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Thionyl chloride is an inorganic compound with the chemical formula SOCl 2.It is a moderately volatile, colourless liquid with an unpleasant acrid odour.Thionyl chloride is primarily used as a chlorinating reagent, with approximately 45,000 tonnes (50,000 short tons) per year being produced during the early 1990s, [5] but is occasionally also used as a solvent.
Maleic anhydride is a classic substrate for Diels-Alder reactions. [7] It was used for work in 1928, on the reaction between maleic anhydride and 1,3-butadiene, for which Otto Paul Hermann Diels and Kurt Alder were awarded the Nobel Prize in 1950. It is through this reaction that maleic anhydride is converted to many pesticides and pharmaceuticals.
In the patented formation of 1-O-acetyl-2,3,5-tri-O-benzoyl-β-L-ribofuranose, a reactor containing thionyl chloride (5 ml) and methyl alcohol (100 ml) is stirred at 0–5 °C for 10 to 15 minutes. After this period, 10 g (ratio-wise) of ribose is added to the flask. The flask is then stirred and maintained at its temperature for 8 hours.
Acetyl chloride was first prepared in 1852 by French chemist Charles Gerhardt by treating potassium acetate with phosphoryl chloride. [4]Acetyl chloride is produced in the laboratory by the reaction of acetic acid with chlorodehydrating agents such as phosphorus trichloride (PCl 3), phosphorus pentachloride (PCl 5), sulfuryl chloride (SO 2 Cl 2), phosgene, or thionyl chloride (SOCl 2).
Benzoyl chloride is produced from benzotrichloride using either water or benzoic acid: [2] C 6 H 5 CCl 3 + H 2 O → C 6 H 5 COCl + 2 HCl C 6 H 5 CCl 3 + C 6 H 5 CO 2 H → 2 C 6 H 5 COCl + HCl. As with other acyl chlorides, it can be generated from the parent acid and standard chlorinating agents such as phosphorus pentachloride, thionyl ...
Methylphosphonyl dichloride is produced by oxidation of methyldichlorophosphine, with sulfuryl chloride: [3]. CH 3 PCl 2 + SO 2 Cl 2 → CH 3 P(O)Cl 2 + SOCl 2. It can also be produced from a range of methylphosphonates (e.g. dimethyl methylphosphonate) via chlorination with thionyl chloride.
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Maleic acid has a heat of combustion of -1,355 kJ/mol., [5] 22.7 kJ/mol higher than that of fumaric acid. Maleic acid is more soluble in water than fumaric acid. The melting point of maleic acid (135 °C) is also much lower than that of fumaric acid (287 °C). As confirmed by X-ray crystallography, maleic acid is planar.
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