2-(Diethoxymethyl)furan

Base Information

• Chemical Name: 2-(Diethoxymethyl)furan
• CAS No.: 13529-27-6
• Molecular Formula: C9H14O3
• Molecular Weight: 170.208
• Hs Code.: 29321900
• European Community (EC) Number: 236-872-6
• UNII: 04B3GME3IJ
• DSSTox Substance ID: DTXSID10864418
• Nikkaji Number: J241.168G
• Wikidata: Q27116263
• Mol file: 13529-27-6.mol

Synonyms:2-furaldehyde diethyl acetal;2FDA compound

Chemical Property of 2-(Diethoxymethyl)furan

Chemical Property:

• Appearance/Colour: Clear yellow liquid
• Vapor Pressure: 0.713mmHg at 25°C
• Refractive Index: n20/D 1.444(lit.)
• Boiling Point: 191.5 °C at 760 mmHg
• Flash Point: 59.2 °C
• PSA: 31.60000
• Density: 1.012 g/cm³
• LogP: 2.35120
• Storage Temp.: 0-6°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 170.094294304
• Heavy Atom Count: 12
• Complexity: 110

Purity/Quality:

99.9% ^*data from raw suppliers

2-Furaldehyde diethyl acetal ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(C1=CC=CO1)OCC
• Uses: 2-Furaldehyde diethyl acetal was used in the synthesis of:5-pyridyl- and 5-aryl-2-furaldehydes via Palladium-mediated cross-coupling reaction11-oxatricyclo [5.3. 1.02, 6] undecane derivatives

Technology Process of 2-(Diethoxymethyl)furan

There total 28 articles about 2-(Diethoxymethyl)furan 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%

furfural (98-01-1) + ethanol (64-17-5) + orthoformic acid triethyl ester (122-51-0) → 2-(diethoxymethyl)furan (13529-27-6)

Guidance literature:

With povidone-iodine; at 30 ℃; for 3h; Green chemistry;

DOI:10.1016/j.tet.2021.132250

Reference yield: 99.0%

furfural (98-01-1) + orthoformic acid triethyl ester (122-51-0) → 2-(diethoxymethyl)furan (13529-27-6)

Guidance literature:

With ammonium chloride; In ethanol; for 16h; Heating;

DOI:10.1016/j.tet.2005.03.016

Reference yield: 95.0%

furfural (98-01-1) + ethanol (64-17-5) → 2-(diethoxymethyl)furan (13529-27-6)

Guidance literature:

iodine; for 1h;

DOI:10.1055/s-2002-19774

upstream raw materials:

furfural

tetraethoxy orthosilicate

ethanol

ethyl formimidate hydrochloride

Downstream raw materials:

2-(2-furyl)-5-phenyl-5-thio-1,3,5-dioxaphosphorinane

C₂₁H₂₂N₄O₃S₂

5-(dimethylphenylsilyl)-2-furaldehyde diethyl acetal

ethanol

Refernces

• 1、 Gong, Weizhong,Wang, Bo,Gu, Yanglong,Yan, Liang,Yang, Liming,Suo, Jishuan. "Sulfamic acid as a cost-effective and recyclable catalyst for protection of carbonyls to acetals and ketals under mild conditions". . p. 4243 - 4247. Retrieved 2004.
• 2、 Du, Yuying,Tian, Fuli. "Bronsted acidic ionic liquids as efficient and recyclable catalysts for protection of carbonyls to acetals and ketals under mild conditions". . p. 2703 - 2708. Retrieved 2005.
• 3、 Xu, Chenghua,Zheng, Liangke,Deng, Danfeng,Liu, Jianying,Liu, Shengyu. "Effect of activation temperature on the surface copper particles and catalytic properties of Cu-Ni-Mg-Al oxides from hydrotalcite-like precursors". . p. 996 - 999. Retrieved 2011.
• 4、 Zhang, Zhenya,Tong, Xinli,Zhang, Haigang,Li, Yongdan. "Versatile catalysis of iron: Tunable and selective transformation of biomass-derived furfural in aliphatic alcohol". . p. 3092 - 3100. Retrieved 2018.
• 5、 Chen, Bingfeng,Li, Fengbo,Huang, Zhijun,Yuan, Guoqing. "Tuning catalytic selectivity of liquid-phase hydrogenation of furfural via synergistic effects of supported bimetallic catalysts". . p. 23 - 29. Retrieved 2015.
• 6、 Rubio-Caballero, Juan Miguel,Saravanamurugan, Shunmugavel,Maireles-Torres, Pedro,Riisager, Anders. "Acetalization of furfural with zeolites under benign reaction conditions". . p. 233 - 236. Retrieved 2014.
• 7、 Ning, Liangmin,Liao, Shengyun,Liu, Xuguang,Guo, Pengfei,Zhang, Zhenya,Zhang, Haigang,Tong, Xinli. "A regulatable oxidative valorization of furfural with aliphatic alcohols catalyzed by functionalized metal-organic frameworks-supported Au nanoparticles". . p. 1 - 13. Retrieved 2018.
• 8、 Nowakowska-Bogdan, Ewa,Nowicki, Janusz. "Ethanolysis of selected catalysis by functionalized acidic ionic liquids: An unexpected effect of ILs structural functionalization on selectivity phenomena". . p. 1857 - 1866. Retrieved 2022/02/05.
• 9、 Bhagat, Pundlik Rambhau,Bhansali, Karan Jeevanlal. "Production of Furfural-Diethyl-Acetal as Biofuel Additives for Gasoline by Metal Free Porphyrin Photocatalyst Under Visible Light". . . Retrieved 2021/10/14.