(5-Benzylfuran-2-yl)methanol

Base Information

• Chemical Name: (5-Benzylfuran-2-yl)methanol
• CAS No.: 20416-09-5
• Molecular Formula: C12H12O2
• Molecular Weight: 188.226
• Hs Code.: 2932190090
• DSSTox Substance ID: DTXSID60942598
• Nikkaji Number: J3.177.455A
• Wikidata: Q82919607
• Mol file: 20416-09-5.mol

Synonyms:(5-benzylfuran-2-yl)methanol;(5-Benzyl-2-furyl)methanol;20423-32-9;2-furanmethanol, 5-(phenylmethyl)-;BRN 0475416;EINECS 243-802-8;5-benzylfurfuryl alcohol;5-Benzylfuran 2-methanol;EC-000.1533;SCHEMBL9338807;DTXSID60942598;AKOS006290610;LS-70256

Chemical Property of (5-Benzylfuran-2-yl)methanol

Chemical Property:

• Vapor Pressure: 0.117mmHg at 25°C
• Melting Point: 36-39 °C
• Refractive Index: 1.57
• Boiling Point: 210.081 °C at 760 mmHg
• PKA: 14.21±0.10(Predicted)
• Flash Point: 80.854 °C
• PSA: 33.37000
• Density: 1.138 g/cm³
• LogP: 2.36270
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 188.083729621
• Heavy Atom Count: 14
• Complexity: 164

Purity/Quality:

98%Min ^*data from raw suppliers

5-(PHENYLMETHYL)-3-FURANMETHANOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC2=CC=C(O2)CO

Technology Process of (5-Benzylfuran-2-yl)methanol

There total 10 articles about (5-Benzylfuran-2-yl)methanol 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: 95.0%

methyl 5-benzylfuran-3-carboxylate (20416-08-4) → (5-benzylfuran-3-yl)methanol (20416-09-5)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at -78 ℃;

DOI:10.1039/c3ob42396d

Reference yield: 74.0%

4-hydroxymethylfuran-2-(phenyl)methanol → (5-benzylfuran-3-yl)methanol (20416-09-5)

Guidance literature:

With sulfuric acid; hydrogen; In tetrahydrofuran; at 140 ℃; for 3h; under 45603.1 Torr; Reagent/catalyst; Solvent; Temperature; Autoclave;

Reference yield:

(E)-methyl 2-(hydroxymethyl)-5-phenylpent-2-en-4-ynoate (1569083-78-8) → (5-benzylfuran-3-yl)methanol (20416-09-5)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / methanol / 4 h / 20 °C

2: diisobutylaluminium hydride / dichloromethane / -78 °C

With diisobutylaluminium hydride; potassium carbonate; In methanol; dichloromethane;

DOI:10.1039/c3ob42396d

upstream raw materials:

(E)-methyl 2-(hydroxymethyl)-5-phenylpent-2-en-4-ynoate

(E)-methyl 2-(acetoxymethyl)-5-phenylpent-2-en-4-ynoate

methyl 5-benzylfuran-3-carboxylate

benzyl chloride

Downstream raw materials:

[5-(phenylmethyl)-3-furanyl]methyl cis-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate

5-benzyl-furan-3-ylmethyl endo-tricyclo[5.2.1.02,6 ]decane-2-exo-carboxylate

resmethrin

(1R-trans)-3-<<<<4-<<2-(trimethylsilyl)ethoxy>carbonyl>cyclohexyl>methyl>amino>carbonyl>-2,2-dimethylcyclopropane-1-carboxylic acid, <2-(phenylmethyl)-4-furyl>methyl ester

Refernces

• 1、 Reddy, Chada Raji,Krishna, Gaddam,Reddy, Motatipally Damoder. "Synthesis of substituted 3-furanoates from MBH-acetates of acetylenic aldehydes via tandem isomerization-deacetylation-cycloisomerization: Access to Elliott's alcohol". . p. 1664 - 1670. Retrieved 2014/03/21.
• 2、 -. "Pyrimidine substituted-2,2-dimethylcyclopropane carboxylates useful for combating insect and acarine pests at a locus". . . Retrieved 2008/06/13.