201224-89-7

Usage

Uses

Used in Health and Nutrition Industry:
3-Pentyl isothiocyanate is used as a bioactive compound for its anti-cancer properties, as it has been shown to possess chemopreventive effects against various types of cancer. Its presence in cruciferous vegetables contributes to the overall health benefits of these foods.
Used in Food Preservation:
3-Pentyl isothiocyanate is used as a natural antimicrobial agent to help preserve the freshness and quality of food products, reducing the need for synthetic preservatives.
Used in Agriculture:
3-Pentyl isothiocyanate is used as a natural insecticide in agriculture, providing an alternative to synthetic pesticides. Its insecticidal properties help protect crops from pests while minimizing the environmental impact.
Used in Flavor and Fragrance Industry:
Due to its pungent odor, 3-Pentyl isothiocyanate can be used as a flavoring agent or in the creation of fragrances, adding unique scents to various products.

InChI:InChI=1/C6H11NS/c1-3-6(4-2)7-5-8/h6H,3-4H2,1-2H3

Upstream product

• 616-24-0 3-aminopentane 
• 75-15-0 carbon disulfide 

Relevant academic research and scientific papers

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.

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.

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.

Synthesis and spectroscopic analysis of substituted 2-aminothiazolines

2-Aminothiazolines can exist in two tautomeric species, amino and imino forms, which can theoretically exist as two stereoisomers. Several methods and techniques have been used to evaluate tautomeric process, but in this case 15N NMR spectrosco