Cinnamaldehyde ethylene glycol acetal

Base Information

• Chemical Name: Cinnamaldehyde ethylene glycol acetal
• CAS No.: 5660-60-6
• Molecular Formula: C₁₁H₁₂O₂
• Molecular Weight: 176.215
• European Community (EC) Number: 227-110-3
• NSC Number: 408703
• UNII: 0730Y5985Z
• DSSTox Substance ID: DTXSID2063971
• Nikkaji Number: J432.501J,J225.080B
• Wikidata: Q27236250
• Metabolomics Workbench ID: 47633
• Mol file: 5660-60-6.mol

Synonyms:Cinncloval;CINNAMALDEHYDE ETHYLENE GLYCOL ACETAL;5660-60-6;2-Styryl-1,3-dioxolane;2-Styryl-m-dioxolane;2-(2-Phenylethenyl)-1,3-dioxolane;2-[(E)-2-phenylethenyl]-1,3-dioxolane;FEMA No. 2287;1,3-Dioxolane, 2-(2-phenylethenyl)-;Cinnamaldehyde ethylene acetal;1,3-Dioxolane, 2-styryl-;2-(Phenylethenyl)-1,3-dioxolane;UNII-0730Y5985Z;EINECS 227-110-3;Cinnamaldehyde cyclic ethylene acetal;Cinnamaldehyde, cyclic ethylene acetal;NSC 408703;NSC-408703;Cinnamic aldehyde ethylene glycol acetal;AI3-22613;0730Y5985Z;Cinnamaldehyde ethylene glycol acetal (natural);CINCLOVAL;1, 2-styryl-;2-styryl-[1,3]dioxolane;1, 2-(2-phenylethenyl)-;(E)-2-styryl-1,3-dioxolane;DTXSID2063971;FEMA 2287;2-Styryl-1,3-dioxolane, 8CI;JQLASNFFJHGQTK-VOTSOKGWSA-N;NSC408703;AKOS006274241;1,3-Dioxolane, 2-(2-phenylethenyl), (E);2-(2-PHENYLETHYLENE)-1,3-DIOXOLANE;CINNAMALDEHYDE ETHYLENE GLYCOL ACETAL [FHFI];W-105509;Q27236250

Chemical Property of Cinnamaldehyde ethylene glycol acetal

Chemical Property:

• Vapor Pressure: 0.0139mmHg at 25°C
• Melting Point: 34 °C
• Refractive Index: 1.649
• Boiling Point: 266.9°Cat760mmHg
• Flash Point: 119.6°C
• PSA: 18.46000
• Density: 1.183g/cm³
• LogP: 2.07270
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 176.083729621
• Heavy Atom Count: 13
• Complexity: 165

Purity/Quality:

99% ^*data from raw suppliers

2-[(E)-2-PHENYLETHENYL]-1,3-DIOXOLANE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC(O1)C=CC2=CC=CC=C2
• Isomeric SMILES: C1COC(O1)/C=C/C2=CC=CC=C2

Technology Process of Cinnamaldehyde ethylene glycol acetal

There total 25 articles about Cinnamaldehyde ethylene glycol acetal 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%

ethylene glycol (107-21-1) + 3-phenyl-propenal (104-55-2) → 2-((E)-Styryl)-[1,3]dioxolane (83977-12-2,5660-60-6)

Guidance literature:

aluminum oxide; In tetrachloromethane; for 24h; Heating;

DOI:10.1016/S0040-4039(00)94946-3

Reference yield: 96.0%

(E)-3-phenylpropenal (14371-10-9) + ethylene glycol (107-21-1) → 2-[(E)-2-phenylethenyl]-1,3-dioxolane (83977-12-2,5660-60-6)

Guidance literature:

With polyaniline-sulfate salt; In toluene; for 1h; Heating;

DOI:10.1055/s-2003-41412

Reference yield: 91.0%

(E)-3-phenylpropenal (14371-10-9) + 2,2,7,7-tetramethyl-3,6-dioxa-2,7-disilaoctane (7381-30-8) → 2-[(E)-2-phenylethenyl]-1,3-dioxolane (83977-12-2,5660-60-6)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -78 ℃; for 4h;

DOI:10.1021/jo00378a006

upstream raw materials:

(E)-3-phenylpropenal

ethylene glycol

2,2,7,7-tetramethyl-3,6-dioxa-2,7-disilaoctane

(1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide

Downstream raw materials:

2-((E)-1,1,1-trifluoro-4-phenylbut-3-en-2-yl)-1,3-dioxolane

2-(2-oxo-2-phenyl-ethyl)-1,3-dioxolane

2-(2'-hydroxy-2'-phenyl)ethyl-1,3-dioxolane

2-[1,3]Dioxolan-2-yl-1-phenyl-eth-1-yl-hydroperoxide

Refernces

• 1、 Raskil’dina,Kuzmina, U. Sh.,Dzhumaev, Sh. Sh.,Borisova, Yu. G.,Ishmetova,Vakhitova, Yu. V.,Zlotskii. "Synthesis and cytotoxic properties of some cyclic acetals of diols and their dichlorocyclopropyl derivatives". . p. 475 - 478. Retrieved 2021/04/09.
• 2、 Song, Zi-Qi,Liu, Zan,Gan, Qi-Chao,Lei, Tao,Tung, Chen-Ho,Wu, Li-Zhu. "Photoredox Oxo-C(sp3)-H Bond Functionalization via in Situ Cu(I)-Acetylide Catalysis". supporting information. p. 832 - 836. Retrieved 2020/01/31.