3,4-DICHLOROPHENYL ISOTHIOCYANATE

Base Information

• Chemical Name: 3,4-DICHLOROPHENYL ISOTHIOCYANATE
• CAS No.: 6590-94-9
• Molecular Formula: C7H3Cl2NS
• Molecular Weight: 204.08
• Hs Code.: 29309090
• European Community (EC) Number: 229-526-0
• NSC Number: 220236
• UNII: L58BMT3A78
• DSSTox Substance ID: DTXSID10216115
• Nikkaji Number: J76.395K
• Mol file: 6590-94-9.mol

Synonyms:isothiocyanicacid,3,4-dichlorophenylester;1,2-Dichloro-4-isothiocyanatobenzene;3,4-Dichlorophenyl isothiocyanate;Isothiocyanic acid, 3,4-dichlorophenyl ester;

Chemical Property of 3,4-DICHLOROPHENYL ISOTHIOCYANATE

Chemical Property:

• Appearance/Colour: clear, light yellow liquid
• Vapor Pressure: 0.00234mmHg at 25°C
• Melting Point: 178 °C
• Refractive Index: n20/D 1.68(lit.)
• Boiling Point: 297.8 °C at 760 mmHg
• Flash Point: 133.9 °C
• PSA: 44.45000
• Density: 1.37 g/cm³
• LogP: 3.72770
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Moisture Sensitive
• XLogP3: 4.8
• 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:

99% ^*data from raw suppliers

3,4-Dichlorophenyl Isothiocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 23-26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1N=C=S)Cl)Cl

Technology Process of 3,4-DICHLOROPHENYL ISOTHIOCYANATE

There total 16 articles about 3,4-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: 78.0%

thiophosgene (463-71-8) + 3,4-dichloroaniline hydrochloride (33240-95-8) → 3,4-dichlorophenyl isothiocyanate (6590-94-9)

Guidance literature:

In toluene; Heating;

DOI:10.1021/jm00173a030

Reference yield: 75.0%

carbon disulfide (75-15-0,12122-00-8) + m,p-dichloroaniline (95-76-1) → 3,4-dichlorophenyl isothiocyanate (6590-94-9)

Guidance literature:

carbon disulfide; m,p-dichloroaniline; With 3-azapentane-1,5-diamine; at 20 ℃; for 8h;

With bis(trichloromethyl) carbonate;

DOI:10.1016/j.bmcl.2016.01.075

Reference yield: 20.0%

[3,4-dichlorophenyl]dithioic acid (21878-59-1) → 3,4-dichlorophenyl isothiocyanate (6590-94-9)

Guidance literature:

With bis(trichloromethyl) carbonate; In dichloromethane; at 20 ℃; for 2h;

upstream raw materials:

thiophosgene

m,p-dichloroaniline

-<(3,4-dichlorphenyl)-thiocarbaminsaeure>-thioanhydrid

3,4-dichloroaniline hydrochloride

Downstream raw materials:

2-thioxo-pyrrolidine-1-carbothioic acid-(3,4-dichloro-anilide)

N-(3,4-dichloro-phenyl)-N'-[2]thienylmethyl-thiourea

N-allyl-N'-(3,4-dichloro-phenyl)-N-isopropyl-thiourea

(3,4-dichloro-phenyl)-thiocarbamic acid O-ethyl ester

Refernces

• 1、 An, Zhenyu,Liu, Yafeng,Ren, Yi,Wang, Ting,Yan, Rulong. "A catalyst-free method for the synthesis of 1,4,2-dithiazoles from isothiocyanates and hydroxylamine triflic acid salts". supporting information. p. 6206 - 6209. Retrieved 2021/07/28.
• 2、 Xiang, Jiawei,Tao, Lei,Zhou, Yue,Tan, Yuping,Li, Zicheng,Zhao, Yinglan,Sun, Qingxiang,Luo, Youfu. "Synthesis and biological evaluation of innovative thiourea derivatives as PHGDH inhibitors". . p. 3873 - 3886. Retrieved 2020/05/29.