60811-24-7

Basic information

• Product Name: 3,4-DIFLUOROTHIOPHENOL
• Synonyms: BENZENETHIOL, 3,4-DIFLUORO-;3,4-DIFLUOROTHIOPHENOL;Benzenethiol, 3,4-difluoro- (9CI);3,4-Difluorothiophenol 97%;3,4-Difluorothiophenol97%;3,4-Difluorobenzene-1-thiol;3,4-DIFLUOROTHIOPHEN;3,4 Difluoro Thiophenole
• CAS NO: 60811-24-7
• Molecular Formula: C₆H₄F₂S
• Molecular Weight: 146.16
• Product Categories: THIOL;Phenol&Thiophenol&Mercaptan;Organic Building Blocks;Sulfur Compounds;Thiols/Mercaptans
• Mol File: 60811-24-7.mol
• Article Data: 4

Chemical Properties

• Melting Point: 34 °C
• Boiling Point: 169-170 °C(lit.)
• Flash Point: 120 °F
• Appearance: colorless liquid
• Density: 1.323 g/mL at 25 °C(lit.)
• Vapor Pressure: 2.52mmHg at 25°C
• Refractive Index: n20/D 1.528(lit.)
• Storage Temp.: 2-8°C
• PKA: 5?+-.0.10(Predicted)
• Sensitive: Stench
• CAS DataBase Reference: 3,4-DIFLUOROTHIOPHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-DIFLUOROTHIOPHENOL(60811-24-7)
• EPA Substance Registry System: 3,4-DIFLUOROTHIOPHENOL(60811-24-7)

Safety Data

• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 16-26-36
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 60811-24-7(Hazardous Substances Data)

Usage

Description

3,4-Difluorothiophenol is a halo-substituted thiol derivative, characterized as a colorless liquid. It is known for its unique chemical properties and potential applications in various industries.

Uses

Used in Pharmaceutical Industry:
3,4-Difluorothiophenol is used as a key intermediate for the synthesis of ethyl 5-(aminosulfonyl)-2-[(3,4-difluorophenyl)thio]nicotinate, which is an essential component in the preparation of potent thioether benzenesulfonamide inhibitors of carbonic anhydrases II and IV. These inhibitors play a crucial role in the treatment of various medical conditions, including glaucoma, epilepsy, and altitude sickness.
Used in Chemical Synthesis:
3,4-Difluorothiophenol serves as a valuable building block in the preparation of a novel 3,4-difluorophenylthiomethyl group containing phthalazine derivative. This derivative exhibits high cytotoxic activity, making it a promising candidate for the development of new anticancer drugs.
Used in Material Science:
In the field of material science, 3,4-difluorothiophenol is utilized to modify poly(vinyl chloride) membranes, resulting in improved gas permeability efficiency. This enhancement in performance can be beneficial for various applications, such as in the production of more efficient gas separation membranes for industrial processes.
Used in Nanotechnology:
3,4-Difluorothiophenol is also employed as a ligand in the synthesis of noble metal quantum clusters (QCs). These nanoscale materials have potential applications in fields such as electronics, optics, and catalysis, due to their unique size-dependent properties and high surface area to volume ratio.

InChI:InChI=1/C6H4F2S/c7-5-2-1-4(9)3-6(5)8/h1-3,9H/p-1

Upstream product

• 348-61-8 1-bromo-3,4-difluorobenzene 
• 3863-11-4 3,4-difluoroaniline 
• 145758-05-0 3,4-difluorobenzenesulfonyl chloride 

Downstream Products

• 60811-25-8 bis(3,4-difluorophenyl)disulfide 
• 1377615-82-1 di-tert-butyl (1S,2R,3S,5R,6R)-2-[(tert-butoxycarbonyl)amino]-3-{[(3,4-difluorophenyl)sulfanyl]methyl}-4-oxobicyclo[3.1.0]hexane-2,6-dicarboxylate 
• 1355613-35-2 C₂₀H₈F₄N₂O₂S₂ 
• 1355613-24-9 C₁₉H₁₃F₂N₃O₄S 
• 1354917-36-4 3-cyano-4-[(3,4-difluorophenyl)thio]-N-1,2,4-thiadiazol-5-yl-benzenesulfonamide 
• 1339944-56-7 5-Chloro-4-(1-(5-chloropyrimidin-2-yl)piperidin-4-yloxy)-1-(4-(ethylsulfonyl)-3-fluorophenyl)pyridin-2(1H)-one 
• 1339944-55-6 5-Chloro-4-(1-(5-chloropyrimidin-2-yl)piperidin-4-yloxy)-1-(4-(ethylsulfonyl)-2-fluorophenyl)pyridin-2(1H)-one 
• 1339944-53-4 5-Chloro-1-(4-(ethylsulfonyl)-3-fluorophenyl)-4-(1-(5-(trifluoromethyl)pyrimidin-2-yl)piperidin-4-yloxy)pyridin-2(1H)-one 
• 1339944-52-3 5-Chloro-1-(4-(ethylsulfonyl)-2-fluorophenyl)-4-(1-(5-(trifluoromethyl)pyrimidin-2-yl)piperidin-4-yloxy)pyridin-2(1H)-one 
• 1339944-41-0 1-(ethylsulfinyl)-2,4-difluorobenzene 
• 955887-06-6 1-(Ethylsulfonyl)-2,4-difluorobenzene 
• 845617-59-6 4-(ethylsulfonyl)-1,2-difluorobenzene 
• 1273318-97-0 C₂₀H₁₄F₂N₂O₄S 
• 1244043-37-5 5-[5-((4-chloro-phenyl)(methyl)amino)-picolinoyl]-2-(3,4-difluorobenzenesulfinyl)-benzoic acid methyl ester 

Relevant articles and documents

Novel 2-amino-4-oxo-5-arylthio-substituted-pyrrolo[2,3-d]pyrimidines as nonclassical antifolate inhibitors of thymidylate synthase

A series of 17 novel 2-amino-4-oxo-5-[(substituted phenyl)thio]pyrrolo[2,3- d]pyrimidines were synthesized as potential inhibitors of thymidylate synthase (TS) and as antitumor agents. The analogues contain a variety of electron withdrawing substituents on the phenyl ring of the side chain and were evaluated as inhibitors of human TS (hTS) and Escherichia coli TS and of human and E. coli dihydrofolate reductase (DHFR). The analogues 14, 17, and 18 were potent inhibitors of hTS with IC50 values of 0.28, 0.21, and 0.22 μM, respectively, and were more potent than the clinically used ZD1694, 2 and LY231514, 3 against human TS.

Use of compounds for the elevation of pyruvate dehydrogenase activity

The use of compounds of the formula (I), and salts thereof; and pharmaceutically acceptable in vivo cleavable prodrugs of said compound of formula (I); and pharmaceutically acceptable salts of said compound or said prodrugs: wherein: Ring C is phenyl or a carbon linked heteroaryl ring substituted as defmed within; R1is an ortho substituent as defined within; n is 1 or 2; A—B is a linking group as defined within; R2and R3are as defined within; R4is hydroxy, hydrogen, halo, amino or methyl; in the manufacture of a medicament for use in the elevation of PDH activity in warm-blooded animals such as humans is described. Pharmaceutical compositions, methods and processes for preparation of compounds of formula (I) are also described.