioxol-5-yl-ethylamide)

2-(2-{[2-(1,3-benzodioxol-5-yl)ethyl]amino}-2-oxoethyl)benzoic acid

α-methyl-N-(3,4-methylenedioxy-β-phenethyl) propionamide

N-(hydroxybenzyl)-3,4-dimethylenedioxyphenethylamine

Refernces

• 1、 Gensler,Samour. "-". . p. 5555. Retrieved 1951.
• 2、 Vinogradova, V. I.,Yunusov, M. S.,Kuchin, A. V.,Tolstikov, G. A.,Sagandykov, R. T.,et al.. "SYNTHESES BASED ON β-PHENYLETHYLAMINES. I. PREPARATION OF SUBSTITUTED β-PHENYLETHYLAMINES". . p. 54 - 59. Retrieved 1990.
• 3、 -. "A method of synthesis of piperonolamine". Paragraph 0112; 0125-0127; 0128; 0141-0143; 0157; .... . Retrieved 2022/01/07.
• 4、 Amaral, Maiara,Anderson, Edward A.,McHugh, Eliza,Pieper, Pauline,Tempone, Andre G.. "Enantioselective synthesis and anti-parasitic properties of aporphine natural products". . . Retrieved 2019/12/09.