2,6-Dimethylphenyl isothiocyanate

Base Information

• Chemical Name: 2,6-Dimethylphenyl isothiocyanate
• CAS No.: 19241-16-8
• Molecular Formula: C9H9NS
• Molecular Weight: 163.243
• Hs Code.: 29309090
• European Community (EC) Number: 242-906-0
• NSC Number: 172978
• UNII: TIM0LV0QKN
• DSSTox Substance ID: DTXSID90172826
• Nikkaji Number: J242.747H
• Mol file: 19241-16-8.mol

Synonyms:2,6-Dimethylphenyl isothiocyanate;19241-16-8;2-Isothiocyanato-1,3-dimethylbenzene;2,6-Xylyl isothiocyanate;2,6-dimethylphenylisothiocyanate;Benzene, 2-isothiocyanato-1,3-dimethyl-;TIM0LV0QKN;EINECS 242-906-0;2-isothiocyanato-1,3-dimethyl-benzene;NSC-172978;UNII-TIM0LV0QKN;SCHEMBL944147;2,6-dimethylphenyl-isothiocyanate;DTXSID90172826;BCP17789;2,6-Dimethylphenyl-1-isothiocyanate;CK2531;GEO-03404;Isothiocyanic acid, 2,6-xylyl ester;MFCD00038715;NSC172978;STL299659;AKOS000212455;NSC 172978;2-Isothiocyanato-1,3-dimethylbenzene #;2,6-Dimethylphenyl isothiocyanate, 98%;AS-64017;1-ISOTHIOCYANATO-2,6-DIMETHYLBENZENE;FT-0610704;FT-0610705;EN300-17324;A813566;J-802060;XYLAZINE HYDROCHLORIDE IMPURITY C [EP IMPURITY];Z56921379;2,6-DIMETHYLPHENYL ISOTHIOCYANATE [USP IMPURITY];Xylazine impurity C, European Pharmacopoeia (EP) Reference Standard

Chemical Property of 2,6-Dimethylphenyl isothiocyanate

Chemical Property:

• Appearance/Colour: clear light yellow liquid
• Vapor Pressure: 0.0138mmHg at 25°C
• Refractive Index: n20/D 1.627(lit.)
• Boiling Point: 267.026 °C at 760 mmHg
• Flash Point: 116.677 °C
• PSA: 44.45000
• Density: 1.017 g/cm³
• LogP: 3.03770
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Water Solubility.: Hydrolyzes in water.
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 163.04557046
• Heavy Atom Count: 11
• Complexity: 162

Purity/Quality:

99% ^*data from raw suppliers

2,6-Dimethylphenyl isothiocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,C,Xi
• Statements: 22-36/37/38-43
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)C)N=C=S
• 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.

Technology Process of 2,6-Dimethylphenyl isothiocyanate

There total 20 articles about 2,6-Dimethylphenyl isothiocyanate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

2,6-dimethylphenyl isonitrile (119072-54-7,2769-71-3) → 2,6-dimethylphenylisothiocyanate (19241-16-8)

Guidance literature:

With sulfur; rhodium hydrido (PEt₃)3 complex; In acetone; for 2.5h; Heating;

DOI:10.1016/j.tetlet.2005.01.069

Reference yield: 95.0%

2,6-dimethylphenyl dithiocarbamic acid triethylammonium (58654-90-3) → 2,6-dimethylphenylisothiocyanate (19241-16-8)

Guidance literature:

With [bis(acetoxy)iodo]benzene; triethylamine; In acetonitrile; Cooling with ice;

DOI:10.1002/ejoc.200800901

Reference yield: 92.0%

carbon disulfide (75-15-0,12122-00-8) + 2,6-dimethylaniline (87-62-7) → 2,6-dimethylphenylisothiocyanate (19241-16-8)

Guidance literature:

carbon disulfide; 2,6-dimethylaniline; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; for 0.0833333h;

With 4‐(4,6‐dimethoxy‐1,3,5‐triazin‐2‐yl)‐4‐methylmorpholinium toluene‐4‐sulfonate; In dichloromethane; at 90 ℃; for 0.05h; Microwave irradiation;

DOI:10.3390/molecules26092740

upstream raw materials:

N,N′-bis(2,6-dimethylphenyl)thiourea

chlorothio-trichloro-methane

2,6-dimethylaniline

thiophosgene

Downstream raw materials:

N-(2,6-dimethylphenyl)-2-phenylhydrazine-1-carbothioamide

N,N′-bis(2,6-dimethylphenyl)thiourea

1-(2,6-dimethyl-phenyl)-3-(3-morpholin-4-yl-propyl)-thiourea

C₁₅H₁₆N₂OS

Refernces

• 1、 Nickisch,Conen,Gabrielsen,Meier. "A more sustainable isothiocyanate synthesis by amine catalyzed sulfurization of isocyanides with elemental sulfur". . p. 3134 - 3142. Retrieved 2021/01/28.
• 2、 Rong, Hao-Jie,Chen, Tao,Xu, Ze-Gang,Su, Tian-Duo,Shang, Yu,Wang, Yong-Qiang,Yang, Cui-Feng. "4-Dimethylaminopyridine-catalyzed synthesis of isothiocyanates from amines and carbon disulfide". . . Retrieved 2021/03/03.