19010-96-9

Basic information

• Product Name: UNDECYL ISOTHIOCYANATE
• Synonyms: UNDECYL ISOTHIOCYANATE;1-Isothiocyanatoundecane;UNDECYL ISOTHIOCYANATE 98%
• CAS NO: 19010-96-9
• Molecular Formula: C12H23NS
• Molecular Weight: 213.38
• EINECS: 242-849-1
• Mol File: 19010-96-9.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 135 °C
• Flash Point: 132.4°C
• Appearance: /
• Density: 0.91
• Vapor Pressure: 0.00215mmHg at 25°C
• Refractive Index: 1.548
• CAS DataBase Reference: UNDECYL ISOTHIOCYANATE(CAS DataBase Reference)
• NIST Chemistry Reference: UNDECYL ISOTHIOCYANATE(19010-96-9)
• EPA Substance Registry System: UNDECYL ISOTHIOCYANATE(19010-96-9)

Safety Data

• Hazardous Substances Data: 19010-96-9(Hazardous Substances Data)

Usage

General Description

Undecyl isothiocyanate is an organic compound with the chemical formula C12H23NCS. It is a synthetic derivative of isothiocyanate, commonly used in the synthesis of organic compounds. Undecyl isothiocyanate is known to exhibit antimicrobial properties and is often used as a biocide and fungicide. It is also used in the manufacturing of pesticides, pharmaceuticals, and other industrial products. The chemical is a clear to light yellow liquid, with a pungent odor, and should be handled with caution due to its potential irritant and toxic properties.

InChI:InChI=1/C8H7NO2S/c1-7-2-4-8(5-3-7)12(10,11)6-9/h2-5H,1H3

Relevant articles and documents

A more sustainable isothiocyanate synthesis by amine catalyzed sulfurization of isocyanides with elemental sulfur

Isothiocyanates (ITCs) are typically prepared using amines and highly toxic reagents such as thiophosgene, its derivatives, or CS2. In this work, an investigation of a multicomponent reaction (MCR) using isocyanides, elemental sulfur and amines revealed that isocyanides can be converted to isothiocyanates using sulfur and catalytic amounts of amine bases, especially DBU (down to 2 mol%). This new catalytic reaction was optimized in terms of sustainability, especially considering benign solvents such as Cyrene or γ-butyrolactone (GBL) under moderate heating (40 °C). Purification by column chromatography was further optimized to generate less waste by maintaining high purity of the product. Thus, E-factors as low as 0.989 were achieved and the versatility of this straightforward procedure was shown by converting 20 different isocyanides under catalytic conditions, while obtaining moderate to high yields (34-95%). This journal is