1-Furfurylpyrrole

Base Information

• Chemical Name: 1-Furfurylpyrrole
• CAS No.: 1438-94-4
• Deprecated CAS: 97558-64-0
• Molecular Formula: C9H9 N O
• Molecular Weight: 147.177
• Hs Code.: 29349990
• European Community (EC) Number: 215-876-1
• UNII: 15HF30X204
• DSSTox Substance ID: DTXSID5047663
• Nikkaji Number: J106.930F
• Wikidata: Q27251725
• Metabolomics Workbench ID: 44253
• ChEMBL ID: CHEMBL3187231
• Mol file: 1438-94-4.mol

Synonyms:1-FURFURYLPYRROLE;1438-94-4;N-Furfurylpyrrole;1-(Furan-2-ylmethyl)-1H-pyrrole;1H-Pyrrole, 1-(2-furanylmethyl)-;1-(2-Furanylmethyl)-1H-pyrrole;N-Furfuryl pyrrole;1-Furfuryl-1H-pyrrole;N-(2-Furfuryl)pyrrole;Pyrrole, 1-furfuryl-;1-(furan-2-ylmethyl)pyrrole;1-(2-Furfuryl)pyrrole;FEMA No. 3284;2-Furfurylpyrrole;1-furfuryl-pyrrole;1-?Furfurylpyrrole;BRN 0118476;1-(2-Furanmethyl)-1H-pyrrole;1-(2-FurfuryI)pyrrole;EINECS 215-876-1;1-(2-Furfuryl)-pyrrole;1-(2-Furfuryl)-1H-pyrrole;1H-Pyrrole, 1-(2-furfuryl);DTXSID5047663;UNII-15HF30X204;15HF30X204;5-20-05-00033 (Beilstein Handbook Reference);1-(2-furylmethyl)pyrrole;2-(1-Pyrrolylmethyl)furan;1-urfurylpyrrole;1-(2-Furylmethyl)-1H-pyrrole;1-furfuryl pyrrole;1-Furfurylpyrrole, 99%;FURFURYLPYRROLE, N-;1-(uran-2-ylmethyl)pyrrole;1-Furfurylpyrrole, >=98%;SCHEMBL1532637;CHEMBL3187231;DTXCID3027663;FEMA 3284;1 - furfuryl - 1H - pyrrole;CHEBI:168927;N-FURFURYL PYRROLE [FHFI];1-Furfurylpyrrole, >=98%, FG;1-(2-Furylmethyl)-1H-pyrrole #;Tox21_302604;MFCD00010080;s6107;1-Furfurylpyrrole, analytical standard;AKOS008961820;LS-2763;SB60947;NCGC00256860-01;AS-14383;CAS-1438-94-4;1-Furfurylpyrrole;HY-128389;CS-0099518;F0700;FT-0633540;D71000;1-(2-furanylmethyl)-1H-pyrrole (furfurylpyrrole);A808131;W-108165;Q27251725

Chemical Property of 1-Furfurylpyrrole

Chemical Property:

• Appearance/Colour: Straw to dark brown clear liquid.
• Vapor Pressure: 0.0244mmHg at 25°C
• Refractive Index: n20/D 1.531(lit.)
• Boiling Point: 256.7 °C at 760 mmHg
• PKA: -3.40±0.70(Predicted)
• Flash Point: 92.8 °C
• PSA: 18.07000
• Density: 1.081 g/mL at 25 °C(lit.)
• LogP: 2.12940
• Storage Temp.: 0-10°C
• Sensitive.: Light Sensitive
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 147.068413911
• Heavy Atom Count: 11
• Complexity: 121

Purity/Quality:

99% ^*data from raw suppliers

1-Furfurylpyrrole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-22
• Safety Statements: 27-36/37/39-45-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CN(C=C1)CC2=CC=CO2

Technology Process of 1-Furfurylpyrrole

There total 10 articles about 1-Furfurylpyrrole 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: 85.0%

cis,trans-2,5-dimethoxytetrahydrofuran (696-59-3) + furan-2-ylmethanamine (617-89-0) → 1-furfuryl-pyrrole (1438-94-4)

Guidance literature:

With iron(III) chloride heptahydrate; In water; at 60 ℃;

DOI:10.1055/s-0029-1217799

Reference yield: 71.0%

furfural (98-01-1) + 4R-4-hydroxyproline (51-35-4,30724-02-8) → 1-furfuryl-pyrrole (1438-94-4)

Guidance literature:

With acetic acid; In N,N-dimethyl-formamide; for 0.666667h; Reflux;

DOI:10.1007/s11426-011-4445-1

Reference yield: 61.0%

furan-2-ylmethanamine (617-89-0) + Butane-1,4-diol (110-63-4) → 1-furfuryl-pyrrole (1438-94-4)

Guidance literature:

With C₃₀H₂₉BrMnNO₂P₂; potassium carbonate; In neat (no solvent); at 150 ℃; for 24h; Inert atmosphere;

DOI:10.1021/acs.orglett.8b03506

upstream raw materials:

furan-2-ylmethanamine

cis,trans-2,5-dimethoxytetrahydrofuran

furfural

trans-4-hydroxy-D,L-proline

Downstream raw materials:

1-Furfuryl-2-formyl-pyrrol

Refernces

• 1、 Borghs, Jannik C.,Lebedev, Yury,Rueping, Magnus,El-Sepelgy, Osama. "Sustainable Manganese-Catalyzed Solvent-Free Synthesis of Pyrroles from 1,4-Diols and Primary Amines". supporting information. p. 70 - 74. Retrieved 2019/01/11.
• 2、 Deb, Indubhusan,Coiro, Daniel J.,Seidel, Daniel. "Decarboxylative formation of N-alkyl pyrroles from 4-hydroxyproline". scheme or table. p. 6473 - 6475. Retrieved 2011/06/28.