4208-61-1

Basic information

• Product Name: alpha-ethylfuran-2-methanol
• Synonyms: alpha-ethylfuran-2-methanol;2-FURYLETHYLCARBINOL;1-(2-Furanyl)-1-propanol;1-(2-Furanyl)propane-1-ol;α-Ethyl-2-furanmethanol;α-Ethylfuran-2-methanol;1-Furan-2-yl-propan-1-ol
• CAS NO: 4208-61-1
• Molecular Formula: C₇H₁₀O₂
• Molecular Weight: 126.1531
• EINECS: 224-129-9
• Mol File: 4208-61-1.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 181-182 °C(lit.)
• Flash Point: 79 °C
• Appearance: /
• Density: 1.04 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.476(lit.)
• PKA: 14.09±0.20(Predicted)
• CAS DataBase Reference: alpha-ethylfuran-2-methanol(CAS DataBase Reference)
• NIST Chemistry Reference: alpha-ethylfuran-2-methanol(4208-61-1)
• EPA Substance Registry System: alpha-ethylfuran-2-methanol(4208-61-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 4208-61-1(Hazardous Substances Data)

Usage

General Description

Alpha-ethylfuran-2-methanol is a chemical compound that is also known as 2-Ethyl-3-Furfuryl Alcohol or 2-EFMA. It is a colorless to pale yellow liquid that is used as a flavoring ingredient in the food industry and as a fragrance compound in the cosmetics industry. It is also used as a solvent in various chemical processes. Alpha-ethylfuran-2-methanol has a sweet, caramel-like odor and is often used to impart a sweet, nutty flavor to food products. It is considered safe for use in food and cosmetic applications and is regulated by various international organizations for its safe usage.

Upstream product

• 2745-17-7 2-furyloxirane 
• 98-01-1 furfural 
• 78-79-5 isoprene 
• 2386-64-3 ethylmagnesium chloride 
• 3194-15-8 2-propionylfuran 
• 74-96-4 ethyl bromide 
• 925-90-6 ethylmagnesium bromide 
• 119619-38-4 1-(furan-2-yl)-2-propen-1-ol 
• 56-23-5 tetrachloromethane 
• 544-01-4 isopentyl ether 
• 121-69-7 N,N-dimethyl-aniline 
• 557-20-0 diethylzinc 
• 1068-55-9 isopropylmagnesium chloride 
• 75-03-6 ethyl iodide 

Downstream Products

• 14369-94-9 ethyl 4-oxoheptanoate 
• 4940-11-8 2-ethyl-3-hydroxy-4-pyranone 
• 60249-12-9 6-hydroxy-2-ethyl-2H-pyran-3(6H)-one 
• 1160713-04-1 (2S)-2-ethyl-6-hydroxy-2H-pyran-3(6H)-one 
• 119619-55-5 (R)-1-(2-furyl)propan-1-ol 
• 127418-31-9 (S)-1-(2-furyl)propan-1-ol 
• 589-82-2 heptan-3-ol 
• 60096-09-5 heptane-1,5-diol 
• 1171235-52-1 1-(furan-2-yl)propyl 2-tosylacetate 
• 17175-86-9 2,4-heptadienoic acid 
• 616895-65-9 6-hydroxy-2-ethyl-2H-pyran-3(6H)-one 
• 1582256-41-4 2-chloro-4-(1-(furan-2-yl)propyl)aniline 
• 1315309-12-6 C₂₁H₂₀O₃ 
• 60249-13-0 1-(2,5-dimethoxy-2,5-dihydro-furan-2-yl)-propan-1-ol 

Relevant articles and documents

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.

Method for preparing 2-acyl furan

The invention relates to a method for preparing 2-acyl furan. The method is characterized by comprising the following steps: (1) controlling the temperature to -10-40 DEG C, and adding 70-98% of a water phase or 10-90% of a mixed liquid of the water phase and an organic phase, 0.0001-2.0% of an osmium compound and 0.001-5.0% of an amine compound into a reaction container so as to obtain a reactionliquid; (2) feeding the reaction liquid into a sealed reactor, and performing gas exchange to provide an aerobic environment for reactions; (3) adding 1-(2-furyl)-1-alkyl methanol into the sealed reactor, and controlling the pressure to 0-20MPa and the temperature to 0-200 DEG C for 1-74 hours; and (4) after the reaction is stopped, performing cooling to the room temperature, performing pressurerelease to the barometric pressure, adding sodium hydrogen sulfate and acetic acid, performing extraction, and performing organic phase vacuum distillation refining, so as to obtain a 2-acyl furan product. The method has the advantages that technical and economical defects of a conventional synthesis route can be avoided, process procedures can be reduced, consumption and emission can be reduced,the energy consumption and the cost can be lowered, and the method is applicable to capacity increase industrial production.

Chiral 2-(2-hydroxyaryl)alcohols (HAROLs) with a 1,4-diol scaffold as a new family of ligands and organocatalysts

Efficient and modular syntheses of chiral 2-(2-hydroxyaryl)alcohols (HAROLs), novel 1,4-diols carrying one phenolic and one alcohol hydroxyl group, have been developed which led to generation of a small library of structurally diverse HAROLs in enantiomerically pure form. Of the different HAROLs examined, a HAROL based on the indan backbone exhibited the highest activity and enantioselectivity in the 1,2-addition of certain organometallic compounds to aldehydes in the presence of Ti(OiPr)4 (up to 97% y, 88% ee) and performed as a hydrogen-bond donor organocatalyst in the Morita-Baylis-Hillman reaction, promoted by trialkylphosphines.