37141-50-7

Usage

Uses

Used in Food Industry:
m-Methylbenzyl thiocyanate is used as a flavoring agent for imparting the characteristic garlic and onion flavors to food products. Its ability to mimic these flavors without the use of actual garlic or onion makes it a popular choice for enhancing the taste of various dishes while maintaining a consistent flavor profile.
Used in Cosmetic and Personal Care Industry:
In the cosmetic and personal care sector, m-Methylbenzyl thiocyanate serves as a fragrance ingredient. Its unique garlic-like scent is utilized in creating distinct and appealing fragrances for products such as perfumes, soaps, and other personal care items. The use of m-methylbenzyl thiocyanate in these products contributes to their overall sensory experience, making them more appealing to consumers.
Safety and Regulation:
m-Methylbenzyl thiocyanate is considered safe for use in both food and cosmetic products when it adheres to the established regulations and guidelines. Its safe use is ensured by following the recommended limits and proper handling during manufacturing processes, ensuring that consumers can enjoy the benefits of its flavor and fragrance properties without any adverse effects.

InChI:InChI=1/C9H9NS/c1-8-3-2-4-9(5-8)6-11-7-10/h2-5H,6H2,1H3

Upstream product

• 620-19-9 1-chloromethyl-3-methyl-benzene 
• 333-20-0 potassium thioacyanate 
• 540-72-7 sodium thiocyanide 
• 108-38-3 m-xylene 
• 587-03-1 3-methylbenzyl alcohol 
• 1147550-11-5 ammonium thiocyanate 
• 620-13-3 1-bromomethyl-3-methyl-benzene 
• 5961-98-8 thiocyanatochloride 
• 506-68-3 bromocyane 

Downstream Products

• 61819-81-6 1,4-dimethyl-2-(3-methylbenzyl) benzene 
• 66923-72-6 (3-Methyl-benzyl)-(2,4-dinitro-phenyl)-sulfid 

Relevant academic research and scientific papers

AIBN-initiated direct thiocyanation of benzylic sp3C-H with: N -thiocyanatosaccharin

Direct thiocyanations of benzylic compounds have been implemented. Here, a new strategy, involving a free radical reaction pathway initiated by AIBN, was used to construct the benzylic sp3 C-SCN bond. In this way, the disadvantage of other strategies involving introducing leaving groups in advance to synthesize benzyl thiocyanate compounds was overcome. The currently developed protocol also involved the use of readily available raw materials and resulted in high product yields (up to 100%), both being great advantages for synthesizing benzyl thiocyanates.

Sulfuryl Fluoride Promoted Thiocyanation of Alcohols: A Practical Method for Preparing Thiocyanates

A novel SO 2F 2-promoted thiocyanation method for the one-step synthesis of thiocyanates through C-O bond cleavage of readily available alcohols with ammonium thiocyanate as the thiocyanating agent was developed. The method avoids the use of additional catalyst, and a variety of (hetero)arene, alkene and aliphatic alcohols reacted with high efficiency in ethyl acetate under mild conditions to afford the corresponding thiocyanates in excellent to quantitative yields with broad functional-group compatibility.

Crown ether functionalized magnetic hydroxyapatite as eco-friendly microvessel inorganic-organic hybrid nanocatalyst in nucleophilic substitution reactions: an approach to benzyl thiocyanate, cyanide, azide and acetate derivatives

In this paper, high catalytic activity of 4′,4″-diformyl dibenzo-18-crown-6 anchored onto the functionalized magnetite hydroxyapatite (γ-Fe2O3@HAp–Crown) as a new, versatile and magnetically recoverable catalyst, was prepared. It evaluated as phase-transfer catalyst and molecular host system for nucleophilic substitution reactions of benzyl halides with thiocyanate, cyanide, azide and acetate anions in water. No evidence for the formation of by-products was observed and the products obtained in pure form without further purification. The nanocomposite was easily removed from solution via application of a magnetic field, allowing straightforward recovery and reuse. The synthesized nanocomposite was characterized by several techniques such as FT-IR, TGA-DTG, EDX, XRD, BET, FE-SEM, TEM and VSM.

One-pot synthesis of (ethoxycarbonyl)difluoromethylthioethers from thiocyanate sodium and ethyl 2-(trimethylsilyl)-2,2-difluoroacetate (TMS-CF2CO2Et)

An efficient one-pot cascade methodology for the synthesis of (ethoxycarbonyl)difluoromethyl thioethers is described. Benzyl, allyl, alkyl halides or diazonium salts as the starting materials together with thiocyanate sodium and TMS-CF2CO2Et in the presence of CsF or NaOAc afford a variety of the fluoroalkylthiolated products in moderate to good yields.

Nanomagnetic double-charged diazoniabicyclo[2.2.2]octane dichloride silica as a novel nanomagnetic phase-transfer catalyst for the aqueous synthesis of benzyl acetates and thiocyanates

Abstract Nanomagnetic double-charged diazoniabicyclo[2.2.2]octane dichloride silica hybrid (Fe3O4@SiO2/DABCO) was used as an efficient and magnetically recoverable phase-transfer catalyst (PTC) for nucleophilic substitution reactions of benzyl halides for the synthesis of benzyl acetates and thiocyanates in good to excellent yields at 100 C in water. No evidence for the formation of by-products, for example, isothiocyanate or benzyl alcohol was observed and the products were obtained in pure form without further purification. The catalyst was easily separated with the assistance of an external magnetic field from the reaction mixture and reused for several consecutive runs without significant loss of its catalytic efficiency.

β-Cyclodextrin conjugated magnetic nanoparticles as a novel magnetic microvessel and phase transfer catalyst: Synthesis and applications in nucleophilic substitution reaction of benzyl halides

This paper presents a feasible protocol for the preparation of β-cyclodextrin conjugated Fe3O4 magnetic nanoparticles as an efficient microvessel and host system for nucleophilic substitution reaction of benzyl halides in water. No evidence for the formation of by-product for example isothiocyanate or benzyl alcohol was observed and the products were obtained in pure form without further purification. The characteristics results of FT-IR, XRD, TGA and SEM shows that β-CD is grafted onto Fe3O4 nanoparticles. The nanomagnetic catalyst could be readily separated from solution via application of an external magnet, allowing straightforward recovery and reuse.

Magnetic nanoparticles grafted with β-cyclodextrin-polyurethane polymer as a novel nanomagnetic polymer brush catalyst for nucleophilic substitution reactions of benzyl halides in water

The polymer coated magnetic nanoparticles has gained significant attention for potential applications in biomedicine, separations, and magnetic storage. In this study, β-cyclodextrin-polyurethane polymer coated Fe 3O4 magnetic nanoparticle as a novel class of hybrid organic/inorganic molecular catalyst was successfully prepared and evaluated as solid-liquid phase-transfer catalyst and molecular host system for nucleophilic substitution reactions. The nanocomposite has demonstrated the ability to catalytic the nucleophilic substitution reaction of benzyl halides with thiocyanate, azide, cyanide and acetate anions in water. No evidence for the formation of by-products for example isothiocyanate or alcohol was observed and the products obtained in pure form without further purification. The nanomagnetic polymer brush catalyst was easily removed from solution via application of a magnetic field, allowing straightforward recovery and reuse. Results obtained from scanning electron microscopy (SEM) and vibrating sample magnetometery (VSM) show that the synthesized magnetic nanocomposite are superparamagnetic with a mean diameter of 59 nm. The grafting of β-cyclodextrin-polyurethane polymer to Fe3O4 magnetic nanoparticle is confirmed by Fourier transform infrared spectroscopy (FT-IR).