23165-29-9

Basic information

• Product Name: 3,5-BIS(TRIFLUOROMETHYL)PHENYL ISOTHIOCYANATE
• Synonyms: ISOTHIOCYANIC ACID 3,5-BIS(TRIFLUOROMETHYL)PHENYL ESTER;3,5-BIS(TRIFLUOROMETHYL)PHENYL ISOTHIOCYANATE;3,5-DI(TRIFLUOROMETHYL)PHENYL ISOTHIOCYANATE;3,5-Bis(trifuoromethyl)phenyl isothiocyanate;3,5-Bis(trifluoromethyl)phenyl isothiocyanate, 99+%;3,5-Bis(trifluoromethyl)phenyl isothiocyanate 97%;3,5-Bis(trifluoromethyl)phenylisothiocyanate97%;3,5-Di(trifluoromethyl)phenyl isothiocyanate, 97+%
• CAS NO: 23165-29-9
• Molecular Formula: C₉H₃F₆NS
• Molecular Weight: 271.18
• EINECS: -0
• Product Categories: Phenyl isocyanate&Phenyl isothiocyanate;Organic Building Blocks;Sulfur Compounds;Thiocyanates/Isothiocyanates;Building Blocks;Chemical Synthesis;Organic Building Blocks;Sulfur Compounds;Fluorine series
• Mol File: 23165-29-9.mol
• Article Data: 21

Chemical Properties

• Melting Point: 160℃
• Boiling Point: 63 °C1.5 mm Hg(lit.)
• Flash Point: 228 °F
• Appearance: Clear yellow/Liquid
• Density: 1.485 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.116mmHg at 25°C
• Refractive Index: n20/D 1.5(lit.)
• Water Solubility: Hydrolyzes in water.
• Sensitive: Moisture Sensitive
• BRN: 2990816
• CAS DataBase Reference: 3,5-BIS(TRIFLUOROMETHYL)PHENYL ISOTHIOCYANATE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-BIS(TRIFLUOROMETHYL)PHENYL ISOTHIOCYANATE(23165-29-9)
• EPA Substance Registry System: 3,5-BIS(TRIFLUOROMETHYL)PHENYL ISOTHIOCYANATE(23165-29-9)

Safety Data

• Hazard Codes: C,T,Xi
• Statements: 34
• Safety Statements: 22-26-27-36/37/39-45
• RIDADR: 2810
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 23165-29-9(Hazardous Substances Data)

Usage

Description

3,5-BIS(TRIFLUOROMETHYL)PHENYL ISOTHIOCYANATE is a clear yellow liquid that is utilized in various chemical applications due to its unique properties. It is known for its ability to undergo chemical derivatization and synthesis, making it a valuable compound in the field of chemistry.

Uses

Used in Chemical Derivatization:
3,5-BIS(TRIFLUOROMETHYL)PHENYL ISOTHIOCYANATE is used as a chemical derivatization agent for various applications, including the modification of amino-functionalized model surfaces such as amino thiolate on Au, amino siloxane on Si, and polyethylene (PE) foils and films. This allows for the enhancement of surface properties and the creation of new functional groups.
Used in Self-Assembled Monolayers:
In the field of nanotechnology, 3,5-BIS(TRIFLUOROMETHYL)PHENYL ISOTHIOCYANATE is used as a chemical derivatization agent for self-assembled monolayers of ω-amino-4,4′-terphenyl substituted alkanethiols. This application is crucial for the development of advanced materials with tailored properties.
Used in Synthesis of Thioureas:
3,5-BIS(TRIFLUOROMETHYL)PHENYL ISOTHIOCYANATE is used as a key component in the synthesis of ethylene-linked sulfonimidoyl-containing thioureas. These compounds have potential applications in various industries, including pharmaceuticals and agrochemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3,5-BIS(TRIFLUOROMETHYL)PHENYL ISOTHIOCYANATE is used in the preparation of pyrrolidine-2-carboxylic acid-2-[3-(3,5-bistrifluoromethylphenyl)thioureido]phenyl-amide. 3,5-BIS(TRIFLUOROMETHYL)PHENYL ISOTHIOCYANATE may have potential applications in the development of new drugs and therapeutic agents.
Overall, 3,5-BIS(TRIFLUOROMETHYL)PHENYL ISOTHIOCYANATE is a versatile compound with a wide range of applications in the fields of chemistry, nanotechnology, and pharmaceuticals. Its unique properties and ability to undergo chemical derivatization make it a valuable asset for researchers and scientists working on the development of new materials and compounds.

InChI:InChI=1/C9H3F6NS/c10-8(11,12)5-1-6(9(13,14)15)3-7(2-5)16-4-17/h1-3H

Upstream product

• 463-71-8 thiophosgene 
• 328-74-5 3,5-Bis-(trifluoromethyl)aniline 
• 75-15-0 carbon disulfide 
• 16420-13-6 N,N-Dimethylthiocarbamoyl chloride 

Downstream Products

• 104017-63-2 N-(3,5-bis(trifluoromethyl)phenyl)piperidine-1-carbothioamide 
• 104017-64-3 Morpholine-4-carbothioic acid (3,5-bis-trifluoromethyl-phenyl)-amide 
• 104017-78-9 4-Methyl-piperazine-1-carbothioic acid (3,5-bis-trifluoromethyl-phenyl)-amide 
• 104017-65-4 2,6-Dimethyl-thiomorpholine-4-carbothioic acid (3,5-bis-trifluoromethyl-phenyl)-amide 
• 104017-59-6 4-(2-Hydroxy-ethyl)-piperazine-1-carbothioic acid (3,5-bis-trifluoromethyl-phenyl)-amide 
• 104017-62-1 4-(3,5-Bis-trifluoromethyl-phenylthiocarbamoyl)-piperazine-1-carboxylic acid ethyl ester 
• 104017-61-0 4-Phenyl-piperazine-1-carbothioic acid (3,5-bis-trifluoromethyl-phenyl)-amide 
• 104017-60-9 4-benzyl-N-[3,5-bis(trifluoromethyl)phenyl]piperazine-1-carbothioamide 
• 24095-81-6 C₁₇H₉F₁₂N₃S 
• 38901-31-4 4-(3,5-ditrifluoromethylphenyl)-3-thiosemicarbazide 
• 96406-79-0 C₁₁H₁₁F₆N₃S 
• 506436-22-2 diethyl (3,5-bistrifluoromethylphenyl)thiocarbamoylmalonate 
• 620960-26-1 1-{3,5-bis(trifluoromethyl)phenyl}-3-{(1R,2R)-2-(dimethylamino)cyclohexyl}thiourea 
• 620960-27-2 1-(3,5-bis(trifluoromethyl)phenyl)-3-((1R,2R)-2-(isoindolin-2-yl)cyclohexyl)thiourea 

Relevant articles and documents

Highly Acidic Conjugate-Base-Stabilized Carboxylic Acids Catalyze Enantioselective oxa-Pictet–Spengler Reactions with Ketals

Acyclic ketone-derived oxocarbenium ions are involved as intermediates in numerous reactions that provide valuable products, however, they have thus far eluded efforts aimed at asymmetric catalysis. We report that a readily accessible chiral carboxylic acid catalyst exerts control over asymmetric cyclizations of acyclic ketone-derived trisubstituted oxocarbenium ions, thereby providing access to highly enantioenriched dihydropyran products containing a tetrasubstituted stereogenic center. The high acidity of the carboxylic acid catalyst, which exceeds that of the well-known chiral phosphoric acid catalyst TRIP, is largely derived from stabilization of the carboxylate conjugate base through intramolecular anion-binding to a thiourea site.

Isoselective Lactide Ring Opening Polymerisation using [2]Rotaxane Catalysts

Polylactide (PLA) is a fully biodegradable and recyclable plastic, produced from a bio-derived monomer: it is a circular economy plastic. Its properties depend upon its stereochemistry and isotactic PLA shows superior thermal-mechanical performances. Here, a new means to control tacticity by exploiting rotaxane conformational dynamism is described. Dynamic achiral [2]rotaxanes can show high isoselectivity (Pi=0.8, 298 K) without requiring any chiral additives and enchain by a chain end control mechanism. The organocatalytic dynamic stereoselectivity is likely applicable to other small-molecule and polymerization catalyses.

Design and discovery of thioether and nicotinamide containing sorafenib analogues as multikinase inhibitors targeting B-Raf, B-RafV600E and VEGFR-2

New sorafenib derivatives containing thioether and nicotinamide moiety were designed and synthesized as B-Raf, B-RafV600E and VEGFR-2 multikinase inhibitors. Their in vitro enzymatic inhibitory activities against B-Raf, B-RafV600E and VEGFR-2 and their antiproliferative activities against HCT-116 and B16BL6 cell lines were evaluated and described. Most of the compounds showed potent activities against both cell lines and specific kinases. Compounds a1, b1 and c4, which exhibited the most potent inhibitory activities against B-Raf with IC50 of 21 nM, 27 nM and 17 nM, B-RafV600E with IC50 of 29 nM, 28 nM and 16 nM, VEGFR-2 with IC50 of 84 nM, 46 nM and 63 nM, respectively, and good antiproliferative activities, also demonstrated competitive antiangiogenic activities to sorafenib in in vitro HUVEC tube formation assay.