2-(4-Fluorophenyl)-1,3-dioxolane

Base Information

• Chemical Name: 2-(4-Fluorophenyl)-1,3-dioxolane
• CAS No.: 66822-17-1
• Molecular Formula: C9H9FO2
• Molecular Weight: 168.168
• Hs Code.: 2932999099
• European Community (EC) Number: 654-232-8
• DSSTox Substance ID: DTXSID00408067
• Nikkaji Number: J748.159D
• Wikidata: Q82213432
• Mol file: 66822-17-1.mol

Synonyms:2-(4-fluorophenyl)-1,3-dioxolane;66822-17-1;1,3-Dioxolane, 2-(4-fluorophenyl)-;SCHEMBL1964902;DTXSID00408067;BNQMPUFBEBLZGA-UHFFFAOYSA-N;2-(4-fluorophenyl)-[1,3]dioxolane;AKOS006274025

Chemical Property of 2-(4-Fluorophenyl)-1,3-dioxolane

Chemical Property:

• PSA: 18.46000
• LogP: 1.87110
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 168.05865769
• Heavy Atom Count: 12
• Complexity: 138

Purity/Quality:

97% ^*data from raw suppliers

2-(4-FLUOROPHENYL)-1,3-DIOXOLANE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC(O1)C2=CC=C(C=C2)F

Technology Process of 2-(4-Fluorophenyl)-1,3-dioxolane

There total 5 articles about 2-(4-Fluorophenyl)-1,3-dioxolane 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: 98.0%

4-fluorobenzaldehyde (459-57-4) + ethylene glycol (107-21-1) → 4-(1,3-dioxolan-2-yl)fluorobenzene (66822-17-1)

Guidance literature:

With Eosin Y; In acetonitrile; at 20 ℃; for 12h; chemoselective reaction; Schlenk technique; Inert atmosphere; Irradiation;

DOI:10.1021/acs.orglett.6b03403

Reference yield: 96.0%

2,2,7,7-tetramethyl-3,6-dioxa-2,7-disilaoctane (7381-30-8) + 4-fluorobenzaldehyde (459-57-4) → 4-(1,3-dioxolan-2-yl)fluorobenzene (66822-17-1)

Guidance literature:

With N-Bromosuccinimide; In dichloromethane; at 25 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acs.orglett.9b02273

Reference yield: 63.0%

2-[(4-fluorophenyl)methoxy]ethanol (221194-50-9) → 4-(1,3-dioxolan-2-yl)fluorobenzene (66822-17-1)

Guidance literature:

With poly[4-(diacetoxyiodo)styrene]; iodine; In acetonitrile; at 30 ℃; for 1h; Irradiation;

DOI:10.1055/s-2005-864802

upstream raw materials:

2-[(4-fluorophenyl)methoxy]ethanol

4-fluorobenzaldehyde

ethylene glycol

4-fluorobenzylic alcohol

Downstream raw materials:

(S)-2-(4-fluorophenyl)-2,3-dihydroquinazolin-4(1H)-one

isopropyl (E)-2-cyano-3-(4-fluorophenyl)acrylate

methyl (E)-2-cyano-3-(4-fluorophenyl)prop-2-enoate

ethyl (E)-2-cyano-3-(4-fluorophenyl)-2-propenoate

Refernces

• 1、 Han, Bingbing,Hu, Junjun,Li, Xianwei,Zheng, Zubiao. "Application of poly(Vinylbenzyltrimethylammonium tribromide) resin as an efficient polymeric catalyst in the acetalization and diacetylation of benzaldehydes". supporting information. p. 287 - 293. Retrieved 2021/04/28.
• 2、 Stone, Ilana B.,Jermaks, Janis,MacMillan, Samantha N.,Lambert, Tristan H.. "The Hydrazine–O2 Redox Couple as a Platform for Organocatalytic Oxidation: Benzo[c]cinnoline-Catalyzed Oxidation of Alkyl Halides to Aldehydes". supporting information. p. 12494 - 12498. Retrieved 2018/09/18.