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

Chemical Properties

CLEAR YELLOW LIQUID

Uses

3,5-Bis(trifluoromethyl)phenyl isothiocyanate has been employed for the following studies:Chemical derivatization of amino-functionalized model surfaces, amino thiolate on Au, amino siloxane on Si, and polyethylene (PE) foils and films.Chemical derivatization of self assembled monolayers of ω-amino-4,4′-terphenyl substituted alkanethiols.Synthesis of ethylene-linked sulfonimidoyl-containing thioureas.Preparation of pyrrolidine-2-carboxylic acid-{2-[3-(3,5-bistrifluoromethylphenyl)thioureido]phenyl}-amide.

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 
• 16420-13-6 N,N-Dimethylthiocarbamoyl chloride 
• 75-15-0 carbon disulfide 

Downstream Products

• 104017-63-2 N-(3,5-bis(trifluoromethyl)phenyl)piperidine-1-carbothioamide 
• 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 
• 104017-62-1 4-(3,5-Bis-trifluoromethyl-phenylthiocarbamoyl)-piperazine-1-carboxylic acid ethyl ester 
• 24095-81-6 C₁₇H₉F₁₂N₃S 
• 38901-31-4 4-(3,5-ditrifluoromethylphenyl)-3-thiosemicarbazide 
• 506436-22-2 diethyl (3,5-bistrifluoromethylphenyl)thiocarbamoylmalonate 
• 834917-24-7 1-(3,5-bis(trifluoromethyl)phenyl)-3-((1R,2R)-2-(dimethylamino)-1,2-diphenylethyl)thiourea 
• 860994-58-7 1-((1R,2R)-2-aminocyclohexyl)-3-(3,5-bis(trifluoromethyl)phenyl)thiourea 
• 871828-95-4 C₁₈H₁₄F₆N₂OS 

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.

Direct, Microwave-Assisted Synthesis of Isothiocyanates

A microwave-assisted desulfuration of readily available dithiocarbamates, formed in situ from primary amines, leading to target isothiocyanates has been developed. This efficient protocol provides a rapid, environmentally benign route to aliphatic and aromatic isothiocyanates.

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.