79528-83-9

Basic information

• Product Name: Thiocyanic acid, 3-phenylpropyl ester
• CAS NO: 79528-83-9
• Molecular Formula: C10H11NS
• Molecular Weight: 177.27
• Mol File: 79528-83-9.mol
• Article Data: 18

Chemical Properties

• CAS DataBase Reference: Thiocyanic acid, 3-phenylpropyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Thiocyanic acid, 3-phenylpropyl ester(79528-83-9)
• EPA Substance Registry System: Thiocyanic acid, 3-phenylpropyl ester(79528-83-9)

Safety Data

• Hazardous Substances Data: 79528-83-9(Hazardous Substances Data)

Upstream product

• 122-97-4 3-Phenyl-1-propanol 
• 1147550-11-5 ammonium thiocyanate 
• 112471-51-9 2-(3-phenylpropoxy)tetrahydro-2H-pyran 
• 4119-41-9 1-iodo-3-phenylpropan 
• 637-59-2 1-Bromo-3-phenylpropane 
• 540-72-7 sodium thiocyanide 
• 333-20-0 potassium thioacyanate 
• 104-52-9 phenylpropyl chloride 
• 3742-75-4 3-phenylpropyl 4-methylbenzenesulfonate 
• 69804-99-5 3-phenylpropanol methanesulfonate 
• 344790-87-0 1-butyl-3-methylimidazolium thiocyanate 
• 410080-31-8 3-methylbutyl 3-phenylpropyl sulfide 
• 3674-54-2 tetrabutylammonium thiocyanate 
• 14629-60-8 trimethyl(3-phenylpropoxy)silane 

Downstream Products

• 89987-96-2 1,2-bis(3-phenylpropyl)disulfane 
• 150-60-7 dibenzyl disulphide 
• 1429397-45-4 C₁₆H₁₈S₂ 

Relevant articles and documents

One-Pot Deoxygenation and Substitution of Alcohols Mediated by Sulfuryl Fluoride

Sulfuryl fluoride is a valuable reagent for the one-pot activation and derivatization of aliphatic alcohols, but the highly reactive alkyl fluorosulfate intermediates limit both the types of reactions that can be accessed as well as the scope. Herein, we report the SO2F2-mediated alcohol substitution and deoxygenation method that relies on the conversion of fluorosulfates to alkyl halide intermediates. This strategy allows the expansion of SO2F2-mediated one-pot processes to include radical reactions, where the alkyl halides can also be exploited in the one-pot deoxygenation of primary alcohols under mild conditions (52-95% yield). This strategy can also enhance the scope of substitutions to nucleophiles that are previously incompatible with one-pot SO2F2-mediated alcohol activation and enables substitution of primary and secondary alcohols in 54-95% yield. Chiral secondary alcohols undergo a highly stereospecific (90-98% ee) double nucleophilic displacement with an overall retention of configuration.

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.

2,4,4,6-Tetrabromo-2,5-cyclohexadienone as an efficient reagent for phosphine-free electrophilic transformation of alcohols and epoxides

In this study, 2,4,4,6-tetrabromo-2,5-cyclohexadienone (TABCO) was prepared and used successfully as a stable phosphine-free reagent for the conversion of alcohols into alkyl thiocyanates and epoxides into 2-hydroxythiocyanates. The reactions seem to proceed via in situ generation of electrophilic sulfur species by reaction of NH4SCN and TABCO. This combined reagent worked well with both alcohols and epoxides in acetonitrile solvent and under solvent-free conditions.