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Phosphorus trichloride is commonly used to convert primary and secondary alcohols to the corresponding chlorides. [14] As discussed above, the reaction of alcohols with phosphorus trichloride is sensitive to conditions. The mechanism for the ROH →RCl conversion involves the reaction of HCl with phosphite esters: P(OR) 3 + HCl ⇌ HP(OR) + 3 ...
[1] [2] [3] Introduced by Gilbert N. Lewis in his 1916 article The Atom and the Molecule, a Lewis structure can be drawn for any covalently bonded molecule, as well as coordination compounds. [4] Lewis structures extend the concept of the electron dot diagram by adding lines between atoms to represent shared pairs in a chemical bond.
Near room temperature, the compound degrades to give phosphorus trichloride and an ill-defined phosphorus monochloride: P 2 Cl 4 → PCl 3 + 1/n [PCl] n. The compound adds to cyclohexene to give trans-C 6 H 10-1,2-(PCl 2) 2. [1]
2 Structure and properties. 3 Thermodynamic properties. 4 Spectral data. 5 References. ... This page provides supplementary chemical data on phosphorus trichloride.
Phosphorus trichloride is a major industrial chemical and widely used starting material for phosphorus chemistry. Phosphorus tribromide is used in organic chemistry to convert alcohols to alkyl bromides and carboxylic acids to acyl bromides (e.g. in the Hell-Volhard-Zelinsky reaction).
Phosphoryl chloride (commonly called phosphorus oxychloride) is a colourless liquid with the formula P O Cl 3. It hydrolyses in moist air releasing phosphoric acid and fumes of hydrogen chloride. It is manufactured industrially on a large scale from phosphorus trichloride and oxygen or phosphorus pentoxide. [4] It is mainly used to make ...
Thiophosphoryl chloride has tetrahedral molecular geometry and C 3v molecular symmetry, with the structure S=PCl 3. According to gas electron diffraction, the phosphorus–sulfur bond length is 189 pm and the phosphorus–chlorine bond length is 201 pm, while the Cl−P−Cl bond angle is 102°. [8]
Phosphite esters are typically prepared by treating phosphorus trichloride with an alcohol. For alkyl alcohols the displaced chloride ion can attack the phosphite, causing dealkylation to give a dialkylphosphite and an organochlorine compound. [1] [2] The overall reaction is as follows: PCl 3 + 3 C 2 H 5 OH → (C 2 H 5 O) 2 P(O)H + 2 HCl + C 2 ...