3-Chloro-4-methylphenyl isothiocyanate

Base Information

• Chemical Name: 3-Chloro-4-methylphenyl isothiocyanate
• CAS No.: 19241-37-3
• Molecular Formula: C8H6ClNS
• Molecular Weight: 183.661
• Hs Code.: 2930909090
• European Community (EC) Number: 671-001-7
• NSC Number: 135813
• UNII: G42J6H4VSJ
• DSSTox Substance ID: DTXSID60172833
• Nikkaji Number: J267.186G
• Mol file: 19241-37-3.mol

Synonyms:19241-37-3;3-Chloro-4-methylphenyl isothiocyanate;2-Chloro-4-isothiocyanato-1-methylbenzene;Benzene, 2-chloro-4-isothiocyanato-1-methyl-;3-Chloro-p-tolyl isothiocyanate;G42J6H4VSJ;3-chloro-4-methylphenylisothiocyanate;NSC-135813;3-Chloro-4-methylphenyl isothiocyanate,;NSC135813;NSC 135813;2-chloro-4-isothiocyanato-1-methyl-benzene;UNII-G42J6H4VSJ;SCHEMBL62416;DTXSID60172833;MFCD00022057;3-chloro-4-methylphenyl-isothiocyanate;AKOS001055158;2-Chloro-4-isothiocyanato-1-methylbenzene #;FT-0615420;FT-0615422;FT-0615473;2-chloranyl-4-isothiocyanato-1-methyl-benzene;EN300-17591;A813574;J-802112;Z56965895;4-(4-METHYLSULFANYL-PHENYL)-PIPERIDINEHYDROCHLORIDE

Chemical Property of 3-Chloro-4-methylphenyl isothiocyanate

Chemical Property:

• Vapor Pressure: 0.00385mmHg at 25°C
• Refractive Index: 1.6530
• Boiling Point: 289.3 °C at 760 mmHg
• Flash Point: 128.8 °C
• PSA: 44.45000
• Density: 1,24 g/cm³
• LogP: 3.38270
• Storage Temp.: Refrigerator, under inert atmosphere
• Sensitive.: Moisture Sensitive
• Solubility.: Chloroform, Ethyl Acetate
• XLogP3: 5
• 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:

99% ^*data from raw suppliers

3-Chloro-4-methylphenylIsothiocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R23/24/25:
• Hazard Codes: R23/24/25:
• Statements: 23/24/25
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=C(C=C1)N=C=S)Cl
• Uses: 3-Chloro-4-methylphenyl isothiocyanate is used as a reagent to synthesize 1,2,4-Thiadiazole derivatives (e.g. 5-Amino-1,2,3-thiadiazole [A630295]), compounds that have the ability to act as neuroprotectors. 3-Chloro-4-methylphenyl isothiocyanate is also used as a reagent to synthesize thio analogues of some urea herbicides like Fenuron (F279490), which also possesses potent fungicidal activity.

Technology Process of 3-Chloro-4-methylphenyl isothiocyanate

There total 7 articles about 3-Chloro-4-methylphenyl 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: 74.0%

carbon disulfide (75-15-0,12122-00-8) + 3-chloro-p-toluidine (95-74-9,827571-80-2) → 2-chloro-4-isothiocyanato-1-methyl-benzene (19241-37-3)

Guidance literature:

carbon disulfide; 3-chloro-p-toluidine; In water; ethyl acetate; at 30 ℃; for 1h;

With copper(ll) sulfate pentahydrate; In water; ethyl acetate; at 30 ℃; for 1h;

DOI:10.1039/d1ob00938a

Reference yield: 69.0%

→ 2-chloro-4-isothiocyanato-1-methyl-benzene (19241-37-3)

Guidance literature:

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

Reference yield: 68.0%

thiophosgene (463-71-8) + 3-chloro-p-toluidine (95-74-9,827571-80-2) → 2-chloro-4-isothiocyanato-1-methyl-benzene (19241-37-3)

Guidance literature:

With triethylamine; In benzene; at 10 - 20 ℃;

DOI:10.1080/10426500802391692

upstream raw materials:

thiophosgene

3-chloro-p-toluidine

3,3'-dichloro-4,4'-dimethylthiocarbanilide

((3-chloro-4-methylphenyl)amino)phenoxymethane-1-thione

Downstream raw materials:

4-methyl-piperazine-1-carbothioic acid-(3-chloro-4-methyl-anilide)

4-(3-chloro-4-methylphenyl)-3-thiosemicarbazide

6-Iodo-2-thio-3-(4'-methyl-3'-chloro)phenyl-4(3H)-quinazolinone

2-[3-(3-chloro-4-methylphenyl)-thioureido]-acetamide

Refernces

• 1、 Slyvka, Yurii,Goreshnik, Evgeny,Veryasov, Gleb,Morozov, Dmitry,Fedorchuk, Andrii A.,Pokhodylo, Nazariy,Kityk, Iwan,Mys’kiv, Marian. "The novel copper(I) π,σ-complexes with 1-(aryl)-5-(allylthio)-1H-tetrazoles: Synthesis, structure characterization, DFT-calculation and third-order nonlinear optics". . p. 1049 - 1063. Retrieved 2019/03/07.
• 2、 -. "Double three bromo 1,3-di-pyridine salt-based propane and its preparation method, method of use, recovery method and application". Paragraph 0075; 0076; 0160; 0161. . Retrieved 2016/10/07.