Phenol, 4-isothiocyanato-

Base Information

• Chemical Name: Phenol, 4-isothiocyanato-
• CAS No.: 2131-60-4
• Molecular Formula: C7H5NOS
• Molecular Weight: 151.189
• European Community (EC) Number: 810-380-7
• DSSTox Substance ID: DTXSID4062197
• Nikkaji Number: J195.939E
• ChEMBL ID: CHEMBL4863304
• Mol file: 2131-60-4.mol

Synonyms:4-isothiocyanatophenol;2131-60-4;Phenol, 4-isothiocyanato-;4-hydroxyphenylisothiocyanate;4-Hydroxyphenyl isothiocyanate;PHENOL,4-ISOTHIOCYANATO-;p-Isothiocyanatophenol;p-hydroxyphenylisothiocyanate;4-hydroxy-phenylisothiocyanate;SCHEMBL457107;CHEMBL4863304;DTXSID4062197;CAA13160;GEO-04080;MFCD02258750;AKOS006276605;ES-2409;EN300-3218356;A904104

Chemical Property of Phenol, 4-isothiocyanato-

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 0.000453mmHg at 25°C
• Melting Point: 175-185 °C
• Refractive Index: 1.599
• Boiling Point: 305.5 °C at 760 mmHg
• PKA: 9.16±0.13(Predicted)
• Flash Point: 138.6 °C
• PSA: 64.68000
• Density: 1.18 g/cm³
• LogP: 2.12650
• Water Solubility.: 325.1mg/L(25 oC)
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 151.00918496
• Heavy Atom Count: 10
• Complexity: 146

Purity/Quality:

99%, ^*data from raw suppliers

4-Isothiocyanatophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1N=C=S)O
• Uses: 4-Isothiocyanatophenol was used in the study of synthesizing 3 functionalized tricarbocyanine dyes, by acting as fluorescent probes for biological pertinent compounds.

Technology Process of Phenol, 4-isothiocyanato-

There total 13 articles about Phenol, 4-isothiocyanato- 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: 95.0%

carbon disulfide (75-15-0,12122-00-8) + 4-amino-phenol (123-30-8) → 4-hydroxyphenyl isothiocyanate (2131-60-4)

Guidance literature:

carbon disulfide; 4-amino-phenol; With triethylamine; In methanol; at 0 - 5 ℃;

With bis(trichloromethyl) carbonate; In chloroform; at 0 ℃; for 4h; Further stages.;

DOI:10.1080/00397910801997744

Reference yield: 94.0%

triethylamine (4-hydroxyphenyl)carbamodithioate (62812-90-2) → 4-hydroxyphenyl isothiocyanate (2131-60-4)

Guidance literature:

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

DOI:10.1039/c8gc02261e

Reference yield: 91.0%

(4-Hydroxy-phenyl)-dithiocarbamic acid → 4-hydroxyphenyl isothiocyanate (2131-60-4)

Guidance literature:

With 1,1'-(ethane-1,2-diyl)dipyridinium bistribromide; triethylamine; In acetonitrile; Cooling with ice;

DOI:10.1080/00397910903219476

upstream raw materials:

carbon disulfide

4-amino-phenol

thiophosgene

di-2-pyridyl thionocarbonate

Downstream raw materials:

methacrylic acid-(4-isothiocyanato-phenyl ester)

4-Hexyl-benzoic acid 4-isothiocyanato-phenyl ester

4-((5-phenyloxazol-2-yl)amino)phenol

C₁₇H₁₇N₅O₂S

Refernces

• 1、 Li, Ge,Tajima, Hirokumu,Ohtani, Takahito. "An Improved Procedure for the Preparation of Isothiocyanates from Primary Amines by Using Hydrogen Peroxide as the Dehydrosulfurization Reagent". . p. 4539 - 4540. Retrieved 1997.
• 2、 Janczewski, ?ukasz,Gajda, Anna,Gajda, Tadeusz. "Direct, Microwave-Assisted Synthesis of Isothiocyanates". . p. 2528 - 2532. Retrieved 2019/04/03.