1-(Furan-2-yl)ethanol

Base Information

• Chemical Name: 1-(Furan-2-yl)ethanol
• CAS No.: 4208-64-4
• Deprecated CAS: 106565-48-4
• Molecular Formula: C6H8O2
• Molecular Weight: 112.128
• Hs Code.: 29321300
• European Community (EC) Number: 224-130-4
• DSSTox Substance ID: DTXSID30863342
• Nikkaji Number: J28.169G
• Mol file: 4208-64-4.mol

Synonyms:1-(2-furyl)ethanol

Chemical Property of 1-(Furan-2-yl)ethanol

Chemical Property:

• Appearance/Colour: Clear colorless to light yellow liquid
• Melting Point: 73-74℃
• Refractive Index: n20/D 1.479
• Boiling Point: 162.5 °C at 760 mmHg
• PKA: 14.09±0.20(Predicted)
• Flash Point: 34.6 °C
• PSA: 33.37000
• Density: 1.078 g/mL at 20 °C(lit.)
• LogP: 1.33290
• Storage Temp.: 2-8°C
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 112.052429494
• Heavy Atom Count: 8
• Complexity: 72.9

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-(2-Furyl)ethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 36/37/39-26-23

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC=CO1)O
• Uses: 1-(2-Furyl)ethanol is an intermediate in the synthesis of 2H-Furo[2,3-c]pyran-2-one derivatives of their germination-promoting activity. (±)-1-(2-Furyl)ethanol (Racemic 1-(2-furyl)ethanol) may be used in the synthesis of 1-acetoxy-1-[2-furyl]ethan.

Technology Process of 1-(Furan-2-yl)ethanol

There total 69 articles about 1-(Furan-2-yl)ethanol 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: 99.0%

1-(2-furyl)-1-ethanone (1192-62-7,80145-44-4) → 1-(2-furyl)ethanol (4208-64-4)

Guidance literature:

With ethanol; (ethylenebis(bicyclohexylphosphane))Ni(cis,cis-1,5-cyclooctadiene); In neat (no solvent); at 130 ℃; for 36h; Catalytic behavior;

DOI:10.1039/c6dt02725c

Reference yield: 99.0%

furfural (98-01-1) + methylmagnesium chloride (676-58-4) → 1-(2-furyl)ethanol (4208-64-4)

Guidance literature:

In tetrahydrofuran; at 0 - 25 ℃;

Reference yield: 99.0%

[1-(furan-2-yl)ethoxy](triethyl)silane (18032-22-9) → 1-(2-furyl)ethanol (4208-64-4)

Guidance literature:

With potassium fluoride; Tetraethylene glycol; at 20 ℃; for 4h; chemoselective reaction;

DOI:10.1039/c1ob06300f

upstream raw materials:

furfural

dimethyl zinc(II)

methylmagnesium bromide

methyl iodide

Downstream raw materials:

1-(2,5-dimethoxy-2,5-dihydrofuran-2-yl)ethanol from 2-Acetylfuran

(R/S)-1-(2-furyl)ethyl acetate

(furan-2-yl)ethylene

1-(2-furyl)-1-ethanone

Refernces

• 1、 West, F. G.,Gunawardena, Gamini. "Pseudocine Substitution of 4-(Mesyloxy)-2-cyclopentenones: An Efficient Route to 2,4-Disubstituted 2-Cyclopentenones". . p. 2402 - 2406. Retrieved 1993.
• 2、 Zhang, Lin,Zhang, Ling,Chen, Qian,Li, Linlin,Jiang, Jian,Sun, Hao,Zhao, Chong,Yang, Yuanyong,Li, Chun. "Cinchona-Alkaloid-Derived NNP Ligand for Iridium-Catalyzed Asymmetric Hydrogenation of Ketones". supporting information. p. 415 - 419. Retrieved 2022/01/12.
• 3、 Weber, Stefan,Iebed, Dina,Glatz, Mathias,Kirchner, Karl. "Reduction of carbonyl compounds via hydrosilylation catalyzed by well-defined PNP-Mn(I) hydride complexes". . p. 635 - 639. Retrieved 2021/06/17.