4208-64-4

Basic information

• Product Name: 1-(2-FURYL)ETHAN-1-OL
• Synonyms: alpha-methyl-2-furanmethano;DL-1-(2-FURYL)ETHANOL;DL-ALPHA-METHYLFURAN-2-METHANOL;(+/-)-ALPHA-METHYLFURAN-2-METHANOL;(+/-)-1-(2-FURYL)ETHANOL;1-(2-FURYL)ETHAN-1-OL;(+/-)-2-FURYL METHYL CARBINOL;(+/-)-1-(2-FURYL)ETHANOL, STAB.
• CAS NO: 4208-64-4
• Molecular Formula: C₆H₈O₂
• Molecular Weight: 112.13
• EINECS: 224-130-4
• Mol File: 4208-64-4.mol
• Article Data: 270

Chemical Properties

• Melting Point: 73-74℃
• Boiling Point: 167-170 °C
• Flash Point: 35℃
• Appearance: Clear colorless to light yellow/Liquid
• Density: 1.078 g/mL at 20 °C(lit.)
• Refractive Index: n20/D 1.479
• Storage Temp.: 2-8°C
• PKA: 14.09±0.20(Predicted)
• BRN: 107814
• CAS DataBase Reference: 1-(2-FURYL)ETHAN-1-OL(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-FURYL)ETHAN-1-OL(4208-64-4)
• EPA Substance Registry System: 1-(2-FURYL)ETHAN-1-OL(4208-64-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 36/37/39-26-23
• WGK Germany: 3
• F: 8-10-23
• Hazardous Substances Data: 4208-64-4(Hazardous Substances Data)

Usage

Description

1-(2-Furyl)ethanol, also known as (±)-2-Furyl methyl carbinol, is a furan derivative with a clear colorless to light yellow liquid appearance. It is an intermediate in the synthesis of various compounds and has been reported for its role in the creation of 4-hydroxy-2-methylcyclopent-2-en-1-one.

Uses

Used in Chemical Synthesis:
1-(2-Furyl)ethanol is used as an intermediate in the synthesis of 2H-Furo[2,3-c]pyran-2-one derivatives, which are known for their germination-promoting activity. This application is particularly relevant in the agricultural and pharmaceutical industries, where the promotion of plant growth and the development of new compounds with biological activity are of interest.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (±)-1-(2-Furyl)ethanol, or racemic 1-(2-furyl)ethanol, is used in the synthesis of 1-acetoxy-1-[2-furyl]ethan. 1-(2-FURYL)ETHAN-1-OL may have potential applications in the development of new drugs or pharmaceutical agents, contributing to the advancement of medical treatments and therapies.
Used in Research and Development:
Due to its role in the synthesis of various compounds, 1-(2-Furyl)ethanol is also utilized in research and development settings. Scientists and researchers may use this furan derivative to explore new chemical reactions, create novel molecules, and study their properties and potential applications in different fields, such as materials science, pharmaceuticals, and agriculture.

Upstream product

• 108-22-5 Isopropenyl acetate 
• 117-34-0 2,2-diphenylacetic acid 
• 2745-17-7 2-furyloxirane 
• 113531-28-5 Octanoic acid 1-furan-2-yl-ethyl ester 
• 1192-62-7 1-(2-furyl)-1-ethanone 
• 98-01-1 furfural 
• 74-83-9 methyl bromide 
• 136590-93-7 (1-(furan-2-yl)ethoxy)trimethylsilane 
• 18032-22-9 [1-(furan-2-yl)ethoxy](triethyl)silane 
• 4422-95-1 1,3,5-benzene tris(carbonyl chloride) 
• 676-58-4 methylmagnesium chloride 
• 4208-64-4 (S)-1-(2-furanyl)ethanol 
• 4784-77-4 (E)-1-Bromo-2-butene 
• 74-88-4 methyl iodide 

Downstream Products

• 33647-67-5 1-(2,5-dimethoxy-2,5-dihydrofuran-2-yl)ethanol from 2-Acetylfuran 
• 22426-24-0 (R/S)-1-(2-furyl)ethyl acetate 
• 1487-18-9 (furan-2-yl)ethylene 
• 1192-62-7 1-(2-furyl)-1-ethanone 
• 27948-61-4 (R)-(+)-1-(2-furyl)ethanol 
• 118-71-8 Maltol 
• 41728-14-7 6-hydroxy-2-methyl-2H-pyran-3(6H)-one 
• 66187-15-3 (E)-3-chloro-5-hydroxy-4-oxo-hex-2-enal 1->5-cyclohemiacetal 
• 66187-10-8 6,6'-oxybis<4-chloro-2-methyl-2H-pyran-3(6H)-one> 
• 247244-65-1 L-aculose 
• 4208-64-4 (S)-1-(2-furanyl)ethanol 
• 247244-64-0 (2R)-6-hydroxy-2-methyl-2H-pyran-3-(6H)-one 
• 33647-76-6 6-hydroxy-2-methyl-2H-pyran-3(6)-one 
• 33647-76-6 (±)-6-hydroxy-2-methyl-2H-pyran-3(6H)-one 

Relevant articles and documents

A novel route to stereoselective synthesis of (4R,5S)-O- acetylosmundalactone and (4S,5R)-O-acetylosmundalactone

A route has been developed for the enantioselective synthesis of (4R,5S)-O-acetylosmundalactone 1 and (4S,5R)-O-acetylosmundalactone 2 by using sharpless kinetic resolution of the racemic 1-(2-furyl)ethanol 6 as a key step.

2, 4, 5-Trideoxyhexopyranosides Derivatives of 4’-Demethylepipodophyllotoxin: De novo Synthesis and Anticancer Activity

Background: Podophyllotoxin is a natural lignan which possesses anticancer and antiviral activities. Etoposide and teniposide are semisynthetic glycoside derivatives of podophyllotoxin and are increasingly used in cancer medicine. Objective: The present work aimed to design and synthesize a series of 2, 4, 5-trideoxyhexopyrano-sides derivatives of 4’-demethylepipodophyllotoxin as novel anticancer agents. Methods: A divergent de novo synthesis of 2, 4, 5-trideoxyhexopyranosides derivatives of 4’-demethylepipodophyllotoxin has been established via palladium-catalyzed glycosylation. The abili-ties of synthesized glycosides to inhibit the growth of A549, HepG2, SH-SY5Y, KB/VCR and HeLa cancer cells were investigated by MTT assay. Flow cytometric analysis of cell cycle with propidium iodide DNA staining was employed to observe the effect of compound 5b on cancer cell cycle. Results: Twelve D and L monosaccharide derivatives 5a-5l have been efficiently synthesized in three steps from various pyranone building blocks employing de novo glycosylation strategy. D-monosaccharide 5b showed the highest cytotoxicity on five cancer cell lines with the IC50 values ranging from 0.9 to 6.7 μM. It caused HepG2 cycle arrest at G2/M phase in a concentration-dependent manner. Conclusion: The present work leads to the development of novel 2, 4, 5-trideoxyhexopyranosides derivatives of 4’-demethylepipodophyllotoxin. The biological results suggest that the replacement of the glucosyl moiety of etoposide with 2, 4, 5-trideoxyhexopyranosyl is favorable to their cytotoxic-ity. D-monosaccharide 5b was observed to cause HepG2 cycle arrest at the G2/M phase in a concen-tration-dependent manner.

Cinchona-Alkaloid-Derived NNP Ligand for Iridium-Catalyzed Asymmetric Hydrogenation of Ketones

Most ligands applied for asymmetric hydrogenation are synthesized via multistep reactions with expensive chemical reagents. Herein, a series of novel and easily accessed cinchona-alkaloid-based NNP ligands have been developed in two steps. By combining [Ir(COD)Cl]2, 39 ketones including aromatic, heteroaryl, and alkyl ketones have been hydrogenated, all affording valuable chiral alcohols with 96.0-99.9% ee. A plausible reaction mechanism was discussed by NMR, HRMS, and DFT, and an activating model involving trihydride was verified.

Reduction of carbonyl compounds via hydrosilylation catalyzed by well-defined PNP-Mn(I) hydride complexes

Reduction reactions of unsaturated compounds are fundamental transformations in synthetic chemistry. In this context, the reduction of polarized double bonds such as carbonyl or C=C motifs can be achieved by hydrogenation reactions. We describe here a highly chemoselective Mn(I)-based PNP pincer catalyst for the hydrosilylation of aldehydes and ketones employing polymethylhydrosiloxane (PMHS) as inexpensive hydrogen donor. Graphic abstract: [Figure not available: see fulltext.]