Published TCIMAIL newest issue No.197
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Fluorinated Alcohol with Unique Properties: HFIP
Features
• Highly polar, thermally stable, UV transparent
• Miscible with water and polar organic solvents
• Low nucleophilicity
• Strong solvating power through hydrogen bonds
• Miscible with water and polar organic solvents
• Low nucleophilicity
• Strong solvating power through hydrogen bonds
Physical Properties (from literature)
• bp: 58.6°C
• mp: -4°C
• Density: 1.605
• pKa: 9.3
• Polarity (ENT): 1.068 (vs ENT(Me4Si) = 0, ENT(water) = 1)
• Nucleophilicity (N): -4.23 (vs N(EtOH) = 0)
• Hydrogen bond donor power (α): 1.96 (vs α(EtOH) = 0)
• Hydrogen bond acceptor power (β): 0 (vs β(EtOH) = 0.77)
• mp: -4°C
• Density: 1.605
• pKa: 9.3
• Polarity (ENT): 1.068 (vs ENT(Me4Si) = 0, ENT(water) = 1)
• Nucleophilicity (N): -4.23 (vs N(EtOH) = 0)
• Hydrogen bond donor power (α): 1.96 (vs α(EtOH) = 0)
• Hydrogen bond acceptor power (β): 0 (vs β(EtOH) = 0.77)
Reviews
Applications
1) Deprotecting agent for nucleoside and nucleotide synthesis
2) Additive for oligonucleotides analysis by HPLC/ESI-MS
3) Solvent for olefin epoxidation by hydrogen peroxide
4) Solvent for catalytic oxidation
5) Solvent for metal-catalyzed cyclization
6) Solvent for stabilizing radical cation
7) Solvent for radical polymerization
8) Solvent for MALDI-TOF-MS or GPC/SEC analysis of polymers
9) Stabilizer for α-helical conformation in unfolded proteins and peptides
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