19241-16-8

Basic information

• Product Name: 2,6-DIMETHYLPHENYL ISOTHIOCYANATE
• Synonyms: 2,6-DIMETHYLPHENYL ISOTHIOCYANATE;2,6-Dimethylphenyl-1-isothiocyanate;2,6-Xylyl isothiocyanate;2-Isothiocyanato-1,3-dimethylbenzene;Benzene, 2-isothiocyanato-1,3-dimethyl-;Isothiocyanic acid, 2,6-xylyl ester;2,6-Dimethylphenyl isothiocyanate,98%;2,6-Dimethylphenyl isothiocyanate 98%
• CAS NO: 19241-16-8
• Molecular Formula: C₉H₉NS
• Molecular Weight: 163.24
• EINECS: 242-906-0
• Product Categories: Organic Building Blocks;Sulfur Compounds;Thiocyanates/Isothiocyanates
• Mol File: 19241-16-8.mol
• Article Data: 27

Chemical Properties

• Boiling Point: 247 °C(lit.)
• Flash Point: >230 °F
• Appearance: clear light yellow liquid
• Density: 1.085 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0138mmHg at 25°C
• Refractive Index: n20/D 1.627(lit.)
• Storage Temp.: 2-8°C
• Water Solubility: Hydrolyzes in water.
• Sensitive: Moisture Sensitive
• BRN: 637195
• CAS DataBase Reference: 2,6-DIMETHYLPHENYL ISOTHIOCYANATE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-DIMETHYLPHENYL ISOTHIOCYANATE(19241-16-8)
• EPA Substance Registry System: 2,6-DIMETHYLPHENYL ISOTHIOCYANATE(19241-16-8)

Safety Data

• Hazard Codes: Xn,C,Xi
• Statements: 22-36/37/38-43
• Safety Statements: 26-36
• RIDADR: 2810
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 19241-16-8(Hazardous Substances Data)

Usage

Chemical Properties

clear light yellow liquid

Uses

2,6-Dimethylphenyl isocyanate has been used in the preparation of derivatized β-cyclodextrins, used as chiral stationary phase in normal-phase liquid chromatography, tris( 2,6-dimethylphenylimido)methylrhenium (VII), 1-(2-isopropylphenyl)-3-(2,6-dimethylphenyl)urea.

InChI:InChI=1/C9H9NS/c1-7-4-3-5-8(2)9(7)10-6-11/h3-5H,1-2H3

Upstream product

• 594-42-3 chlorothio-trichloro-methane 
• 87-62-7 2,6-dimethylaniline 
• 1336-21-6 ammonium hydroxide 
• 541-41-3 chloroformic acid ethyl ester 
• 7361-61-7 xylazine 
• 67-63-0 isopropyl alcohol 
• 103-72-0 phenyl isothiocyanate 
• 463-71-8 thiophosgene 
• 108-77-0 1,3,5-trichloro-2,4,6-triazine 
• 75-15-0 carbon disulfide 
• 2198-53-0 N-(2,6-dimethylphenyl)acetamide 
• 6160-65-2 1,1'-Thiocarbonyldiimidazole 
• 58654-90-3 2,6-dimethylphenyl dithiocarbamic acid triethylammonium 
• 607-92-1 2,6-dimethylformanilide 

Downstream Products

• 25347-93-7 N-(2,6-dimethylphenyl)-N’-phenylthiourea 
• 25480-78-8 N,N′-bis(2,6-dimethylphenyl)thiourea 
• 58647-42-0 4-(2,6-Dimethylphenyl)-1,1-dimethyl-thiosemicarbazid 
• 64013-49-6 1-(2,6-dimethylphenoxyacetyl)-4-(2,6-dimethylphenyl)thiosemicarbazide 
• 115550-20-4 7-(2,6-dimethylphenylthiocarbamoyl)-2-morpholino-6,7,8,9-tetrahydropyrido<4,3-d><1,2,4>triazolo<1,5-a>pyrimidin-5(10H)-one 
• 25332-05-2 2-(2,6-dimethylphenylimino)thiazolidine 
• 75184-17-7 N-(2,6-Dimethylphenyl)-3-oxo-2-(phenyl)thiobuttersaeure-amid 
• 34743-16-3 (2,6-Dimethyl-phenyl)-dithiocarbamic acid 2-methoxy-phenyl ester 
• 34743-17-4 (2,6-Dimethyl-phenyl)-dithiocarbamic acid biphenyl-2-yl ester 
• 34743-20-9 (2,6-Dimethyl-phenyl)-dithiocarbamic acid o-tolyl ester 
• 174712-23-3 C₂₁H₂₆N₄O₃S 
• 119072-54-7 2,6-dimethylphenyl isonitrile 
• 215589-21-2 N-(2,6-dimethylphenyl)-N'-[4-methyl-2-(phenylethynyl)phenyl]carbodiimide 
• 548796-95-8 1-(2,6-dimethylphenyl)-3-methyl-2-thioxo-4,5-imidazolidinedione 

Relevant articles and documents

COMPOUNDS WITH COPPER- OR ZINC-ACTIVATED TOXICITY AGAINST MICROBIAL INFECTION

Heterocyclic compounds with a novel pyrazole thioamide-based NNSN structural motif, having highly effective zinc- or copper-activated toxicity against microbial infections at micromolar or nanomolar minimum inhibitory concentrations (MIC), and methods of making and using same.

4-Dimethylaminopyridine-catalyzed synthesis of isothiocyanates from amines and carbon disulfide

Isothiocyanates were synthesized by reactions between primary amines and CS2 in the presence of 4-dimethylaminopyridine as a catalyst and tert-butyl hydroperoxide as an oxidant. Various aryl, benzyl, alkyl, and hydroxyl amines were transformed into the corresponding isothiocyanates in 41–82% yields.

Synthesis and antitumor activity of novel pyridazinone derivatives containing 1,3,4-thiadiazole moiety

A series of novel pyridazinone derivatives containing the 1,3,4-thiadiazole moiety were synthesized and characterized by 1H NMR, 13C NMR, spectroscopies HRMS and IR. Among them, the structure of compound 5c (2-(Tert-butyl)?4-chloro-5-((5-((2-ethylphenyl)amino)?1,3,4-thiadiazol-2-yl)thio)pyridazin-3(2H)-One) was unambiguously confirmed via single crystal X-ray diffraction analysis. The inhibitory activity of all the target compounds against MGC-803 and Bcap-37 was determined by MTT assay, with doxorubicin (the inhibition rates were 95.5 ± 0.4% and 95.7 ± 1.0% respectively) as a control. The preliminary results showed that the inhibitory activity of compound 5n (2-(Tert-butyl)?4-chloro-5-((5-((3-fluorophenyl)amino)?1,3,4-thiadiazol-2-yl)thio)pyridazin-3(2H)-One) was superior to the others. The inhibition rates of MGC-803 and Bcap-37 cells were 86.3 ± 2.2% and 92.3 ± 0.6% at a concentration of 10 μmol/L, respectively. The preliminary structure-activity relationship showed that when the 2-position of the benzene ring was substituted by a methyl group, such as compound 5j (2-(Tert-butyl)?4-chloro-5-((5-((2,3-dimethylphenyl)amino)?1,3,4-thiadiazol-2-yl)thio)pyridazin-3(2H)-One), it exhibited good anticancer activity on MGC-803 cells. Besides, introducing fluorine, chlorine, or trifluoromethyl group onto the benzene ring, such as compound 5 m (2-(Tert-butyl)?4-chloro-5-((5-((4-(trifluoromethoxy)phenyl)amino)?1,3,4-thiadiazol-2-yl)thio)pyridazin-3(2H)-One), displayed good anticancer activity on MGC-803 and Bcap-37 cells.