DIETHYL DISULFIDE

PRODUCT IDENTIFICATION

CAS NO. 110-81-6

DIETHYL DISULFIDE

EINECS NO. 203-805-7
FORMULA (C2H5S)2
MOL WT. 122.24
H.S. CODE

 

TOXICITY

Oral rat LD50: 2030 mg/kg
SYNONYMS Disulfuro de dietilo; Disulfure de diéthyle; 1-(Ethyldisulfanyl)ethane;
Ethyl disulfide; Ethyldithioethane; 3,4-Dithiahexane; Diethyl disulphide;

DERIVATION

 

CLASSIFICATION

 

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE Clear to pale yellow liquid
MELTING POINT  
BOILING POINT 152 - 154 C
SPECIFIC GRAVITY 0.99 - 0.995
SOLUBILITY IN WATER  
pH

 

VAPOR DENSITY 4.21
AUTOIGNITION

 

NFPA RATINGS Health: 1 Flammability: 2 Reactivity: 0

REFRACTIVE INDEX

1.5055 - 1.5075
FLASH POINT 38 C
STABILITY Stable under ordinary conditions

APPLICATIONS

Mercaptan: any of a class of organosulfur compounds is similar to the alcohol and phenol but containing a sulfur atom in place of the oxygen atom. Compounds containing -SH as the principal group directly attached to carbon are named 'thiols'. In substitutive nomenclature their names are formed by adding '-thiol' as a suffix to the name of the parent compound. When -SH is not the principal group, the prefix 'mercapto-' is placed before the name of the parent compound to denote an unsubstituted -SH group. 'thio'  is a chemical prefix indicates the replacement of an oxygen in an acid radical by sulfur with a negative valence of 2. Sulfur analog of alcohol is called thiol (or mercaptan), and ether analog is called sulfide.

Sulfate (also spelled sulphates in Euorpe) is any chemical compound related to sulfuric acid, formed by replacing one or both of the hydrogens with a metal or a radical. Sulfite is any salt of sulfurous acid, chemical species H2SO3, which is formed in aqueous solutions of sulfur dioxide. Sulfurous acid is a clear liquid with a strong sulfur aroma. Sulfide is a compound having one or more sulfur atoms in which the sulfur is connected directly to a carbon, metal, or other nonoxygen atom; for example, sodium sulfide, Na2S. Sulfur compounds are used in the synthesis of medicine and chemicals, manufacture of wood, pulp and paper. They are used in winemaking, brewing, food preservation, metallurgy, engraving process, ore flotation, additive in making steel, bleaching, metal treatment and as an analytic reagent.

The first chemical contrast of thiols and sulfides with alcohols and ethers is acidity which is important in organic reactions. Thiols are stronger acids than relevant alcohols and phenols. Thiolate conjugate bases are easily formed, and are excellent nucleophiles in SN2 reactions of alkyl halides and tosylates. The nucleophilicity of sulfur is much greater than that of oxygen, resulting in a number of useful electrophilic substitution reaction that are rare by oxygen. For example, sulfides form (with alkyl halides) ternary sulfonium salts, in the same alkylattion of tert-amines quaternary ammonium salts, whereas ternary oxonium salts are prepared only under extream conditions. Without exception, sulfoxides, sulfinate salts and sulfite anion also alkylate on sulfur, despite of the partial negative formal charge on oxygen and partial positive charge on sulfur. The second character is the oxidation states of sulfur. Oxygen has only two oxidation states, whereas sulfur covers from –2 to +6 as follows:

  • -2: Hydrogen Sulfide (H2S), sulfides, sulfonium ions
  • -1: disulfides
  • 0: S elemental, sulfoxides, sulfenic acids
  • +2: sulfones, sulfinic acids
  • +4: sulfonic acids, sulfite esters
  • +6: sulfate esters

One more sulfur compound's contrast with oxygen analog is in oxidation chemistry. Oxidation of sulfur compounds changes the oxidation state of sulfur rather than carbon, whereas, oxidation of  alcohols to aldehydes and ketones changes the oxidation state of carbon not oxygen. Thiols is oxidized to S-S single bond (disufide) which is stronger than O–O bond in peroxide. Disufide forms sulfenyl chlorides (with chlorine in mild condition) or sulfonic acids under harder condition. Oxidation of sulfides with hydrogen peroxide (or peracids) yields sulfoxides and then to sulfones. A certain sulfoxide compound such as dimethyl sulfoxide can be used as an effective oxygen source in the oxidation reaction of primary and secondary alcohols to aldehydes and ketones. DMSO easily is reduced to dimethyl sulfide and water is taken up by the electrophile. oxidation procedure is very mild and tolerates a variety of other functional groups, including those having oxidizable nitrogen and sulfur atoms.

Organosulfur compounds are widely used in refineries, steamcrackers, aromatic extraction and petrochemical manufacturing as they acts as hydrotreating catalysts, initial catalyst improvers, sulfur source and catalyst presulfiding. Sulfoxide (R2SO) is any of various organic sulfur compounds having the group -SO (sulfinyl group) whereas sulfone (RSOOR) with the group -SO2 (sulfonyl group). They are derived from oxidation of sulfides. They are widely used as solvent of both extraction and reaction as well as intermediates for the synthesis of textile chemicals and pharmaceuticals and agrochemicals. Dimethyl Sulfoxide is used as an effective extraction solvent and solvent improver for the separation of aromatic compounds (benzene, toluene and xylenes) from aliphatic hydrocarbons, and for fractionation of unsaturated components (olefins and alkynes) from saturated feedstock. It is used as a thermally stable medium for carrying out chemical reactions to make pharmaceuticals, agrochemicals (especially pyrethroid insecticides) paint and coating materials and biocides. Its pharmaceutical grade can be used as a as a local analgesic and anti-inflammatory agent. Sulfolane is used as a extraction as well as a reaction solvent. It is used to separate aromatic hydrocarbons (benzene, toluene and xylenes), It is used to separate n-propyl alcohol and sec-butyl alcohol. It is used to purify natural gas streams and for fractionation of fatty acids into saturated and unsaturated components. It is used as a reaction solvent for the preparation of aromatic sulfonic acids, pyridines, isocyanates and pharmaceuticals. It can also be involved in the halogen exchange process and polymerization process. It is used as a plasticizer and curing agent.

Organosulfur compounds have diverse applications in the organic synthesis as organosulfur sources into target organic molecules in the manufacture of pharmaceuticals, adhesives, biocides, agrochemical products, lubricant and fuel additives for high pressure, surfactants, water treatment chemicals, dyes, flavors & fragrances, and photographic chemicals. 

Sulfonamide is an organic sulfur compounds containing the radical -SO2NH2 (the amides of sulfonic acids). Its molecular structure is similar to p-Aminobenzoic acid (PABA) which is needed in bacteria organisms as a substrate of the enzyme dihydropteroate synthetase for the synthesis of tetrahydrofolic acid (THF). Sulfonamides, derived from chiefly sulfanilamide, are capable of interfering with the metabolic processes in bacteria that require PABA. They act as antimicrobial agents by inhibiting bacterial growth and activity and called sulfa drugs. They are used in the prevention and treatment of bacterial infections, diabetes mellitus, edema, hypertension, and gout.

Diethyl Sulfide is used as a solvent for a wide range of organic and inorganic materials. It is one of the simplest organic substance containing sulfur, used as a presulfiding agent for catalysts in the refinery and petrochemical manufacturing process especially in the ethylene manufacturing to control the formation of coke and carbon monoxide. It is also used in steel mill furnaces to control dusting. It is a chemical intermediate for wide range of organic synthesis.

SALES SPECIFICATION

APPEARANCE

Clear to yellow liquid

ASSAY (GC)

99.0% min

BOILING POINT

152 - 153 C

WATER

0.1% max

TRANSPORTATION
PACKING

200kgs in drum

HAZARD CLASS 3 (Packing group:III)
UN NO. 1993
OTHER INFORMATION
Hazard Symbols: XI, Risk Phrases: 10-36/37/38, Safety Phrases: 26-36