440-60-8 | 2,3,4,5,6-Pentafluorobenzyl alcohol

Packsize	Purity	Availability	Price	Discounted Price
1g	95%	in stock	$15.00	$10.00
5g	95%	in stock	$18.00	$13.00
10g	95%	in stock	$22.00	$16.00
25g	95%	in stock	$54.00	$38.00
100g	95%	in stock	$180.00	$126.00

Description

• Catalog Number: AI50469
• Chemical Name: 2,3,4,5,6-Pentafluorobenzyl alcohol
• CAS Number: 440-60-8
• Molecular Formula: C7H3F5O
• Molecular Weight: 198.0901
• MDL Number: MFCD00004602
• SMILES: OCc1c(F)c(F)c(c(c1F)F)F
• NSC Number: 97003

Computed Properties

• Complexity: 162
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 13
• Hydrogen Bond Acceptor Count: 6
• Hydrogen Bond Donor Count: 1
• Rotatable Bond Count: 1
• XLogP3: 1.5

Upstream Synthesis Route

1. Application in metal-catalyzed cross-coupling reactions: (Perfluorophenyl)methanol serves as a versatile coupling partner in various metal-catalyzed cross-coupling reactions, enabling the efficient synthesis of biaryl compounds. Its unique perfluoroaryl moiety enhances the reactivity and selectivity of the coupling process, making it a valuable building block in organic synthesis.2. Activation of nucleophiles: (Perfluorophenyl)methanol can also act as a powerful activator for nucleophilic aromatic substitution reactions. Its electron-withdrawing perfluoroaryl group facilitates the attack of nucleophiles on the aromatic ring, leading to the formation of valuable functionalized products with high regioselectivity.3. Functional group manipulation: The hydroxyl group in (Perfluorophenyl)methanol can be easily modified to introduce a wide range of functional groups, such as esters, ethers, and amines. This flexibility allows for the synthesis of diverse chemical entities with tailored properties for specific applications.4. Scaffold for drug discovery: The perfluorophenyl motif present in (Perfluorophenyl)methanol can serve as a bioisostere for aromatic rings in drug molecules. This property makes it a valuable scaffold for the design and synthesis of novel pharmaceutical compounds with improved pharmacokinetic properties and biological activities.5. Green chemistry applications: (Perfluorophenyl)methanol is a fluorinated compound that can contribute to the development of greener synthetic methodologies. Its high chemical stability, low toxicity, and recyclability make it an attractive candidate for sustainable chemical processes in the pharmaceutical and agrochemical industries.

Literature

• Atomic-resolution structures of horse liver alcohol dehydrogenase with NAD(+) and fluoroalcohols define strained Michaelis complexes.

  Biochemistry 20120515

• Origins of the high catalytic activity of human alcohol dehydrogenase 4 studied with horse liver A317C alcohol dehydrogenase.

  Chemico-biological interactions 20110530

• Distribution patterns of small-molecule ligands in the protein universe and implications for origin of life and drug discovery.

  Genome biology 20070101

• A gas chromatograph/resonant electron capture-TOF mass spectrometer for four dimensions of negative ion analytical information.

  Analytical chemistry 20040515

• Mobility of fluorobenzyl alcohols bound to liver alcohol dehydrogenases as determined by NMR and X-ray crystallographic studies.

  Biochemistry 20021231

• A model of reversible inhibitors in the gastric H+/K+-ATPase binding site determined by rotational echo double resonance NMR.

  The Journal of biological chemistry 20011116

• Contributions of valine-292 in the nicotinamide binding site of liver alcohol dehydrogenase and dynamics to catalysis.

  Biochemistry 20011023

• Comparison between the predicted fate of organic compounds in landfills and the actual emissions.

  Environmental science & technology 20010101