Disulfur dichloride

Manufacture Disulfur dichloride is manufactured in a continuous process by passing chlorine into liquid sulfur at ca. 240°C  

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Chloroethyldisulfides are obtained by electrophilic attack on the sulfur atom of thiiranes by sulfenyl halides (Scheme 39). Sulfur dichloride and disulfur dichloride react similarly to give more sulfur-rich derivatives di- and tri-sulfenyl halides, and tri- and tetra-sulfides (Scheme 42). A 1 1 ratio of sulfur halide to thiirane gives the di- or tri-sulfenyl halide a 2 1 ratio the tri- or tetra-sulfide. Thiirane 1-oxides are cleaved by sulfenyl halides to thiolsulfinates (Scheme 43) (74JAP7440461). 

Disaccharides, 424 Discharge tube, 239, 255 Disproportionation, 361 Dissociation, 179 constant of HF, 361 Dissolving rate, 164 Distillation, 70 Disulfur dichloride, 103 Divalent, 282... 

A derivative 5 of the 1,3-dithiolopentathiepin system was obtained by the action of disulfur dichloride on the titanium complex 4 under conditions of high dilution.397... 

The parent compound 2 is obtained from thiophene-3,4-dithiol (1) and disulfur dichloride.400... 

The 8-cyano compound 2 is prepared by condensation of the disodium dithiolate 1 with disulfur dichloride.414... 

Seif-Test D.4B Write the formulas for (a) cesium sulfide tetrahydrate (b) manganese(VII) oxide (c) hydrogen cyanide (a poisonous gas) (d) disulfur dichloride. 

One of the products of the reaction of sulfur with chlorine is disulfur dichloride, S2C12, a yellow liquid with a nauseating smell it is used for the vulcanization of rubber. When disulfur dichloride reacts with more chlorine in the presence of iron(III) chloride as a catalyst, the foul-smelling red liquid sulfur dichloride, SC12, is produced. Sulfur dichloride reacts with ethene to give mustard gas (16), which has been used in chemical warfare. Mustard gas causes blisters, discharges from the nose, and vomiting it also destroys the cornea of the eye. All in all, it is easy to see why ancient civilizations associated sulfur with the underworld. 

In absence of diluent or other effective control of reaction rate, the sulfoxide reacts violently or explosively with the following acetyl chloride, benzenesul-fonyl chloride, cyanuric chloride, phosphorus trichloride, phosphoryl chloride, tetrachlorosilane, sulfur dichloride, disulfur dichloride, sulfuryl chloride or thionyl chloride [1], These violent reactions are explained in terms of exothermic polymerisation of formaldehyde produced under a variety of conditions by interaction of the sulfoxide with reactive halides, acidic or basic reagents [2], Oxalyl chloride reacts explosively with DMSO at ambient temperature, but controllably in dichloromethane at -60°C [3]. 

A jet of chromyl chloride vapour ignites in the vapour of disulfur dichloride, and addition of drops of chromyl chloride to cooled phosphorus trichloride causes incandescence and sometimes explosion [1], Phosphorus tribromide may also ignite with the chloride [2],... 

See Disulfur dichloride Mercury oxide Hydrogen peroxide... 

Diselenium dichloride and seleninyl chloride both explode on addition of potassium [1,3], while the metal ignites in contact with phosphorus trichloride vapour or liquid [2], Mixtures of potassium with sulfur dichloride or sulfur dibromide, phosphorus tribromide or phosphorus trichloride, and with phosgene are shock-sensitive, usually exploding violently on impact. Potassium also explodes violently on heating with disulfur dichloride, and with sulfur dichloride or seleninyl bromide without heating [3]. 

Violent interactions occur with diselenium dichloride or disulfur dichloride, the latter emitting light and heat [1]. The very exothermic reaction with phosphorus trichloride may accelerate to explosion [2],... 

Disulfur dichloride Mellor, 1940, Vol. 8, 898 Interaction is very violent. 

The most important reaction of disulfur dichloride (S2C12) is with primary arylamines—the Herz reaction (Scheme 4). The Herz reaction has been reviewed and the mechanism of formation of the intermediates discussed.35 Heteroaromatic primary amines react in similar fashion.36... 

They have been several recent investigations of the reactions of disulfur dichloride with other organic substrates. Rokach and co-workers37 have found that 2-aminoacetamides afford 2-substituted l,2,5-thiadiazol-3(2J7)-ones (33). This illustrates a frequent facet of such reactions the elision of the second sulfur atom. A similar reaction, with loss of a sulfur atom, occurs with 2-alkylaminophenyl acetamides.38... 

As mentioned earlier, attempts to make medium-size rings by sulfurbridging reactions are fraught with difficulty, as linear polymers are often obtained. Reaction of m-dimethoxybenzene with disulfur dichloride in... 

Bismorpholino disulfide (35) and related compounds are prepared from the corresponding amine (or imide) and disulfur dichloride. An elegant synthesis of the 1,3-dithiole-2-thione (36) from 35 is shown this is an example of two transfer reagents acting in concert.40... 

The thiadiazolo[3,4-g] indole 100 was prepared from 4-amino-5-chlorobenzothiadiazole 99 by treatment with pyruvic acid in the presence of [Pd(But3P)2] (Equation 14) <2004AGE4526>. The Herz reaction of 4-aminoben-zothiadiazole 101 with disulfur dichloride gave the fused 1,2,3-dithiazolium chloride 102, which was condensed with malononitrile to give the ylidene 103 (Scheme 15) <2002J(P1)315>. 

The preparation of thiadiazoles 180 from 1-cyanoformamide 177 (2-nitrilo-acetimidic acid), or its alkyl esters 178, using disulfur dichloride under mild conditions was previously reviewed in CHEC(1984) and CHEC-II(1996). The synthesis of thiadiazoles from the thioesters 179, formed by the addition of alkylthiols to cyanogens, was more recently investigated (Equation 36) <1998JME379>. In several cases, the esters 178 or thioesters 179 prepared from cyanogen were not isolated but added directly to disulfur dichloride <1996W038431, 1998JME379>. 

The reaction between 2-oximino acetonitriles 183 and disulfur dichloride was used to prepare several 3-chloro-4-alkyl-l,2,5-thiadiazoles for muscarinic agonist studies <1995USP5418240, 1998H(48)2111, 1996EJM221,... 

Table 11 Reaction of oximinoacetonitriles with disulfur dichloride to give thiadiazoles 185...

The effect of initiators (diluted sulfuric acid, chlorine dioxide, sulfur dioxide or disulfur dichloride) on ignition of mixtures of barium, lead or potassium chlorates with sulfur was examined [1] Presence of copper ion or metal (e.g. from a sieve) may also lead to explosion of such mixtures [2], A review of hazards of sulphur/chlorate mixtures in the firework industry has been published [3],... 

Diethylaminosulfur trifluoride, 1684 Diphosphoryl chloride, 4168 Diselenium dichloride, 4115 Disulfur dibromide, 0282 Disulfur dichloride, 4114 Disulfuryl dichloride, 4103... 

The product 303 from disulfur dichloride and 2,3-dimethylbuta-l,3-diene rearranges spontaneously to the tetrahydrothiophene 304 (equation 159)150. The reaction of liquid sulfur dioxide with conjugated dienes 305 (e.g. butadiene, isoprene) results in cyclic sulfones which dissociate into their components on heating (equation 160)151 152. 

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