765-15-1

Usage

Uses

Used in Chemical Synthesis:
N-DODECYL THIOCYANATE is used as a reagent in the synthesis of thioether compounds for its ability to facilitate the formation of these sulfur-containing organic compounds, which are important in various chemical and pharmaceutical applications.
Used in Pharmaceutical Compound Preparation:
N-DODECYL THIOCYANATE is used as a precursor in the preparation of pharmaceutical compounds, contributing to the development of new drugs and therapeutic agents.
Used in Nanoparticle Production:
N-DODECYL THIOCYANATE is used as a component in the production of functionalized nanoparticles, enhancing their properties for targeted applications in various industries.
Used as a Phase Transfer Catalyst:
N-DODECYL THIOCYANATE is used as a phase transfer catalyst to facilitate reactions between reactants in different phases, improving the efficiency and selectivity of chemical reactions.
Used in Specialty Chemical Applications:
N-DODECYL THIOCYANATE is used as a component in specialty chemical formulations, leveraging its surfactant properties for specific industrial needs.
Used in Metal Ion Analysis:
N-DODECYL THIOCYANATE is used as a reagent for the analysis of metal ions, playing a crucial role in analytical chemistry for detecting and quantifying metal content in various samples.
Used as a Corrosion Inhibitor:
N-DODECYL THIOCYANATE is used in some formulations as a corrosion inhibitor, helping to protect materials from degradation and extending their service life in various applications.

InChI:InChI=1/C13H25NS/c1-2-3-4-5-6-7-8-9-10-11-12-15-13-14/h2-12H2,1H3

Upstream product

• 112-53-8 1-dodecyl alcohol 
• 540-72-7 sodium thiocyanide 
• 112-55-0 1-dodecylthiol 
• 1147550-11-5 ammonium thiocyanate 
• 18536-91-9 dodecyltriethoxysilane 
• 1701-93-5 silver thiocyanate 
• 2757-37-1 didodecyl disulfide 
• 143-15-7 1-dodecylbromide 
• 112-52-7 1-chlorododecane 
• 143-33-9 sodium cyanide 
• 333-20-0 potassium thioacyanate 
• 2290-65-5 trimethylsilyl isothiocyanate 
• 4292-19-7 1-Iodododecane 

Downstream Products

• 112-55-0 1-dodecylthiol 
• 2757-37-1 didodecyl disulfide 
• 102710-12-3 1-dodecylsulfanylmethylbenzene 

Relevant academic research and scientific papers

Dynamic Nucleophilic Aromatic Substitution of Tetrazines

A dynamic nucleophilic aromatic substitution of tetrazines (SNTz) is presented herein. It combines all the advantages of dynamic covalent chemistry with the versatility of the tetrazine moiety. Indeed, libraries of compounds or sophisticated molecular structures can be easily obtained, which are susceptible to post-functionalization by inverse electron demand Diels–Alder (IEDDA) reaction, which also locks the exchange. Additionally, the structures obtained can be disassembled upon the application of the right stimulus, either UV irradiation or a suitable chemical reagent. Moreover, SNTz is compatible with the imine chemistry of anilines. The high potential of this methodology has been proved by building two responsive supramolecular systems: A macrocycle that displays a light-induced release of acetylcholine; and a truncated [4+6] tetrahedral shape-persistent fluorescent cage, which is disassembled by thiols unless it is post-stabilized by IEDDA.

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.

Silver-mediated oxidative functionalization of alkylsilanes

A general approach to the functionalization of aliphatic C-Si bonds in the presence of silver salts and oxidants has been reported. This strategy encompasses a range of valuable C-Si transformations, including the direct conversions of a C-Si bond to C-OCF3, C-OBz, C-OCOCF3, C-SCF3, C-SCN, and C-N3 bonds. Among them, trifluoromethoxylation of alkylsilanes is reported for the first time. In addition, mechanistic studies indicate that this reaction may proceed through a radical mechanism.

Synthesis of difluoromethyl thioethers from difluoromethyl trimethylsilane and organothiocyanates generated in situ

A copper-CF2H complex generated in situ from copper thiocyanate and TMS-CF2H smoothly converts organothiocyanates into valuable difluoromethyl thioethers. This reaction step can be combined with several thiocyanation methods to one-pot protocols, allowing late-stage difluoromethylthiolations of widely available alkyl halides and arenediazonium salts. This strategy enables the introduction of difluoromethylthio groups - a largely unexplored substituent with highly promising properties - into drug-like molecules. A copper-CF2H complex generated in situ from copper thiocyanate and TMS-CF2H smoothly converts organothiocyanates into valuable difluoromethyl thioethers. This reaction step can be combined with several thiocyanation methods to one-pot protocols, allowing late-stage difluoromethylthiolations of widely available alkyl halides and arenediazonium salts.

General and practical formation of thiocyanates from thiols

A new method for the cyanation of thiols and disulfides using cyanobenziodoxol(on)e hypervalent iodine reagents is described. Both aliphatic and aromatic thiocyanates can be accessed in good yields in a few minutes at room temperature starting from a broad range of thiols with high chemioselectivity. The complete conversion of disulfides to thiocyanates was also possible. Preliminary computational studies indicated a low energy concerted transition state for the cyanation of the thiolate anion or radical. The developed thiocyanate synthesis has broad potential for various applications in synthetic chemistry, chemical biology and materials science.

Efficient conversion of thiols to thiocyanates by in situ generated Ph3P(SCN)2

A new, novel, rapid and simple method is described for the one-pot conversion of thiols to thiocyanates by use of in situ generated PPh3(SCN)2 at room temperature.

Optimized access to alkyl thiocyanates

Functionalized alkyl thiocyanates are synthesized in high yields from corresponding halides via in situ formation of tetra n-butylammonium thiocyanate. Use of this mild but efficient thiocyanation reagent limits the amounts of by-products.