25343-70-8

Basic information

• Product Name: 2,6-DIISOPROPYLPHENYL ISOTHIOCYANATE
• Synonyms: 1,3-Diisopropyl-2-isothiocyanatobenzene;2,6-DIISOPROPYLPHENYL ISOTHIOCYANATE;2,6-DIISOPROPYLPHENYL ISOTHIOCYANATE: 92% (CONTAINS 7-8% ISOMERS);2,6-DIISOPROPYLPHENYL ISOTHIOCYANATE: TECH., 90%;2,6-DIISOPROPYLPHENYL ISOTHIOCYANATE ~92%;2,6-Diisopropylphenyl isothiocyate, ca. 92% (contains 7-8% isomers)
• CAS NO: 25343-70-8
• Molecular Formula: C₁₃H₁₇NS
• Molecular Weight: 219.35
• EINECS: -0
• Mol File: 25343-70-8.mol

Chemical Properties

• Boiling Point: 140°C 5mm
• Flash Point: 139-140°C/5mm
• Appearance: /
• Density: 1,01 g/cm3
• Vapor Pressure: 0.00139mmHg at 25°C
• Refractive Index: 1.5830
• Sensitive: Moisture Sensitive
• BRN: 2416576
• CAS DataBase Reference: 2,6-DIISOPROPYLPHENYL ISOTHIOCYANATE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-DIISOPROPYLPHENYL ISOTHIOCYANATE(25343-70-8)
• EPA Substance Registry System: 2,6-DIISOPROPYLPHENYL ISOTHIOCYANATE(25343-70-8)

Safety Data

• Statements: R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.; R36/37/38:Irritating to eyes, respiratory system
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S36/37/39:Wear suitabl
• RIDADR: 2810
• HazardClass: 6.1
• PackingGroup: II
• Hazardous Substances Data: 25343-70-8(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Synthesis, p. 825, 1984 DOI: 10.1055/s-1984-30979

InChI:InChI=1/C13H17NS/c1-9(2)11-6-5-7-12(10(3)4)13(11)14-8-15/h5-7,9-10H,1-4H3

Upstream product

• 32978-17-9 N'-phenyl-N-(2,6-diisopropylphenyl)thiourea 
• 463-71-8 thiophosgene 
• 24544-04-5 2,6-diisopropylbenzenamine 
• 75-15-0 carbon disulfide 
• 136551-45-6 2,6-diisopropyl-1-azidobenzene 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 84250-69-1 N-(2,6-diisopropylphenyl)formamide 
• 103-72-0 phenyl isothiocyanate 

Downstream Products

• 68065-38-3 N-(2,6-Diisopropylphenyl)-N'-(3-methylbutyl)-thioharnstoff 
• 67331-05-9 1-(1,1-Diethyl-propyl)-3-(2,6-diisopropyl-phenyl)-thiourea 
• 68065-35-0 N-(2,6-Diisopropylphenyl)-N'-isobutylthioharnstoff 
• 68065-39-4 N-(2,6-Diisopropylphenyl)-N'-pentylthioharnstoff 
• 66608-87-5 N-(2,6-diisopropylphenyl)-N′-N′-(tert-butyl)thiourea 
• 68065-37-2 N-(2,6-Diisopropylphenyl)-N'-butylthioharnstoff 
• 63299-75-2 4-(2.6-Diisopropylphenyl)-2-methylthiosemicarbazid 
• 67331-08-2 1-(2,6-Diisopropyl-phenyl)-3-(1,2-dimethyl-propyl)-thiourea 
• 67331-06-0 1-(2,6-Diisopropyl-phenyl)-3-(1-methyl-butyl)-thiourea 
• 67331-07-1 1-(2,6-Diisopropyl-phenyl)-3-(1-ethyl-propyl)-thiourea 
• 1187817-52-2 2,6-diisopropyl-N-(5-methylene-1,3-oxathiolan-2-ylidene)benzamine 
• 1217974-42-9 (S)-1-(1-(4-(benzyloxy)phenyl)-3-(dimethylamino)propan-2-yl)-3-(2,6-diisopropylphenyl)thiourea 
• 63299-73-0 N-(2,6-diisopropylphenyl)hydrazinecarbothioamide 
• 1457935-39-5 1-(2,6-diisopropylphenyl)-3-((1S,2S)-2-(dimethylamino)cyclohexyl)thiourea 

Relevant articles and documents

A Facile One-Pot Synthesis of 1,2,3-Tri- and 1,1,2,3-Tetrasubstituted Bis(guanidine)s from Bis(thiourea)s

A facile and efficient one-pot strategy for the preparation of 1,2,3-tri- and 1,1,2,3-tetrasubstituted bis(guanidine)s by starting from from readily available bis(thiourea)s has been successfully developed. The reaction provides products that contain a range of terminal and bridging groups. After a simple workup procedure, the products were obtained in analytically pure and in good to excellent yields.

Synthesis of thiocarbamoyl fluorides and isothiocyanates using CF3SiMe3 and elemental sulfur or AgSCF3 and KBr with amines

Reactions of thiocarbonyl fluoride derived from cheap, readily available, and widely used CF3SiMe3, elemental sulfur, and KF with secondary amines and primary amines at room temperature in THF provided a wide variety of thiocarbamoyl fluorides and isothiocyanates in moderate to excellent yields, respectively. The two reactions show broad substrate scope and good functional group tolerance. Moreover, AgSCF3 reacts with secondary/primary amines under KBr at room temperature, affording quantitative thiocarbamoyl fluorides/isothiocyanates, which feature late-stage application.

Synthesis methods for isothiocyanate derivative

The invention discloses synthesis methods for an isothiocyanate derivative. The first synthesis method includes reacting raw materials, including primary amine, trifluoromethyltrimethylsilane, potassium fluoride and sulfur, with an organic solvent at the room temperature to obtain the isothiocyanate derivative. The synthetic isothiocyanate derivative has the advantages of simple operation, safety,high efficiency, non-toxicity, low raw material price, mild condition, high yield, wide application range of substrates, high compatibility of functional groups and the like. The second synthesis method includes reacting raw materials, including the primary amine, silver trifluoromethane and potassium bromide, with the organic solvent at the room temperature to obtain the isothiocyanate derivative. The isothiocyanate derivative has the advantages of simple operation, safety, high efficiency, easy availability of the raw materials, nearly quantitative yield, wide application range of the substrates, applicability to selective post-modification of drugs or complex compounds, and the like.

Synthesis, Structure, and Reactivity of Low-Spin Cobalt(II) Imido Complexes [(Me3P)3Co(NAr)]

The reactions of [Co(PMe3)4] with the bulky organic azides, DippN3 and DmpN3 [Dipp, 2,6-diisopropylphenyl; Dmp, 2,6-di(2′,4′,6′-trimethylphenyl)phenyl], afforded the cobalt(II) terminal imido complexes [(Me3P)3Co(NAr)] (Ar = Dipp, 1; Dmp, 2). The cobalt imido complexes in their solid states show trigonal pyramidal coordination geometry and long Co-N(imido) separations (ca. 1.71 ?). Spectroscopic characterization and theoretical studies indicated their low-spin cobalt(II) nature. Reactivity studies on 1 revealed its nitrene-transfer reactions with PMe3 and CO, the imido/oxo and imido/sulfido exchange reactions with PhCHO and CS2, and the single-electron oxidation reaction by ferrocenium cation to form cobalt(III) imide.

Chiral recognition with a benzofuran receptor that mimics an oxyanion hole

A new chiral benzofuran receptor has been synthesized and its properties in the association of amino acid derivatives have been studied. X-ray structures were obtained and these corroborate the presence of an oxyanion-hole motif in these structures.

Synthesis of amido-N-imidazolium salts and their applications as ligands in suzuki-miyaura reactions: Coupling of hetero- aromatic halides and the synthesis of milrinone and irbesartan

A new catalytic system based on palladium-amido-N-heterocyclic carbenes for Suzuki-Miyaura coupling reactions of heteroaryl bromides is described. A variety of sterically bulky, amido-N-imidazolium salts were synthesized in high yields from the corresponding anilines. This catalytic system effectively promoted Suzuki-Miyaura couplings of heteroaryl bromides and chlorides with a range of boronic acids to give the corresponding aryl compounds in high yield. The yield was increased with increasing steric bulkiness of the substituted group. Especially, 1-(2,6-diisopropylphenyl)-3-N-(2,4,6-tri-tert- butylphenylacetamido)imidazolium bromide (4bc) exhibited 850,000 TON in the coupling reaction of 2-bromopyridine and phenylboronic acid. In addition, pharmaceutical compounds such as milrinone and irbesartan were synthesized via Suzuki-Miyaura coupling using sterically bulky, amido-N-imidazolium salt (4bc) as a ligand. Copyright

Optically active iridium imidazol-2-ylidene-oxazoline complexes: Preparation and use in asymmetric hydrogenation of arylalkenes

This work explores the potential of iridium complexes of the N-heterocyclic carbene oxazoline ligands 1 in asymmetric hydrogenations of arylalkenes. The accessible carbene precursors, imidazolium salts 2, and robust iridium complexes 5 facilitated a disco