53001-70-0

Basic information

• Product Name: 2,3,4,6-TETRAFLUOROBENZYL ALCOHOL
• Synonyms: 2,3,4,6-TETRAFLUOROBENZYL ALCOHOL;(2,3,4,6-Tetrafluorophenyl)methanol
• CAS NO: 53001-70-0
• Molecular Formula: C₇H₄F₄O
• Molecular Weight: 180.1
• Mol File: 53001-70-0.mol

Chemical Properties

• Boiling Point: 180.2oC at 760 mmHg
• Flash Point: 62.8oC
• Appearance: /
• Density: 1.499g/cm3
• Vapor Pressure: 0.592mmHg at 25°C
• Refractive Index: 1.4530 to 1.4570
• PKA: 12.69±0.10(Predicted)
• CAS DataBase Reference: 2,3,4,6-TETRAFLUOROBENZYL ALCOHOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4,6-TETRAFLUOROBENZYL ALCOHOL(53001-70-0)
• EPA Substance Registry System: 2,3,4,6-TETRAFLUOROBENZYL ALCOHOL(53001-70-0)

Safety Data

• Hazardous Substances Data: 53001-70-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
2,3,4,6-Tetrafluorobenzyl alcohol is used as a key intermediate in the synthesis of various pharmaceutical and agrochemical products. Its unique chemical structure, featuring four fluorine atoms, contributes to the development of compounds with enhanced properties, such as increased lipophilicity and metabolic stability.
Used in Polymer Coatings and Adhesives Industry:
As a potential precursor, 2,3,4,6-tetrafluorobenzyl alcohol is utilized in the formation of polymer coatings and adhesives. Its incorporation into these materials can improve their performance characteristics, such as adhesion strength, chemical resistance, and durability.
Used in Organic Synthesis:
2,3,4,6-Tetrafluorobenzyl alcohol is employed as a versatile building block in organic synthesis, allowing for the creation of a wide range of fluorinated compounds with diverse applications in various industries, including materials science, specialty chemicals, and life sciences.

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

Upstream product

• 123016-51-3 2,3,4,6-tetrafluorobenzoyl chloride 
• 1559-86-0 2-bromo-1,3,4,5-tetrafluorobenzene 
• 32890-92-9 2,3,4,6-tetrafluorobenzoic acid 

Downstream Products

• 32890-92-9 2,3,4,6-tetrafluorobenzoic acid 
• 1354960-97-6 tert-butyl 2,3,4,6-tetrafluorobenzoate 
• 53001-72-2 2-(bromomethyl)-1,3,4,5-tetrafluorobenzene 

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 method of tetrafluorobenzene methanol

Belonging to the technical field of organic synthesis, the invention discloses a preparation method of tetrafluorobenzene methanol. The method includes: reacting tetrafluorobenzoic acid with thionyl chloride to produce tetrafluorobenzoyl chloride, then taking tetrafluorobenzoyl chloride as the raw material, and conducting reduction in water with sodium borohydride activated by an ether solvent toobtain tetrafluorobenzene methanol. According to the invention, the ether solvent and sodium borohydride are subjected to complexing to activate sodium borohydride, water is adopted as the solvent forreduction, the reaction yield is high, the reductant sodium borohydride can complete the reaction at a catalytic amount, and the reaction process is greener and more environmentally friendly.