(R)-(-)-1-(2-Furyl)ethyl acetate

Base Information

• Chemical Name: (R)-(-)-1-(2-Furyl)ethyl acetate
• CAS No.: 22426-24-0
• Molecular Formula: C8H10 O3
• Molecular Weight: 154.166
• DSSTox Substance ID: DTXSID00945109
• Nikkaji Number: J1.710.442J
• Wikidata: Q82922360
• Mol file: 22426-24-0.mol

Synonyms:113471-32-2;(R)-(-)-1-(2-Furyl)ethyl acetate;[(1R)-1-(furan-2-yl)ethyl] acetate;(R)-1-(furan-2-yl)ethyl acetate;DTXSID00945109;(R)-1-(furan-2-yl)ethylacetate;Acetic acid (R)-1-(2-furyl)ethyl ester;(1R)-1-(FURAN-2-YL)ETHYL ACETATE

Chemical Property of (R)-(-)-1-(2-Furyl)ethyl acetate

Chemical Property:

• Vapor Pressure: 3.3mmHg at 25°C
• Refractive Index: 1.457-1.459
• Boiling Point: 153.7°Cat760mmHg
• Flash Point: 63.8°C
• PSA: 39.44000
• Density: 1.083g/cm³
• LogP: 1.90370
• Storage Temp.: 0-6°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 154.062994177
• Heavy Atom Count: 11
• Complexity: 144

Purity/Quality:

97% ^*data from raw suppliers

DL-1-(2-FURYL)ETHYL ACETATE 95.00% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC=CO1)OC(=O)C
• Isomeric SMILES: C[C@H](C1=CC=CO1)OC(=O)C

Technology Process of (R)-(-)-1-(2-Furyl)ethyl acetate

There total 5 articles about (R)-(-)-1-(2-Furyl)ethyl acetate 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: 100.0%

1-(2-furyl)ethanol (4208-64-4) + acetic anhydride (108-24-7) → (R/S)-1-(2-furyl)ethyl acetate (22426-24-0)

Guidance literature:

With dmap; In dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1016/j.molcatb.2016.01.014

Reference yield:

1-(2-furyl)ethanol (4208-64-4) + Isopropenyl acetate (108-22-5) → (S)-1-(2-furanyl)ethanol (4208-64-4,27948-61-4,106565-48-4,112653-32-4) + (R/S)-1-(2-furyl)ethyl acetate (22426-24-0)

Guidance literature:

With lipase from Pseudomonas cepacia immobilized on ceramic; In toluene; at 40 ℃; for 4h;

DOI:10.1007/s00706-003-0025-1

Reference yield:

1-(2-furyl)-1-ethanone (1192-62-7,80145-44-4) → (R/S)-1-(2-furyl)ethyl acetate (22426-24-0)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tetrahydroborate / tetrahydrofuran; water / 0 °C

2: triethylamine; dmap / dichloromethane

With dmap; sodium tetrahydroborate; triethylamine; In tetrahydrofuran; dichloromethane; water;

DOI:10.1080/10242422.2022.2030726

upstream raw materials:

acetic anhydride

1-(3'-furyl)-ethanol

1-(2-furyl)ethanol

Isopropenyl acetate

Refernces

• 1、 Aribi-Zouioueche, Louisa,Bra?a, Nabila,Merabet-Khelassi, Mounia,Toffano, Martial. "Practical access to (S)-heterocyclic aromatic acetates via CAL-B/Na2CO3-deacylation and Mitsunobu reaction protocol". . . Retrieved 2022/02/11.
• 2、 Ghanem, Ashraf,Schurig, Volker. "Entrapment of Pseudomonas cepacia lipase with peracetylated β-cyclodextrin in sol-gel: Application to the kinetic resolution of secondary alcohols". . p. 2547 - 2555. Retrieved 2007/10/03.