1679-07-8

Usage

Uses

Used in Food Industry:
Cyclopentanethiol is used as a food spice to impart a rich, savory taste to various dishes. Its ability to evoke flavors reminiscent of onion, garlic, and other vegetables makes it a valuable ingredient in enhancing the taste and aroma of food products.
Used in Pharmaceutical Industry:
Cyclopentanethiol serves as a pharmaceutical intermediate, playing a crucial role in the synthesis of various drugs and medications. Its unique chemical properties make it a versatile building block for developing new pharmaceutical compounds.
In terms of environmental impact, the annual production of Cyclopentanethiol is relatively low, at less than 1.00 lb, indicating that its use is highly specialized and controlled. This ensures that the application of Cyclopentanethiol remains focused on its specific functions in the food and pharmaceutical industries, without causing significant environmental concerns.

Preparation

From cyclopentyl bromide and potassium hydrosulfide; by treating cycloalkanone dimethyl dithioacetals with four equivalents of an alkaline metal; from cyclopentyl naphthyl sulfide and an aluminosilicate catalyst.

Safety Profile

A human poison. A flammable liquid. When heated to decomposition it emits toxic vapors of SOx

InChI:InChI=1/C5H10S/c6-5-3-1-2-4-5/h5-6H,1-4H2

Upstream product

• 137-43-9 Cyclopentyl bromide 
• 17356-08-0 thiourea 
• 33240-34-5 cyclopentylmagnesium bromide 
• 94002-87-6 cyclopentyl(naphthalen-1-yl)sulfane 
• 120-92-3 cyclopentanone 
• 1564-41-6 1-oxa-4-thiaspiro<4,4>nonan-2-one 
• 108-88-3 toluene 
• 1126-65-4 dicyclopentyl thioether 
• 4485-78-3 dicyclopentyl disulfide 
• 108975-22-0 cyclopentyl-(1,2,3,4-tetrahydro-[1]naphthyl)-sulfide 
• 102-54-5 ferrocene 
• 287-92-3 Cyclopentane 
• 142-29-0 cyclopentene 
• 96-41-3 Cyclopentanol 

Downstream Products

• 7133-16-6 cyclopentyl n-butyl sulfide 
• 7133-17-7 Isobutyl-cyclopentyl-sulfid 
• 7133-13-3 cyclopentyl ethyl sulfide 
• 7133-15-5 Isopropyl-cyclopentyl-sulfid 
• 7133-36-0 cyclopentyl methyl sulfide 
• 7783-06-4 hydrogen sulfide 
• 142-29-0 cyclopentene 
• 901120-37-4 5-cyclopentylsulfanyl-1-isobutyl-3-methyl-6-(2-trifluoromethyl-benzoyl)-1H-thieno[2,3-d]pyrimidine-2,4-dione 
• 86810-73-3 Cyclopentyl-(4-nitrophenyl)-sulfid 
• 170914-61-1 4-[5-(1-Cyclopentylthio-3-methylbutyl)-4-hydroxy-6-oxo-6H-pyran-2-yl]benzoic acid ethyl ester 
• 149391-24-2 {TiCl₄(C₅H₉SH)2} 
• 873440-89-2 C₁₉H₂₀S 
• 1186519-73-2 3-bromo-5-(cyclopentylthio)benzoic acid 
• 686351-24-6 1-(cyclopentylthio)-3-iodo-5-methylbenzene 

Relevant academic research and scientific papers

Thiolation of cycloalkenes C5, C6 by redox-activation of hydrogen sulfide

Direct and indirect redox-activation of H2S in the presence of cyclopentene or cyclohexene in MeCN at 25?°C affords the corresponding cycloalkanethiols.

Redox mediators of hydrogen sulfide oxidation in reactions with cycloalkanes

An indirect electrochemical method for thiolation of cycloalkanes C5-C7 has been suggested. The method is based on a new approach to activation of hydrogen sulfide by redox mediators.

NONCONVENTIONAL FRIEDEL-CRAFTS CHEMISTRY IV. ON THE REACTION OF 1,3-OXATHIOLAN-5-ONE-2-SPIRO-1'-CYCLOALKANES WITH FERROCENE IN THE PRESENCE OF AlCl3 CATALYLST

The reaction of ferrocene with 1-oxa-4-thiaspirononan-2-one (1) and /or 1-oxa-4-thiaspiro-decan-2-one (2) in the presence of aluminum chloride catalyst afforded the spiroferrocene derivatives 4, 6, 5 and 7, respectively.The mechanism of these reactions is discussed.Key words: Friedel-Crafts reactions; ferrocene chemistry.

NONCONVENTIONAL FRIEDEL-CRAFTS CHEMISTRY III. ON THE REGIOSPECIFIC SYNTHESIS OF SPIRO-4'-ONE DERIVATIVES

The rection of 1-oxa-4-thiaspirononan-2-one (4) and/or 1-oxa-4-thiaspirodecan-2-one (5) with arenes (6) under the catalytic action of aluminum chloride afforded in all cases spiro-4'-ones (7a - g and 8a - g), -acetic acid, (9a - g and 10a - g), cycloalkylthioacetic acids, (11 and 20) aryl cycloalkyl sulfides, (14 and 23) diarylsulfides (15), diaryl disulfides and dicycloalkyl disulfides (13 and 22).The mechanisms of these reactions are discussed.Key words: Spiroisothiochroman-4-ones; Friedel-Crafts reactions.