69626-80-8

Basic information

• Product Name: 2-OCTYL ISOTHIOCYANATE
• Synonyms: 2-OCTYL ISOTHIOCYANATE;2-Isothiocyanatooctane;2-Octyl isothiocyate, 98%
• CAS NO: 69626-80-8
• Molecular Formula: C9H17NS
• Molecular Weight: 171.3
• Mol File: 69626-80-8.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 234 °C
• Flash Point: 101.5°C
• Appearance: /
• Density: 0.90
• Vapor Pressure: 0.0453mmHg at 25°C
• Refractive Index: 1.483
• CAS DataBase Reference: 2-OCTYL ISOTHIOCYANATE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-OCTYL ISOTHIOCYANATE(69626-80-8)
• EPA Substance Registry System: 2-OCTYL ISOTHIOCYANATE(69626-80-8)

Safety Data

• HazardClass: IRRITANT-HARMFUL
• Hazardous Substances Data: 69626-80-8(Hazardous Substances Data)

Usage

General Description

2-Octyl isothiocyanate is a chemical compound with the formula C10H19NCS. It is an isothiocyanate derivative, which is known for its potent antimicrobial and antifungal properties. 2-OCTYL ISOTHIOCYANATE is commonly used as a pesticide and a food preservative due to its ability to inhibit the growth of bacteria and fungi. 2-Octyl isothiocyanate can be found in various products such as detergents, paints, and coatings, where it acts as a powerful antimicrobial agent. Additionally, it has also been studied for its potential anti-cancer and anti-inflammatory properties, making it a versatile and valuable chemical compound with a wide range of applications.

InChI:InChI=1/C9H17NS/c1-3-4-5-6-7-9(2)10-8-11/h9H,3-7H2,1-2H3

Upstream product

• 4128-31-8 rac-octan-2-ol 
• 1147550-11-5 ammonium thiocyanate 
• 44855-57-4 rac-2-aminooctane 
• 69626-78-4 C₁₄H₂₁O₃P 
• 75-15-0 carbon disulfide 
• 18023-52-4 trimethyl-(1-methyl-heptyloxy)-silane 
• 3674-54-2 tetrabutylammonium thiocyanate 
• 333-20-0 potassium thioacyanate 
• 140387-66-2 2-(2-tetrahydropyranyloxy)octane 
• 540-72-7 sodium thiocyanide 

Relevant articles and documents

Synthesis of isothiocyanates using DMT/NMM/TsO? as a new desulfurization reagent

Thirty-three alkyl and aryl isothiocyanates, as well as isothiocyanate derivatives from esters of coded amino acids and from esters of unnatural amino acids (6-aminocaproic, 4-(aminomethyl)benzoic, and tranexamic acids), were synthesized with satisfactory or very good yields (25–97%). Synthesis was performed in a “one-pot”, two-step procedure, in the presence of organic base (Et3 N, DBU or NMM), and carbon disulfide via dithiocarbamates, with 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium toluene-4-sulfonate (DMT/NMM/TsO? ) as a desulfurization reagent. For the synthesis of aliphatic and aromatic isothiocyanates, reactions were carried out in a microwave reactor, and selected alkyl isothiocyanates were also synthesized in aqueous medium with high yields (72–96%). Isothiocyanate derivatives of L-and D-amino acid methyl esters were synthesized, under conditions without microwave radiation assistance, with low racemization (er 99 > 1), and their absolute configuration was confirmed by circular dichroism. Isothiocyanate derivatives of natural and unnatural amino acids were evaluated for antibacterial activity on E. coli and S. aureus bacterial strains, where the most active was ITC 9e.

T3P - A Benign Desulfurating Reagent in the Synthesis of Isothiocyanates

A number of alkyl, aryl and bifunctional isothiocyanates are obtained in moderate to high yields (41-94%) in a two-step, one-pot reaction of the parent primary amines or their salts with carbon disulfide, followed by reaction of the thus formed dithiocarbamates with T3P (propane phosphonic acid anhydride) as a new and efficient desulfurating agent.

Chlorodiphenylphosphine as highly selective and efficient reagent for the conversion of alcohols, tetrahydropyranyl and silyl ethers to thiocyanates and isothiocyanates

(Equation present) A simple, highly selective and efficient method is described for the conversion of primary alcohols, tetrahydropyranyl and silyl ethers to thiocyanates by use of chlorodiphenylphosphine and ammonium thiocyanate. Secondary substrates produce both the two isomeric products, thiocyanate and isothiocyanate, while tertiary ones give isothiocyanates as the only products by this new method. In contrast to previously reported methods based on trivalent phosphorus for this transformation, the present method does not require an electrophile in the presence of trivalent phosphorus (ClPPh 2). The order of activity of these substrates is silyl ether> alcohol > tetrahydropyranyl ether. The present method not only interestingly distinguishes between primary, secondary and tertiary substrates but also converts them to the corresponding thiocyanates with excellent chemoselectivity in the presence of several other functional groups. 2014 Copyright Taylor & Francis Group, LLC.