629-19-6

Basic information

• Product Name: Propyl disulfide
• Synonyms: N-PROPYL DISULFIDE;PROPYL DISULFIDE;PROPYL DISULPHIDE;PROPYLDITHIOPROPANE;(n-C3H7S)2;1-(Propyldisulfanyl)propane;4,5-Dithiaoctane;Disulfide,dipropyl
• CAS NO: 629-19-6
• Molecular Formula: C₆H₁₄S₂
• Molecular Weight: 150.31
• EINECS: 211-079-8
• Product Categories: Pyridines;pyrazine Flavor
• Mol File: 629-19-6.mol
• Article Data: 108

Chemical Properties

• Melting Point: −86 °C(lit.)
• Boiling Point: 195-196 °C(lit.)
• Flash Point: 151 °F
• Appearance: Clear colorless to pale yellow/Liquid
• Density: 0.96 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.735mmHg at 25°C
• Refractive Index: n20/D 1.497(lit.)
• Storage Temp.: Store below +30°C.
• Solubility: 0.04g/l
• BRN: 969200
• CAS DataBase Reference: Propyl disulfide(CAS DataBase Reference)
• NIST Chemistry Reference: Propyl disulfide(629-19-6)
• EPA Substance Registry System: Propyl disulfide(629-19-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 23-24/25-37/39-26
• RIDADR: 2810
• WGK Germany: 3
• RTECS: JO1955000
• F: 13
• TSCA: Yes
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 629-19-6(Hazardous Substances Data)

Usage

Description

Propyl disulfide, also known as dipropyl disulfide (DPDS), is a chemical compound with the formula (C3H7)2S2. It is a clear, colorless to pale yellow liquid with a pungent, sulfur-like odor, reminiscent of the smell of onion and garlic. Propyl disulfide is an efficient scavenger of reactive oxygen species (ROS) and has been found to prevent oxidative DNA damage caused by certain nitrosamines.

Uses

Used in Flavor Industry:
Propyl disulfide is used as a flavoring agent for its alliaceous, sulfurous, green, vegetative, and asefetida nuances. It is commonly found in various food items, such as cabbage, onion, garlic, shallot, roasted onion, raw leek, heated leek, chive, nobiru, caucas, Welsh onion, scallion, grilled and roasted beef, and roasted peanut.
Used in Pharmaceutical Industry:
Propyl disulfide is used as an antioxidant and a scavenger of reactive oxygen species (ROS) in the pharmaceutical industry. It helps prevent oxidative DNA damage caused by N-nitrosopiperidine (NPIP) and N-nitrosodibutylamine (NDBA), making it a potential candidate for applications in cancer prevention and treatment.
Used in Chemical Industry:
Propyl disulfide is used as a chemical intermediate in the synthesis of various organic compounds, particularly those with sulfur-containing functional groups. Its unique chemical properties make it a valuable building block for the development of new pharmaceuticals, agrochemicals, and other specialty chemicals.

Preparation

By boiling propyl bromide and Na2S2 in propyl alcohol; from iodine and n-propyl mercaptan; from propyl iodide and sodium thiosulfate by way of sodium propyl thiosulfate, followed by heating.

InChI:InChI=1/C6H14S2/c1-3-5-7-8-6-4-2/h3-6H2,1-2H3

Upstream product

• 56-23-5 tetrachloromethane 
• 107-03-9 1-thiopropane 
• 141-52-6 sodium ethanolate 
• 6898-84-6 sodium 1-propanethiolate 
• 86808-17-5 dipropyl pentasulfide 
• 10147-36-1 n-propanesulfonyl chloride 
• 17891-56-4 tris-propylsulfanyl-silane 
• 106-94-5 propyl bromide 
• 594-42-3 chlorothio-trichloro-methane 
• 98-91-9 thiobenzoic acid 
• 136852-78-3 2-n-propyldithiopyridine-N-oxide 
• 869-56-7 tripropyl phosphorotrithioite 
• 4251-16-5 propyl thiocyanate 
• 127-18-4 1,1,2,2-tetrachloroethylene 

Downstream Products

• 1948-52-3 propyl propylthiosulfinate 
• 2280-26-4 S-propylmercapto-L-cysteine 
• 2179-60-4 methyl n-propyl disulfide 
• 17619-36-2 methyl propyl trisulfide 
• 6028-61-1 dipropyl trisulfide 
• 107-03-9 1-thiopropane 
• 3877-15-4 1-(methylthio)-propane 
• 79-05-0 Propionamid 
• 20195-06-6 O,O-diethyl-S-n-propyl phosporothiolate 
• 4110-50-3 ethyl propyl sulfide 
• 30453-31-7 ethyl propyl disulfide 
• 110-81-6 diethyldisulfane radical cation 
• 20614-39-5 1-propylthio-3-buten-2-ol 
• 791-28-6 Triphenylphosphine oxide 

Relevant articles and documents

Nucleophile-induced intramolecular dipole 1,5-transfer and 1,6-cyclization: Experimental and ab initio studies of formation, thermolysis, and molecular and electronic structures of 3,6-diphenyl-1-propanesulfenimido-1,2,4,5-tetrazine

Reaction of dichlorobenzaldazine (2) with sodium azide followed by 1-propanethiol/Et3N furnished tetrazine ylide 1 as the main product. The structure of this unprecedented ylide was confirmed with single-crystal X-ray analysis [C17H17N5S, monoclinic P21/n a = 6.8294(4) A, b = 13.6781(9) A, c = 17.5898(12) A, β = 90.666(1)°, Z = 4] and favorably compared with the results of ab initio calculations. The mechanisms of formation of the ylide and its thermal decomposition to 2,5-diphenyltetrazine (5) were investigated using ab initio methods and correlated with the experimental observations. The results suggest that formation of 1 involves intramolecular cyclization of a nitrile imine and thermolysis of 1 might generate a sulfenylnitrene. The formation of 1 is considered to be the first example of a potentially more general reaction.

Substituted o-Aminophenols as Redox-Mediators in the Thiol Oxidation to Unsymmetrical Disulfides

A number of substituted o-aminophenols has been investigated as redox mediators of the thiol oxidation to disulfides. The electrooxidation of o-aminophenols leads to the corresponding o-iminobenzoquinones. These compounds react with thiols in the solution with a formation of disulfides. It was established that the use of 4,6-di-tert-butyl-2-(tert-butylamino)phenol as a redox mediator can reduce the overpotential of the thiol oxidation by 0.2-1.4 V depending on the nature of the coupling thiols. The unsymmetrical disulfides with alkyl, aryl, and heteroaryl substituents were obtained as the result of the indirect electrosynthesis.

METHOD FOR OXIDATION OF SULFUR-CONTAINING COMPOUNDS

Various embodiments disclosed relate to a method of oxidizing sulfur-containing compounds. The method involves contacting a sulfur-containing compound with a helmet phthalocyaninato-type catalyst in the presence of an oxidant. The present invention also provides a method of removing undesired sulfur-containing compounds from a fluid, such as natural gas, crude oil or an aqueous waste stream.