2,5-Bis(aminomethyl)furan

Base Information

• Chemical Name: 2,5-Bis(aminomethyl)furan
• CAS No.: 2213-51-6
• Molecular Formula: C6H10N2O
• Molecular Weight: 126.158
• Hs Code.: 2932190090
• European Community (EC) Number: 867-665-4
• DSSTox Substance ID: DTXSID70543878
• Nikkaji Number: J2.489.360J
• Wikidata: Q72479658
• Mol file: 2213-51-6.mol

Synonyms:2,5-BIS(AMINOMETHYL)FURAN;2213-51-6;Furan-2,5-diyldimethanamine;2,5-Furandimethanamine;[5-(AMINOMETHYL)FURAN-2-YL]METHANAMINE;MFCD06212942;1-[5-(AMINOMETHYL)FURAN-2-YL]METHANAMINE;Aminomethyl-5 Furfurylamine-2;2,5-bisaminomethylfuran;C-(5-Aminomethyl-furan-2-yl)-methylamine;2,5-bis(aminomethyl)-furan;SCHEMBL183214;(Furan-2,5-diyl)dimethanamine;AMY7024;DTXSID70543878;VKLGKDZCKSMSHG-UHFFFAOYSA-N;AKOS006295291;AS-75801;SY019905;CS-0134990;D94954;EN300-2984485;A934176;J-014542

Chemical Property of 2,5-Bis(aminomethyl)furan

Chemical Property:

• Appearance/Colour: Liquid
• Boiling Point: 229.905 °C at 760 mmHg
• PKA: 9.40±0.29(Predicted)
• Flash Point: 92.844 °C
• PSA: 65.18000
• Density: 1.124 g/cm³
• LogP: 1.59760
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: -1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 126.079312947
• Heavy Atom Count: 9
• Complexity: 77.1

Purity/Quality:

99% ^*data from raw suppliers

2,5-Bis(aminomethyl)furan ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(OC(=C1)CN)CN

Technology Process of 2,5-Bis(aminomethyl)furan

There total 4 articles about 2,5-Bis(aminomethyl)furan 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: 55.0%

furan-2,5-dicarboxaldehyde dioxime → (tetrahydrofuran-2,5-diyl) dimethanamine (66918-21-6) + (furan-2,5-diyl) dimethanamine (2213-51-6)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; at 25 ℃; for 5h; Solvent; Reagent/catalyst;

Reference yield: 11.0%

5-hydroxymethylfuran-2-ylmethylamine (88910-22-9) → (2-furyl)methyl alcohol (98-00-0,25212-86-6,93793-62-5) + (furan-2,5-diyl) dimethanamine (2213-51-6) + furan-2-ylmethanamine (617-89-0)

Guidance literature:

With ammonia; In tetrahydrofuran; dodecane; at 200 ℃; for 12h; under 3000.3 Torr; Autoclave; Sealed tube; Inert atmosphere;

DOI:10.1002/cctc.202001922

Reference yield:

furan-2,5-dicarboxaldehyde dioxime → furan-2,5-dicarbonitrile (58491-62-6) + (furan-2,5-diyl) dimethanamine (2213-51-6) + 5-[(hydroxyimino)methyl]-2-furancarbonitrile + C18H18N4O6 + C24H31N5O4 + C24H26N6O7 + C18H21N3O3

Guidance literature:

With ammonium hydroxide; hydrogen; In methanol; at 130 ℃; for 2h; under 15001.5 Torr; Autoclave;

DOI:10.1039/c8gc00947c

upstream raw materials:

2,5-bis-chloromethyl-furan

5-hydroxymethylfuran-2-ylmethylamine

Downstream raw materials:

(tetrahydrofuran-2,5-diyl) dimethanamine

8-oxa-3-aza-bicyclo[3.2.1]octane

1,6-Hexanediamine