2-(2,3-Dihydro-benzo[1,4]dioxin-2-YL)-ethylamine

Base Information

• Chemical Name: 2-(2,3-Dihydro-benzo[1,4]dioxin-2-YL)-ethylamine
• CAS No.: 87086-36-0
• Molecular Formula: C10H13 N O2
• Molecular Weight: 179.22
• Hs Code.: 2932999099
• European Community (EC) Number: 805-086-0
• DSSTox Substance ID: DTXSID301007333
• Nikkaji Number: J71.425I
• ChEMBL ID: CHEMBL4580065
• Mol file: 87086-36-0.mol

Synonyms:87086-36-0;2-(2,3-DIHYDRO-BENZO[1,4]DIOXIN-2-YL)-ETHYLAMINE;2-(2,3-DIHYDROBENZO[B][1,4]DIOXIN-2-YL)ETHANAMINE;2-(2,3-dihydro-1,4-benzodioxin-2-yl)ethan-1-amine;BRN 0164568;2-(2,3-dihydro-1,4-benzodioxin-3-yl)ethanamine;2(2-Aminoethyl)-1,4-benzodioxan;1,4-BENZODIOXAN-2-ETHYLAMINE;2-(2,3-dihydro-1,4-benzodioxin-2-yl)ethanamine;4-19-00-04128 (Beilstein Handbook Reference);ChemDiv3_006725;SCHEMBL406531;CHEMBL4580065;DTXSID301007333;HMS1492B15;MFCD01659461;STK687447;2-(2-Aminoethyl)-1,4-benzodioxane;2-(2-aminoethyl)-benzo-1,4-dioxan;AKOS005600682;AB09664;IDI1_024635;LS-34400;CS-0222447;EN300-111143;2-(2,3 dihydrobenzo[1,4]dioxin-2-yl)ethylamine;2-(2,3-Dihydrobenzo[1,4]dioxin-2-yl)ethylamine;A841947;2-(2,3-Dihydro-benzo[1,4]dioxin-2-yl)ethylamine;BRD-A66476287-003-01-8;Z1198157388

Chemical Property of 2-(2,3-Dihydro-benzo[1,4]dioxin-2-YL)-ethylamine

Chemical Property:

• Vapor Pressure: 0.00354mmHg at 25°C
• Boiling Point: 281.5°C at 760 mmHg
• Flash Point: 134.7°C
• PSA: 44.48000
• Density: 1.122g/cm³
• LogP: 1.87550
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 179.094628657
• Heavy Atom Count: 13
• Complexity: 163

Purity/Quality:

97% ^*data from raw suppliers

2-(2,3-Dihydro-benzo[1,4]dioxin-2-yl)-ethylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(OC2=CC=CC=C2O1)CCN

Technology Process of 2-(2,3-Dihydro-benzo[1,4]dioxin-2-YL)-ethylamine

There total 7 articles about 2-(2,3-Dihydro-benzo[1,4]dioxin-2-YL)-ethylamine 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: 92.0%

2-(2,3-Dihydro-1,4-benzodioxin-2-yl)acetonitrile (18505-91-4) → 2-(2,3-dihydrobenzo[1,4]dioxin-2-yl)ethylamine (87086-36-0)

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; under 760 Torr;

DOI:10.1016/S0223-5234(00)00164-1

Reference yield:

2-(bromomethyl)-2,3-dihydrobenzo[1,4]dioxine (2164-34-3) → 2-(2,3-dihydrobenzo[1,4]dioxin-2-yl)ethylamine (87086-36-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / dimethylsulfoxide / 72 h / 65 °C

2: 92 percent / H₂; conc. HCl / 10 percent Pd-C / methanol / 20 °C / 760 Torr

With hydrogenchloride; hydrogen; palladium on activated charcoal; In methanol; dimethyl sulfoxide; 1: Substitution / 2: Catalytic hydrogenation;

DOI:10.1016/S0223-5234(00)00164-1

Reference yield:

ethyl 2,3-dihydro-1,4-benzodioxin-2-carboxylate (4739-94-0) → 2-(2,3-dihydrobenzo[1,4]dioxin-2-yl)ethylamine (87086-36-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 98 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / 20 °C

2: 96 percent / NBS; PPh₃ / dimethylformamide / 6 h / 40 °C

3: 60 percent / dimethylsulfoxide / 72 h / 65 °C

4: 92 percent / H₂; conc. HCl / 10 percent Pd-C / methanol / 20 °C / 760 Torr

With hydrogenchloride; N-Bromosuccinimide; lithium aluminium tetrahydride; hydrogen; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; dimethyl sulfoxide; N,N-dimethyl-formamide; 1: Reduction / 2: Bromination / 3: Substitution / 4: Catalytic hydrogenation;

DOI:10.1016/S0223-5234(00)00164-1

upstream raw materials:

2-(2,3-Dihydro-1,4-benzodioxin-2-yl)acetonitrile

2-(bromomethyl)-2,3-dihydrobenzo[1,4]dioxine

ethyl 2,3-dihydro-1,4-benzodioxin-2-carboxylate

2-hydroxymethyl-2,3-dihydrobenzo[1,4]dioxin

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