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Phthalic anhydride is the organic compound with the formula C 6 H 4 (CO) 2 O. It is the anhydride of phthalic acid. Phthalic anhydride is a principal commercial form of phthalic acid. It was the first anhydride of a dicarboxylic acid to be used commercially. This white solid is an important industrial chemical, especially for the large-scale ...
Phthalimide is the organic compound with the formula C 6 H 4 (CO) 2 NH. It is the imide derivative of phthalic anhydride. It is a sublimable white solid that is slightly soluble in water but more so upon addition of base. It is used as a precursor to other organic compounds as a masked source of ammonia. [2]
In organic chemistry, phthalic acid is an aromatic dicarboxylic acid, with formula C6H4(CO2H)2 and structure HO (O)C− C 6 H 4− C (O)OH. Although phthalic acid is of modest commercial importance, the closely related derivative phthalic anhydride is a commodity chemical produced on a large scale. [4] Phthalic acid is one of three isomers of ...
2 in the presence of vanadium pentoxide as catalyst gives phthalic anhydride: C 10 H 8 + 4.5 O 2 → C 6 H 4 (CO) 2 O + 2 CO 2 + 2 H 2 O. This reaction is the basis of the main use of naphthalene. Oxidation can also be effected using conventional stoichiometric chromate or permanganate reagents.
Phthalates are produced industrially by the acid catalysed reaction of phthalic anhydride with excess alcohol.The synthesis of diethyl phthalate is illustrative of this: . The properties of the phthalate can be varied by changing the alcohol, [12] allowing for an almost limitless range of products, although only around 30 are, or have been, commercially important.
Many routes to anthranilic acid have been described. Industrially it is produced from phthalic anhydride, beginning with amination: C 6 H 4 (CO) 2 O + NH 3 + NaOH → C 6 H 4 (C(O)NH 2)CO 2 Na + H 2 O. The resulting sodium salt of phthalamic acid is decarbonylated via a Hofmann rearrangement of the amide group, induced by hypochlorite: [11]
Deprotonation (or dehydronation) is the removal (transfer) of a proton (or hydron, or hydrogen cation), (H +) from a Brønsted–Lowry acid in an acid–base reaction. [1][2] The species formed is the conjugate base of that acid. The complementary process, when a proton is added (transferred) to a Brønsted–Lowry base, is protonation (or ...
N-hydroxyphthalimide is also produced by reacting hydroxylamine hydrochloride with diethyl phthalate in the presence of sodium acetate, [5] or with phthalic anhydride in the presence of sodium carbonate with heating. In the last case, an overall yield of 76% is produced following purification by recrystallization. [6]