53072-18-7

Basic information

• Product Name: 2,3,4,5-Tetrafluorobenzyl alcohol
• Synonyms: 2,3,4,5-TETRAFLUOROBENZYL ALCOHOL;(2,3,4,5-TETRAFLUORO-PHENYL)-METHANOL;RARECHEM AL BD 0650;2,3,4,5-TETRAFLUOROBENZYL ALCOHOL 98%;2,3,4,5-Tetrafluorobenzyl alcohol,98%;2,3,4,5-tetrafluorobenzenecarbinol
• CAS NO: 53072-18-7
• Molecular Formula: C₇H₄F₄O
• Molecular Weight: 180.1
• Product Categories: Alcohol;Alcohols;Building Blocks;C7 to C8;Chemical Synthesis;Organic Building Blocks;Oxygen Compounds
• Mol File: 53072-18-7.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 198-202 °C(lit.)
• Flash Point: 215 °F
• Appearance: clear colorless to light yellow liquid
• Density: 1.5 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.428mmHg at 25°C
• Refractive Index: n20/D 1.456(lit.)
• Storage Temp.: 2-8°C
• PKA: 12.83±0.10(Predicted)
• CAS DataBase Reference: 2,3,4,5-Tetrafluorobenzyl alcohol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4,5-Tetrafluorobenzyl alcohol(53072-18-7)
• EPA Substance Registry System: 2,3,4,5-Tetrafluorobenzyl alcohol(53072-18-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 53072-18-7(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless to light yellow liquid

InChI:InChI=1/C7H4F4O/c8-4-1-3(2-12)5(9)7(11)6(4)10/h1,12H,2H2

Upstream product

• 94695-48-4 2,3,4,5-tetrafluorobenzoyl chloride 
• 1201-31-6 2,3,4,5-tetrafluorobenzoic acid 
• 440-60-8 (2,3,4,5,6-pentafluorophenyl)methanol 
• 67-56-1 methanol 
• 363-72-4 Pentafluorobenzene 

Downstream Products

• 1201-31-6 2,3,4,5-tetrafluorobenzoic acid 
• 16583-06-5 2,3,4,5-tetrafluorobenzaldehyde 
• 873429-68-6 (S)-2-amino-3-(2,3,4,5-tetrafluorophenyl)propionic acid 
• 53001-71-1 2,3,4,5-tetrafluorobenzyl bromide 
• 1374003-02-7 2,3,4,5-tetrafluorobenzyl N-tosyloxycarbamate 
• 1374003-10-7 C₁₆H₁₀F₄N₂O₄ 
• 148203-92-3 phenyl 2,3,4,5-tetrafluorobenzyl sulfone 

Relevant articles and documents

Direct evidence of edge-to-face CH/π interaction for PAR-1 thrombin receptor activation

Heptapeptide SFLLRNP is a receptor–tethered ligand of protease-activated receptor 1 (PAR-1), and its Phe at position 2 is essential for the aggregation of human platelets. To validate the structural elements of the Phe-phenyl group in receptor activation, we have synthesized a complete set of S/Phe/LLRNP peptides comprising different series of fluorophenylalanine isomers (Fn)Phe, where n = 1, 2, 3, and 5. Phe-2-phenyl was strongly suggested to be involved in the edge-to-face CH/π interaction with the receptor aromatic group. In the present study, to prove this receptor interaction definitively, we synthesized another series of peptide analogs containing (F4)Phe-isomers, with the phenyl group of each isomer possessing only one hydrogen atom at the ortho, meta, or para position. When the peptides were assayed for their platelet aggregation activity, S/(2,3,4,6-F4)Phe/LLRNP and S/(2,3,4,5-F4)Phe/LLRNP exhibited noticeable activity (34% and 6% intensities of the native peptide, respectively), whereas S/(2,3,5,6-F4)Phe/LLRNP was completely inactive. The results indicated that, at the ortho and meta positions but not at the para position, benzene-hydrogen atoms are required for the CH/π interaction to activate the receptor. The results provided a decisive evidence of the molecular recognition property of Phe, the phenyl benzene-hydrogen atom of which participates directly in the interaction with the receptor aromatic π plane.

Preparation and Physicochemical Properties of [6]Helicenes Fluorinated at Terminal Rings

The first racemization-stable helicene derivatives fluorinated at terminal rings, 1,2,3,4-tetrafluoro[6]helicene (6) and 1,2,3,4,13,14,15,16-octafluoro[6]helicene (15), were synthesized via the Wittig reaction followed by oxidative photocyclization in an

Photosubstitution reactions on aromatic and heteroaromatic rings evidence for addition and substitution mechanism

Irradiation of a cyclohexane solution of hexafluorobenzene in the presence of benzophenone resulted in both, substitution and addition products. Similar photoreaction has been observed by irradiation of hexafluorobenzene in some alcohols in the presence of benzophenone. The reaction of pentafluorobenzene with methanol or cyclohexane resulted in the substitution of a 2-or 4-fluoro atom, while the reaction of pentafluoroanisole resulted in the formation of o-, m- and p-isomers. Irradiation of a cyclohexane solution or of an alcohol solution of octafluoronaphthalene yielded 1- and 2-substituted products. On the other hand, the photosubstitution of fluorine atom in pentafluoropyridine took place exclusively at the position four, thus forming 4-cyclohexyl or 4-(1-hydroxyalkyl) substituted products.