4-Fluorophenyl isothiocyanate

Base Information

• Chemical Name: 4-Fluorophenyl isothiocyanate
• CAS No.: 1544-68-9
• Deprecated CAS: 1619287-34-1,2124236-48-0,2484718-17-2
• Molecular Formula: C7H4FNS
• Molecular Weight: 153.18
• Hs Code.: 29309090
• European Community (EC) Number: 216-280-4
• NSC Number: 78433
• DSSTox Substance ID: DTXSID3061768
• Nikkaji Number: J1.771J
• ChEMBL ID: CHEMBL4646848
• Mol file: 1544-68-9.mol

Synonyms:4-Fluorophenyl isothiocyanate;1544-68-9;1-Fluoro-4-isothiocyanatobenzene;p-Fluorophenyl isothiocyanate;Benzene, 1-fluoro-4-isothiocyanato-;4-fluorophenylisothiocyanate;1-fluoro-4-isothiocyanato-benzene;ISOTHIOCYANIC ACID, p-FLUOROPHENYL ESTER;EINECS 216-280-4;NSC 78433;BRN 0636596;4-12-00-01110 (Beilstein Handbook Reference);Isothiocyanic Acid 4-Fluorophenyl Ester;WLN: SCNR DF;4fluorophenyl isothiocyanate;4-fluoro-phenylisothiocyanate;4-fluorophenyl-isothiocyanate;SCHEMBL457225;4-fluoro-phenyl isothiocyanate;CHEMBL4646848;DTXSID3061768;1-isothiocyanato-4-fluorobenzene;1-Fluoro-4-isothiocyanatobenzene #;NSC78433;4-Fluorophenyl isothiocyanate, 98%;1-fluoranyl-4-isothiocyanato-benzene;BBL012572;GEO-04330;MFCD00004809;NSC-78433;STL163642;AKOS000212244;BP-12925;LS-86421;PS-10310;F0644;FT-0618539;EN300-17378;A809538;J-515414;J-802138;F2121-0327

Chemical Property of 4-Fluorophenyl isothiocyanate

Chemical Property:

• Appearance/Colour: White crystalline power
• Vapor Pressure: 0.134mmHg at 25°C
• Melting Point: 24-26 °C(lit.)
• Refractive Index: 1.6195-1.6215
• Boiling Point: 228.8 °C at 760 mmHg
• Flash Point: 89.4 °C
• PSA: 44.45000
• Density: 1.15 g/cm³
• LogP: 2.56000
• Storage Temp.: 0-6°C
• Sensitive.: Moisture Sensitive
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 153.00484847
• Heavy Atom Count: 10
• Complexity: 146

Purity/Quality:

99% ^*data from raw suppliers

4-Fluorophenyl isothiocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,T,Xi
• Hazard Codes: C,T,Xi
• Statements: 34-42
• Safety Statements: 23-26-36/37-39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1N=C=S)F
• Uses: 4-Fluorophenyl isothiocyanate has been used in the synthesis of thiourea derivatives. It has also been used in the preparation of -(4-phenylsulfonyl)-benzoic acid hydrazide.

Technology Process of 4-Fluorophenyl isothiocyanate

There total 30 articles about 4-Fluorophenyl 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: 98.0%

o-phenyl (4-fluorophenyl)carbamothioate → 4-fluorophenyl isothiocyanate (1544-68-9)

Guidance literature:

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

DOI:10.1055/s-0033-1338744

Reference yield: 96.0%

carbon disulfide (75-15-0,12122-00-8) + 4-fluoroaniline (371-40-4) → 4-fluorophenyl isothiocyanate (1544-68-9)

Guidance literature:

carbon disulfide; 4-fluoroaniline; With tetra-(n-butyl)ammonium iodide; In dimethyl sulfoxide; for 0.166667h; Green chemistry;

With iodine; In dimethylsulfoxide-d6; at 20 ℃; for 0.25h; Green chemistry;

DOI:10.1080/00304948.2021.1975487

Reference yield: 90.0%

N-(4-fluorophenyl)dithiocarbamate triethylamine salt → 4-fluorophenyl isothiocyanate (1544-68-9)

Guidance literature:

With sodium persulfate; potassium carbonate; In water; at 20 ℃; for 1h; Reagent/catalyst; chemoselective reaction; Green chemistry;

DOI:10.1039/c8gc02261e

upstream raw materials:

N,N’-di-(4-fluorophenyl)thiourea

acetic anhydride

thiophosgene

4-fluoroaniline

Downstream raw materials:

N-(4-fluoro-phenyl)-N'-[3]pyridyl-thiourea

1-(4-fluorophenyl)-3-(1,3-thiazol-2-yl)thiourea

N-(4-fluoro-phenyl)-N'-(5-methyl-[2]pyridyl)-thiourea

N-(4-fluoro-phenyl)-N'-(4-methyl-[2]pyridyl)-thiourea

Refernces

• 1、 Srivastava, Nitin. "Tetrabutylammonium Iodide/I2 Mediated Convenient and Green Synthesis of Substituted Organic Isothiocyanates". . p. 562 - 570. Retrieved 2021/10/07.
• 2、 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.