5-(1,3-Dioxolan-2-yl)-2-furaldehyde

Base Information

• Chemical Name: 5-(1,3-Dioxolan-2-yl)-2-furaldehyde
• CAS No.: 117953-13-6
• Molecular Formula: C8H8 O4
• Molecular Weight: 168.149
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID00562219
• Wikidata: Q82446283
• Mol file: 117953-13-6.mol

Synonyms:5-(1,3-Dioxolan-2-yl)-2-furaldehyde;117953-13-6;5-(1,3-Dioxolan-2-yl)furan-2-carbaldehyde;5-(1,3-Dioxolan-2-yl)furfural;SCHEMBL1681058;DTXSID00562219;MFCD00671521;AKOS015855737;AS-62237;CS-0441656;D2418;5-[1,3]Dioxolan-2-yl-furan-2-carbaldehyde;T70128;A910381;5-(1,3-Dioxolan-2-yl)-2-furaldehyde, AldrichCPR

Chemical Property of 5-(1,3-Dioxolan-2-yl)-2-furaldehyde

Chemical Property:

• Vapor Pressure: 0.000909mmHg at 25°C
• Melting Point: 41°C
• Refractive Index: 1.538
• Boiling Point: 303.8°C at 760 mmHg
• Flash Point: 137.5°C
• PSA: 48.67000
• Density: 1.298g/cm³
• LogP: 1.13750
• Storage Temp.: Refrigerator
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 168.04225873
• Heavy Atom Count: 12
• Complexity: 164

Purity/Quality:

97% ^*data from raw suppliers

5-(1,3-Dioxolan-2-yl)-2-furaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC(O1)C2=CC=C(O2)C=O

Technology Process of 5-(1,3-Dioxolan-2-yl)-2-furaldehyde

There total 5 articles about 5-(1,3-Dioxolan-2-yl)-2-furaldehyde 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: 75.0%

2,5-diformylfurane (823-82-5,163857-09-8) + ethylene glycol (107-21-1) → 2,2'-furan-2,5-diylbis(1,3-dioxolane) + 5-(1,3-dioxolan-2-yl)furan-2-carbaldehyde (117953-13-6)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; at 80 ℃; Dean-Stark;

DOI:10.1134/S1070363219120028

Reference yield: 61.0%

2-(furan-2-yl)-1,3-dioxolane (1708-41-4) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 5-(1,3-dioxolan-2-yl)furan-2-carbaldehyde (117953-13-6)

Guidance literature:

2-(furan-2-yl)-1,3-dioxolane; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -30 ℃; for 0.75h;

N,N-dimethyl-formamide; In tetrahydrofuran; hexane; at -30 - 20 ℃; for 14h; Temperature;

DOI:10.1515/chem-2021-0034

Reference yield:

furfural (98-01-1) → 5-(1,3-dioxolan-2-yl)furan-2-carbaldehyde (117953-13-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / pyridinium tosylate / toluene

pyridinium p-toluenesulfonate; In toluene;

DOI:10.1055/s-1988-27553

upstream raw materials:

2-(furan-2-yl)-1,3-dioxolane

N,N-dimethyl-formamide

furfural

2,5-diformylfurane

Downstream raw materials:

2,5-diformylfurane

5-[Hydroxy-(5-oxo-2,5-dihydro-furan-2-yl)-methyl]-furan-2-carbaldehyde

5-[(1E)-2-[4-(dioctylamino)phenyl]ethenyl]-2-furanecarboxaldehyde

3-[5-(3-hydroxy-propyl)-furan-2-yl]-propan-1-ol