2,4-Dichlorophenyl isothiocyanate

Base Information

• Chemical Name: 2,4-Dichlorophenyl isothiocyanate
• CAS No.: 6590-96-1
• Molecular Formula: C7H3Cl2NS
• Molecular Weight: 204.08
• Hs Code.: 29309090
• European Community (EC) Number: 229-527-6
• UNII: MRT5Y7B5A6
• DSSTox Substance ID: DTXSID30216117
• Nikkaji Number: J225.208B
• Mol file: 6590-96-1.mol

Synonyms:2,4-Dichlorophenyl isothiocyanate;6590-96-1;2,4-Dichloro-1-isothiocyanatobenzene;2,4-Dichlorophenylisothiocyanate;Benzene, 2,4-dichloro-1-isothiocyanato-;EINECS 229-527-6;Benzene,2,4-dichloro-1-isothiocyanato-;MRT5Y7B5A6;af-100;SCHEMBL1021797;DTXSID30216117;BCP26064;MFCD00037827;AKOS002680234;2,4-Dichloro-1-isothiocyanato-benzene;FS-4169;2,4-Dichloro-1-isothiocyanatobenzene #;2,4-Dichlorophenyl isothiocyanate, 95%;D4912;FT-0762152;Isothiocyanic Acid 2,4-Dichlorophenyl Ester;EN300-20376;F20918;(3-Chloro-propyl)-methyl-carbamicacidtert-butylester;J-802053

Chemical Property of 2,4-Dichlorophenyl isothiocyanate

Chemical Property:

• Appearance/Colour: White crystalline solid
• Vapor Pressure: 0.00396mmHg at 25°C
• Melting Point: 36-40 °C(lit.)
• Refractive Index: 1.614
• Boiling Point: 288.8 °C at 760 mmHg
• Flash Point: 128.5 °C
• PSA: 44.45000
• Density: 1.37 g/cm³
• LogP: 3.72770
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Solubility.: soluble in Methanol
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 202.9363257
• Heavy Atom Count: 11
• Complexity: 179

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,4-Dichlorophenyl Isothiocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-42-20/21/22
• Safety Statements: 22-26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Cl)Cl)N=C=S

Technology Process of 2,4-Dichlorophenyl isothiocyanate

There total 12 articles about 2,4-Dichlorophenyl 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: 99.0%

o-phenyl (2,4-dichlorophenyl)carbamothioate (1449510-30-8) → 2, 4-dichlorophenyl isothiocyanate (6590-96-1)

Guidance literature:

With sodium hydroxide; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1055/s-0033-1338744

Reference yield: 99.0%

thiophosgene (463-71-8) + 2,4-Dichloroaniline (554-00-7,51908-09-9) → 2, 4-dichlorophenyl isothiocyanate (6590-96-1)

Guidance literature:

2,4-Dichloroaniline; With sodium carbonate; In chloroform; Cooling with ice;

thiophosgene; In chloroform; for 2h; Cooling with ice;

DOI:10.1021/acs.jmedchem.9b02128

Reference yield: 79.0%

carbon disulfide (75-15-0,12122-00-8) + 2,4-Dichloroaniline (554-00-7,51908-09-9) → 2, 4-dichlorophenyl isothiocyanate (6590-96-1)

Guidance literature:

carbon disulfide; 2,4-Dichloroaniline; In acetone; at 20 ℃;

With iron(II) sulfate; triethylamine; In acetone; chemoselective reaction;

DOI:10.1080/00397910802448481

upstream raw materials:

thiophosgene

2,4-Dichloroaniline

sulfuric acid

N-(2,4-dichlorophenyl)-N'-phenylthiourea

Downstream raw materials:

1,3-bis-(2,4-dichloro)phenyl thiourea

3-(2,4-dichloro-phenyl)-2-thioxo-thiazolidin-4-one

4-(2,4-Dichloro-phenyl)-5-naphthalen-1-ylmethyl-4H-[1,2,4]triazole-3-thiol

[4-(2,4-Dichloro-phenyl)-5-naphthalen-1-ylmethyl-4H-[1,2,4]triazol-3-ylsulfanyl]-acetic acid

Refernces

• 1、 Chao, Gao,Dai, Honglin,Ke, Yu,Li, Erdong,Lihong, Shan,Liu, Hongmin,Liu, Limin,Si, Xiaojie,Wang, Zhengjie,Yang, Zhang,Zhang, Luye,Zhang, Qiurong,Zheng, Jiaxin. "Design, synthesis and biological evaluation of novel 2,4-disubstituted quinazoline derivatives targeting H1975 cells via EGFR-PI3K signaling pathway". . . Retrieved 2021/07/28.
• 2、 Sun, Shaofeng,Zhang, Jingwen,Wang, Ningning,Kong, Xiangkai,Fu, Fenghua,Wang, Hongbo,Yao, Jianwen. "Design and discovery of quinazoline- and thiourea-containing sorafenib analogs as EGFR and VEGFR-2 dual TK inhibitors". . . Retrieved 2018/01/03.