123558-04-3

Basic information

• Product Name: 4-[(FURAN-2-YLMETHYL)-AMINO]-PHENOL
• Synonyms: SBB010799;ZINC04536238;TIMTEC-BB SBB010799;4-[(FURAN-2-YLMETHYL)-AMINO]-PHENOL;4-[(2-furylmethyl)amino]phenol;phenol, 4-[(2-furanylmethyl)amino]-;BAS 05482500
• CAS NO: 123558-04-3
• Molecular Formula: C₁₁H₁₁NO₂
• Molecular Weight: 189.21
• Mol File: 123558-04-3.mol
• Article Data: 2

Chemical Properties

• Melting Point: 110-111 °C
• Boiling Point: 347.2±27.0 °C(Predicted)
• Appearance: /
• Density: 1.254±0.06 g/cm3(Predicted)
• PKA: 10.87±0.26(Predicted)
• CAS DataBase Reference: 4-[(FURAN-2-YLMETHYL)-AMINO]-PHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-[(FURAN-2-YLMETHYL)-AMINO]-PHENOL(123558-04-3)
• EPA Substance Registry System: 4-[(FURAN-2-YLMETHYL)-AMINO]-PHENOL(123558-04-3)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 123558-04-3(Hazardous Substances Data)

Upstream product

• 123-30-8 4-amino-phenol 
• 98-01-1 furfural 
• 71601-99-5 (E)-4-(furan-2-ylmethyleneamino)phenol 

Downstream Products

• 1613063-61-8 2-cyano-N-(furan-2-ylmethyl)-N-(4-hydroxyphenyl)acetamide 

Relevant articles and documents

Versatile synthesis of 4-spiro-β-lactam-3-carbonitriles via the intramolecular nucleophilic cyclization of N-(p-hydroxyphenyl)cyanoacetamides

A series of 4-spiro-cyclohexadienonyl-β-lactam-3-carbonitriles, 2,7-dioxo-1-azaspiro[3.5]nona-5,8-diene-3-carbonitriles, was synthesized in satisfactory to excellent yields via the intramolecular nucleophilic cyclization of N-(p-hydroxyphenyl)cyanoacetamides with iodobenzene diacetate (IBD) as oxidant and potassium hydroxide as base. Acetic 4-spiro-cyclohexadienonyl- β-lactam-3-carbimidic anhydrides were obtained when organic base triethylamine was applied instead of potassium hydroxide. The mechanisms of the intramolecular nucleophilic cyclization and formation of acetic β-lactam-3-carbimidic anhydrides were proposed. The cyclization is a sequence of nucleophilic ipso addition and oxidative dearomatization. The formation of acetic carbimidic anhydrides is an acid-catalyzed acetate addition to the nitriles.