86049-38-9

Basic information

• Product Name: 5-((benzyloxy)methyl)-furan-2-carbaldehyde
• Synonyms: 5-((benzyloxy)methyl)-furan-2-carbaldehyde
• CAS NO: 86049-38-9
• Molecular Weight: 216.236
• Mol File: 86049-38-9.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: 5-((benzyloxy)methyl)-furan-2-carbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 5-((benzyloxy)methyl)-furan-2-carbaldehyde(86049-38-9)
• EPA Substance Registry System: 5-((benzyloxy)methyl)-furan-2-carbaldehyde(86049-38-9)

Safety Data

• Hazardous Substances Data: 86049-38-9(Hazardous Substances Data)

Upstream product

• 71020-96-7 6-O-benzyl-1,2:3,4-di-O-isopropylidene-β-D-psicofuranose 
• 7677-24-9 trimethylsilyl cyanide 
• 98-00-0 (2-furyl)methyl alcohol 
• 100-39-0 benzyl bromide 
• 16361-14-1 2-benzyloxymethylfuran 
• 75-27-4 bromodichloromethane 
• 57-48-7 D-Fructose 
• 100-44-7 benzyl chloride 
• 18685-22-8 1,3,4,6-tetra-O-benzyl-β-D-fructofuranosyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside 
• 67-47-0 5-hydroxymethyl-2-furfuraldehyde 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 1073515-93-1 1-(5-(benzyloxymethyl)furan-2-yl)tridecan-1-ol 
• 1620096-62-9 C₁₄H₁₂F₂O₂ 
• 1620096-02-7 ((benzyloxy)methyl)-5-(2,2,2-trifluoroethyl)furan 
• 86049-54-9 methyl 3,4,5-tri-O-acetyl-1-O-benzyl-α-D,L-tagatopyranoside 
• 86049-54-9 methyl 3,4,5-tri-O-acetyl-1-O-benzyl-β-D,L-fructopyranoside 
• 86049-54-9 methyl 3,4,5-tri-O-acetyl-1-O-benzyl-α-D,L-sorbopyranoside 
• 86049-47-0 methyl 5-O-acetyl-3,4-anhydro-1-O-benzyl-β-D,L-ribo-hex-2-ulopyranoside 
• 86049-47-0 methyl 5-O-acetyl-3,4-anhydro-1-O-benzyl-β-D,L-lyxo-hex-2-ulopyranoside 
• 86049-47-0 methyl 5-O-acetyl-3,4-anhydro-1-O-benzyl-α-D,L-ribo-hex-2-ulopyranoside 
• 86049-42-5 methyl 5-O-acetyl-1-O-benzyl-3,4-dideoxy-D,L-glycero-hex-3-en-2-ulopyranoside β 
• 86049-42-5 methyl 5-O-acetyl-1-O-benzyl-3,4-dideoxy-D,L-glycero-hex-3-en-2-ulopyranoside α 
• 86049-46-9 methyl 3,4-anhydro-1-O-benzyl-β-D,L-ribo-hex-2-ulopyranoside 
• 86049-46-9 (1R,2S,5S,6R)-2-Benzyloxymethyl-2-methoxy-3,7-dioxa-bicyclo[4.1.0]heptan-5-ol 
• 86049-46-9 methyl 3,4-anhydro-1-O-benzyl-α-D,L-ribo-hex-2-ulopyranoside 

Relevant articles and documents

Palladium-Catalyzed Cross-Coupling of Furfuryl Alcohols with Arylboronic Acids via Aromatization-Driven Carbon?Carbon Bond Cleavage to Synthesize 5-Arylfurfuryl Alcohols and 2,5-Diaryl Furans

Herein we report a protocol for novel palladium-catalyzed cross-coupling reactions of sustainably produced primary furfuryl alcohols with arylboronic acids to deliver 5-arylfurfuryl alcohols and 2,5-diaryl furans. Hammett plot analysis suggested that the reaction mechanism involved aromatization-driven cleavage of the carbon?carbon bond of a furan oxonium ion intermediate. This protocol provides a simple, practical way to transform 5-hydroxymethylfurfural into useful compounds. (Figure presented.).

Murai Reaction on Furfural Derivatives Enabled by Removable N,N′-Bidentate Directing Groups

Furfural and related compounds are industrially relevant building blocks obtained from lignocellulosic biomass. To enhance the added value of these renewable resources, a Ru-catalyzed hydrofurylation of alkenes, involving a directed C?H activation at C3 of the furan ring, was developed. A thorough experimental study revealed that a bidentate amino-imine directing group enabled the desired coupling. Removal of the directing group occurred during the purification step, directly releasing the C3-functionalized furfurals. Development of the reaction as well as optimization and scope of the method were described. A mechanism was proposed on the basis of DFT calculations.

Trienamines derived from 5-substituted furfurals: Remote ε-functionalization of 2,4-dienals

The selective ε-functionalization of 5-substituted furfurals via trienamine intermediates is reported herein. This methodology was successfully applied to several 5-substituted furfurals with different amines via formation of a trienamine through the furan ring. The rationalized reaction mechanism involves the addition of the trienamine intermediate to its corresponding iminium-ion producing new furan-containing scaffolds.