107-03-9 Usage
Description
1-Propanethiol, also known as propyl mercaptan, is an organic compound with the molecular formula C3H8S. It belongs to the group of thiols, which are organic compounds with sulfur-containing sulfhydryl groups (-SH) replacing the oxygen-containing hydroxyl groups found in alcohols. 1-Propanethiol is a colorless liquid with a strong, offensive odor and is moderately toxic. It is less dense than water, slightly soluble in water, and highly flammable. 1-Propanethiol is characterized by a cabbage-like odor and can be found in various natural sources such as onion, garlic, and durian.
Uses
Used in Research Areas:
1-Propanethiol is used as a versatile compound in various research areas, including cell biology, materials science, nanoscience, self-assembled monolayers (SAMs), nanoelectronics, and contact printing. It serves as a valuable tool for scientists due to its unique properties and reactivity.
Used in Solar Energy Industry:
1-Propanethiol is used as a capping agent to improve the thermal stability and light absorption of silver nanoparticles (AgNPs), which can be incorporated into perovskite solar cells. This application enhances the efficiency and performance of solar energy systems.
Used in Semiconductor Industry:
Gallium-arsenic (Ga-As) can be surface functionalized with 1-Propanethiol, potentially allowing its use in the fabrication of group VI precursors and self-assembled electron beam resists. This contributes to the development and miniaturization of semiconductor devices.
Used in Surface Modification:
1-Propanethiol can form a self-assembled monolayer (SAM) on gold (111) surfaces, which may be used to immobilize macromolecules. This property is useful in various applications, such as biosensors and surface modification for improved material properties.
Used as a Chemical Intermediate:
1-Propanethiol serves as a chemical intermediate in the synthesis of various organic compounds and materials, playing a crucial role in the chemical industry.
Used as a Herbicide:
1-Propanethiol is also used as a herbicide to control the growth of unwanted plants in agricultural and horticultural settings, contributing to more efficient crop production and management.
Preparation
By reacting propyl alcohol and H2S under particular conditions; from propyl alcohol or propyl disulfide and naphthalene; from
n-propyl chloride and potassium hydrosulfide; also from n-propanol plus bromine plus red phosphorus in the presence of sodium sulfate.
Air & Water Reactions
Highly flammable. Vapors explosive when exposed to heat, flame or sparks. Slightly soluble in water.
Reactivity Profile
1-Propanethiol emits toxic fumes of oxides of sulfur when heated to decomposition. Reacts violently on contact with calcium hypochlorite [Chem. Eng. News, 1973, 51(26), p. 14].
Hazard
Highly flammable, dangerous fire risk.
Health Hazard
Inhalation causes muscular weakness, convulsions, and respiratory paralysis; high concentrations may cause pulmonary irritation. Contact with liquid causes irritation of eyes and skin. Ingestion causes irritation of mouth and stomach.
Fire Hazard
Special Hazards of Combustion Products: Toxic sulfur dioxide is generated.
Flammability and Explosibility
Flammable
Safety Profile
A poison. Moderately
toxic by intraperitoneal route. Mildly toxic
by inhalation. A severe eye irritant. A
flammable liquid and very dangerous fire
hazard when exposed to heat or flame.
Explodes on contact with calcium
hypochlorite. When heated to
decomposition it emits toxic fumes of SOx.
See also MERCAPTANS.
Purification Methods
Purify the thiol by dissolving it in aqueous 20% NaOH, extracting with a small amount of *benzene and steam distilling until clear. After cooling, the solution is acidified slightly with 15% H2SO4, and the thiol is distilled out, dried with anhydrous CaSO4 or CaCl2, and fractionally distilled under nitrogen. [Mathias & Filho J Phys Chem 62 1427 1958.] Also purify it by liberating the mercaptan by adding dilute HCl to the residue remaining after steam distilling. After direct distillation from the flask, and separation of the water, the mercaptan is dried (Na2SO4) and distilled under nitrogen. [Beilstein 1 IV 1449.]
Check Digit Verification of cas no
The CAS Registry Mumber 107-03-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 7 respectively; the second part has 2 digits, 0 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 107-03:
(5*1)+(4*0)+(3*7)+(2*0)+(1*3)=29
29 % 10 = 9
So 107-03-9 is a valid CAS Registry Number.
InChI:InChI=1/C3H8S.Na/c1-2-3-4;/h4H,2-3H2,1H3;/q;+1/p-1
107-03-9Relevant articles and documents
-
Gorin,Dougherty,Tobolsky
, p. 3551 (1949)
-
Synthesis and antifungal activities of alkyl N-(1,2,3-thiadiazole-4-carbonyl) carbamates and S-alkyl N-(1,2,3-thiadiazole-4-carbonyl) carbamothioates
Li, Zaifeng,Wu, Zengru,Luo, Fuying
, p. 3872 - 3876 (2005)
A series of alkyl N-(1,2,3-thiadiazole-4-carbonyl) carbamates and S-alkyl N-(1,2,3-thiadiazole-4-carbonyl) carbamothioates with unsubstituted or monobrominated straight chain alkyl groups were synthesized and evaluated as fungistatic agents against Gibberella zeae and Altemaria kikuchiana. These compounds showed variable antifungal activities at concentrations of 5 and 50 μg/mL The results showed that antifungal activities depended on the length of the alkyl chain with the optimal chain length of 6-11 carbons. Carbamic acid, (1,2,3-thiadiazole-4-ylcarbonyl)-, hexyl ester (4) showed a strong fungistatic activity against A. kikuchiana at both concentrations, with 90.7 and 54% growth inhibition at 50 and 5 μg/mL, respectively. Carbamic acid, (1,2,3-thiadiazole-4-ylcarbonyl)-, heptyl ester (5); Carbamic acid, (1,2,3-thiadiazole-4-ylcarbonyl)-, octyl ester (6); and Carbamic acid, (1,2,3-thiadiazole-4-ylcarbonyl)-, undecyl ester (9) showed strong fungistatic activity against G. zeae at both concentrations. Their growth inhibitions against G. zeae at the concentration of 5 μg/mL were 78, 63, and 59%, respectively.
-
Stoll,Seebeck
, p. 189,207 (1948)
-
Vasyanina,M.A. et al.
, (1971)
A new procedure for thioester deprotection using thioglycolic acid in both homogeneous and heterogeneous phase
Mahler, Graciela,Saiz, Cecilia,Villamil, Valentina
, (2021/07/20)
Classic acetyl thioester protection/deprotection methodologies are widely used in organic synthesis, but deprotection step usually requires harsh conditions not suitable for labile substrates. In this work, a new method for thioester deprotection using a thiotransesterification approach is described. Firstly, thioglycolic acid (TGA) was identified as a good deprotecting reagent in solution. In order to develop a thiol polymer-supported reagent, TGA was anchored to a PEG-based resin through an amide bond (TG-NCO-SH). Both homogeneous and heterogeneous approaches were conveniently carried out at room temperature, in aqueous buffer at pH 8. The mild conditions were suitable for alkyl and phenyl thioesters. Moreover labile thioesters containing thiazolidine and oxazolidine scaffolds, bearing amine, ester and acetal functionalities were also deprotected. The polymer-supported TGA gave better deprotection yields compared to TGA in solution, yields ranging from 61 to 90%. The feasibility of the recovery and reuse of TG-NCO-SH reagent was explored, showing it can be reused at least five times without lossing the activity.
Two-step three-component process for one-pot synthesis of 8-alkylmercaptocaffeine derivatives
Rad, M. N. Soltani,Maghsoudi
, p. 70335 - 70342 (2016/08/06)
A highly efficient, odourless and two-step three-component process for one-pot synthesis of some 8-alkylmercaptocaffeine derivatives has been described. The catalyst-free three-component reaction of alkyl bromides, thiourea, and 8-bromocaffeine gave 8-alkylmercaptocaffeine products in excellent to quantitative yields. In addition, the impact of parameters on sample reaction is discussed.
