2131-60-4

Basic information

• Product Name: 4-HYDROXYPHENYLISOTHIOCYANATE
• Synonyms: 4-HYDROXYPHENYLISOTHIOCYANATE;p-Isothiocyanatophenol;Phenol, 4-isothiocyanato-;4-Isothiocyanatophenol
• CAS NO: 2131-60-4
• Molecular Formula: C₇H₅NOS
• Molecular Weight: 151.19
• Mol File: 2131-60-4.mol
• Article Data: 22

Chemical Properties

• Melting Point: 175-185 °C
• Boiling Point: 243.2°C (rough estimate)
• Flash Point: 138.6 °C
• Appearance: /
• Density: 1.4099 (rough estimate)
• Vapor Pressure: 0.000453mmHg at 25°C
• Refractive Index: 1.5500 (estimate)
• PKA: 9.16±0.13(Predicted)
• Water Solubility: 325.1mg/L(25 oC)
• CAS DataBase Reference: 4-HYDROXYPHENYLISOTHIOCYANATE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-HYDROXYPHENYLISOTHIOCYANATE(2131-60-4)
• EPA Substance Registry System: 4-HYDROXYPHENYLISOTHIOCYANATE(2131-60-4)

Safety Data

• Hazardous Substances Data: 2131-60-4(Hazardous Substances Data)

Usage

Uses

4-Isothiocyanatophenol was used in the study of synthesizing 3 functionalized tricarbocyanine dyes, by acting as fluorescent probes for biological pertinent compounds.

InChI:InChI=1/C7H5NOS/c9-7-3-1-6(2-4-7)8-5-10/h1-4,9H

Upstream product

• 2926-29-6 Langlois reagent 
• 123-30-8 4-amino-phenol 
• 16420-13-6 N,N-Dimethylthiocarbamoyl chloride 
• 62812-90-2 triethylamine (4-hydroxyphenyl)carbamodithioate 
• 96989-50-3 di-2-pyridyl thionocarbonate 
• 463-71-8 thiophosgene 
• 75-15-0 carbon disulfide 

Downstream Products

• 68448-63-5 methacrylic acid-(4-isothiocyanato-phenyl ester) 
• 121814-40-2 (4-isothiocyanato-phenyl)-(tetra-O-acetyl-ξ-D-glucopyranoside) 
• 21115-11-7 N-(4-hydroxyphenyl)-N'-methylthiourea 
• 104165-81-3 acrylic acid-(4-isothiocyanato-phenyl ester) 
• 730960-14-2 4-allyloxy-phenyl isothiocyanate 
• 1520-27-0 1-(4-hydroxyphenyl)thiourea 
• 118726-61-7 trans-crotonic acid-(4-isothiocyanato-phenyl ester) 
• 21346-21-4 3-(4-hydroxyphenyl)-2-thioxothiazolidin-4-one 

Relevant articles and documents

First Examples of H2S-Releasing Glycoconjugates: Stereoselective Synthesis and Anticancer Activities

H2S donors are currently emerging as promising therapeutic agents in a wide variety of pathologies, including tumors. Cancer cells are characterized by an enhanced uptake of sugars, such as glucose. Therefore, novel glycoconjugated H2/sub

4-Dimethylaminopyridine-catalyzed synthesis of isothiocyanates from amines and carbon disulfide

Isothiocyanates were synthesized by reactions between primary amines and CS2 in the presence of 4-dimethylaminopyridine as a catalyst and tert-butyl hydroperoxide as an oxidant. Various aryl, benzyl, alkyl, and hydroxyl amines were transformed into the corresponding isothiocyanates in 41–82% yields.

Direct, Microwave-Assisted Synthesis of Isothiocyanates

A microwave-assisted desulfuration of readily available dithiocarbamates, formed in situ from primary amines, leading to target isothiocyanates has been developed. This efficient protocol provides a rapid, environmentally benign route to aliphatic and aromatic isothiocyanates.