1-Chloro-3-isothiocyanato-2-methylbenzene

Base Information

• Chemical Name: 1-Chloro-3-isothiocyanato-2-methylbenzene
• CAS No.: 19241-35-1
• Molecular Formula: C8H6ClNS
• Molecular Weight: 183.661
• Hs Code.: 29349990
• European Community (EC) Number: 671-002-2
• NSC Number: 134676
• DSSTox Substance ID: DTXSID40172831
• Mol file: 19241-35-1.mol

Synonyms:19241-35-1;1-chloro-3-isothiocyanato-2-methylbenzene;3-Chloro-2-Methylphenyl Isothiocyanate;3-Chloro-2-methylphenylisothiocyanate;Isothiocyanic acid, 3-chloro-o-tolyl ester;NSC134676;SCHEMBL945215;DTXSID40172831;MFCD00022056;3-chloro-2-methylphenyl-isothiocyanate;AKOS000268591;NSC 134676;NSC-134676;BP-10967;BS-21985;FT-0615357;Benzene, 1-chloro-3-isothiocyanato-2-methyl-;EN300-01230;A813572;J-802111;Z57039590;F0001-0327;3-Chloro-o-tolyl ester Isothiocyanic acid,3-Chloro-2-methylphenyl isothiocyanate

Chemical Property of 1-Chloro-3-isothiocyanato-2-methylbenzene

Chemical Property:

• Appearance/Colour: pale yellow liquid.
• Vapor Pressure: 0.00356mmHg at 25°C
• Refractive Index: 1.583
• Boiling Point: 290.6 °C at 760 mmHg
• Flash Point: 129.6 °C
• PSA: 44.45000
• Density: 1.18 g/cm³
• LogP: 3.38270
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 182.9909481
• Heavy Atom Count: 11
• Complexity: 177

Purity/Quality:

98%min ^*data from raw suppliers

3-Chloro-2-methylphenylIsothiocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.; R36/37/38:Irritating to eyes, respiratory system
• Hazard Codes: Xn:Harmful
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC=C1Cl)N=C=S

Technology Process of 1-Chloro-3-isothiocyanato-2-methylbenzene

There total 6 articles about 1-Chloro-3-isothiocyanato-2-methylbenzene 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: 49.0%

→ 1-chloro-3-isothiocyanato-2-methylbenzene (19241-35-1)

Guidance literature:

With C₁₃H₁₆N₂⁽²⁺⁾*2Br₃^(1-); triethylamine; In acetonitrile; at 0 - 20 ℃; for 16h;

Reference yield:

(3-Chloro-2-methyl-phenyl)-dithiocarbamic acid methyl ester (30198-50-6) → 1-chloro-3-isothiocyanato-2-methylbenzene (19241-35-1)

Guidance literature:

With mercury(II) oxide; In diethyl ether; at 20 ℃; for 1h;

DOI:10.1055/s-1982-29846

Reference yield:

thiophosgene (463-71-8) + 3-chloro-2-methyl-aniline; hydrochloride (6259-40-1) → 1-chloro-3-isothiocyanato-2-methylbenzene (19241-35-1)

Guidance literature:

With sodium hydrogencarbonate; In chloroform; for 0.5h;

DOI:10.1016/S0960-894X(01)00102-0

upstream raw materials:

thiophosgene

3-chloro-2-methylbenzenamine

3-chloro-2-methyl-aniline; hydrochloride

N,N-dimethyl-N_⁽¹⁾-(3-chloro-2-methylphenyl)thiourea

Downstream raw materials:

7-Chloro-3-(3-chloro-2-methyl-phenyl)-2-thioxo-2,3-dihydro-1H-quinazolin-4-one

2-[3-(3-chloro-2-methylphenyl)-thioureido]-acetamide

Refernces

• 1、 Demchenko,Yanchenko,Kisly,Lozinskii. "Use of tetramethylthiuram disulfide in synthesis of nitrogen-containing heterocyclic compounds". . p. 668 - 672. Retrieved 2007/10/03.
• 2、 Merchán,Garin,Martínez,Melendez. "Synthesis of 2-aryliminoimidazolidines and 2-arylaminobenzimidazoles from methyl n-aryldithiocarbamates". . p. 482 - 484. Retrieved 2017/08/15.