37493-29-1

Basic information

• Product Name: 5-methyltetrahydro-2-furaldehyde
• Synonyms: 5-methyltetrahydro-2-furaldehyde
• CAS NO: 37493-29-1
• Molecular Weight: 114.144
• Mol File: 37493-29-1.mol

Chemical Properties

• CAS DataBase Reference: 5-methyltetrahydro-2-furaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 5-methyltetrahydro-2-furaldehyde(37493-29-1)
• EPA Substance Registry System: 5-methyltetrahydro-2-furaldehyde(37493-29-1)

Safety Data

• Hazardous Substances Data: 37493-29-1(Hazardous Substances Data)

Upstream product

• 69924-30-7 5-hydroxymethyl-tetrahydrofuran-2-carbaldehyde 
• 201230-82-2 carbon monoxide 
• 54783-53-8 2-lithio-5-methylfuran 

Relevant articles and documents

Rational design of Ni-based catalysts derived from hydrotalcite for selective hydrogenation of 5-hydroxymethylfurfural

Selective hydrogenation of 5-hydroxymethylfurfural (HMF) is of great importance for future energy and chemical supply. Herein, we propose for the first time that non-noble Ni-Al2O3 catalysts derived from hydrotalcite-like compounds can efficiently and selectively convert HMF into 2,5-dimethylfuran (DMF), 2,5-dimethyltetrahydrofuran (DMTHF) and 2,5-dihydroxymethyltetrahydrofuran (DHMTHF). Homogeneous elemental distributions of the hydrotalcite-like precursor facilitate good dispersion of Ni and Al2O3 species and strong interaction between them over the resulting catalysts. The catalysts therefore exhibited superior reactivity. Through fine modulation of surface metal-acid bifunctional sites and control of reaction conditions, high yields of DMF (91.5%), DMTHF (97.4%) and DHMTHF (96.2%) can be diversely achieved. The results demonstrate the feasibility of Ni catalysts for selective hydrogenation of C=O, C=C and C-O bonds, which have great potential for biomass utilization.

Reactions of lithiated aromatic heterocycles with carbon monoxide

The reaction of lithium derivatives of aromatic heterocycles with carbon monoxide was studied under several reaction conditions: 2-furyllithium afforded only one product, the tetrahydro-2-furaldehyde (25% yield). On the other hand, 2-thienyllithium and 5-methyl-2-furyllithium gave two and five products, respectively. Although in relatively low yields, formation of highly functionalized compounds takes place in a fast process under mild conditions. For 1,4-dihydroxy-1,4-bis(5-methyl-2-furanyl)butane-2,3-dione, reaction conditions were achieved to obtain this difficult to prepare derivative in 50% yield. To the best of our knowledge, this is the first report on the reaction of lithiated aromatic heterocycles with CO: evidence is given on the involvement of proton transfers in the reactions of 2-furyllithium and 2-thienyllithium, while the reaction of 5-methyl-2-furyllithium seems to proceed through an electron transfer as the first step. Copyright