5,6-Methylenedioxy-2-aminoindane

Base Information

• Chemical Name: 5,6-Methylenedioxy-2-aminoindane
• CAS No.: 132741-81-2
• Molecular Formula: C10H11NO2
• Molecular Weight: 177.203
• UNII: 0DMJ6G3XBF
• DSSTox Substance ID: DTXSID60157741
• Nikkaji Number: J265.266H
• Wikipedia: MDAI
• Wikidata: Q6715120
• ChEMBL ID: CHEMBL162375
• Mol file: 132741-81-2.mol

Synonyms:5,6-methylenedioxy-2-aminoindan;5,6-methylenedioxy-2-aminoindane;MDAI

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Chemical Property of 5,6-Methylenedioxy-2-aminoindane

Chemical Property:

• Vapor Pressure: 0.000529mmHg at 25°C
• Melting Point: 92-94°C
• Refractive Index: 1.618
• Boiling Point: 312.4 °C at 760 mmHg
• PKA: 8.88±0.20(Predicted)
• Flash Point: 155.9 °C
• PSA: 44.48000
• Density: 1.29 g/cm³
• LogP: 1.54150
• Storage Temp.: Refrigerator
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 177.078978594
• Heavy Atom Count: 13
• Complexity: 189

Purity/Quality:

Safty Information:

• Pictogram(s): F,Xn
• Hazard Codes: F,Xn
• Statements: 11-20/21/22-36
• Safety Statements: 16-26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(CC2=CC3=C(C=C21)OCO3)N
• Uses: A central nervous system stimulant, similar to Amphetamines.

Technology Process of 5,6-Methylenedioxy-2-aminoindane

There total 6 articles about 5,6-Methylenedioxy-2-aminoindane 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: 90.0%

5-Hydroxy-5,7-dihydro-indeno[5,6-d][1,3]dioxol-6-one oxime → 6,7-dihydro-5H-cyclopenta[f][1,3]benzodioxol-6-amine (132741-81-2)

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1016/S0040-4020(01)87039-3

Reference yield: 55.0%

2-(hydroxyimino)-5,6-(methylenedioxy)-1-indanone (38489-93-9) → 6,7-dihydro-5H-cyclopenta[f][1,3]benzodioxol-6-amine (132741-81-2)

Guidance literature:

With sulfuric acid; hydrogen; palladium on activated charcoal; In acetic acid; for 18h; under 2585.7 Torr;

DOI:10.1021/jm00164a037

Reference yield:

(6E)-6-hydroxyimino-5H-cyclopenta[f][1,3]benzodioxol-7-one → 6,7-dihydro-5H-cyclopenta[f][1,3]benzodioxol-6-amine (132741-81-2)

Guidance literature:

With sulfuric acid; palladium 10% on activated carbon; hydrogen; acetic acid; at 25 ℃; for 12h; under 1551.49 Torr;

upstream raw materials:

2-(hydroxyimino)-5,6-(methylenedioxy)-1-indanone

5,6-methylenedioxy-1-indanone

3-benzo[1,3]dioxol-5-yl-propionyl chloride

3-(1,3 benzodioxol-5-yl)propionic acid

Refernces

• 1、 Paleo, M. Rita,Dominguez, Domingo,Castedo, Luis. "Synthesis of 4-Aryl-2-benzazepine-1,5-diones by Photocyclization of N-(2-Arylethyl)phthalimides". . p. 3627 - 3638. Retrieved 2007/10/02.