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p-Anisic acid, also known as 4-methoxybenzoic acid or draconic acid, is one of the isomers of anisic acid. The term "anisic acid" often refers to this form specifically. [ 1 ] It is a white crystalline solid which is insoluble in water, highly soluble in alcohols, and soluble in ether and ethyl acetate .
Anisic acid or methoxybenzoic acid is an organic compound which is a carboxylic acid. It exists in three forms, depending on arene substitution patterns: p-Anisic acid (4-methoxybenzoic acid) m-Anisic acid (3-methoxybenzoic acid) o-Anisic acid (2-methoxybenzoic acid)
When a substituent group is located ortho position to the carboxyl group in a substituted benzoic acid compound, the compound becomes more acidic surpassing the unmodified benzoic acid. Generally ortho-substituted benzoic acids are stronger acids than their meta and para isomers.
In organic chemistry, the Hammett equation describes a linear free-energy relationship relating reaction rates and equilibrium constants for many reactions involving benzoic acid derivatives with meta- and para-substituents to each other with just two parameters: a substituent constant and a reaction constant.
This can also explain why phosphorus in phosphanes can't donate electron density to carbon through induction (i.e. +I effect) although it is less electronegative than carbon (2.19 vs 2.55, see electronegativity list) and why hydroiodic acid (pKa = -10) being much more acidic than hydrofluoric acid (pKa = 3).
It is also prepared commercially by ketonization of benzoic acid and propionic acid over calcium acetate and alumina at 450–550 °C: [1] C 6 H 5 CO 2 H + CH 3 CH 2 CO 2 H → C 6 H 5 C(O)CH 2 CH 3 + CO 2 + H 2 O. Ludwig Claisen discovered that α-methoxystyrene forms this compound when heated for an hour at 300 °C (65% yield). [2] [3]
3-Aminobenzoic acid (also known as meta-aminobenzoic acid or MABA) is an organic compound with the molecular formula H 2 NC 6 H 4 CO 2 H. MABA is a white solid, although commercial samples are often colored. It is only slightly soluble in water.
Benzoic acid is cheap and readily available, so the laboratory synthesis of benzoic acid is mainly practiced for its pedagogical value. It is a common undergraduate preparation. Benzoic acid can be purified by recrystallization from water because of its high solubility in hot water and poor solubility in cold water. The avoidance of organic ...