Related Experiment Video
Updated: Jun 1, 2026

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
4-(Carboxy-meth-yl)anilinium chloride
Abstract:
In the crystal of the title compound, C(8)H(10)NO(2) (+)·Cl(-), alternating layers of hydro-phobic and hydro-philic zones stack along the c axis. The chloride anions are sandwiched between the 4-(carboxy-meth-yl)anilinium layers, forming inter-molecular O-H⋯Cl and N-H⋯Cl hydrogen bonds with the ammonium and carboxyl groups of the cations. In addition, inter-molecular N-H⋯O and weak C-H⋯O and C-H⋯Cl hydrogen bonds help stabilize the crystal structure.
Related Concept Videos
Preparation of Acid Anhydrides
The carboxylate ion acts as a nucleophile that attacks the carbonyl carbon of the acid chloride to form a tetrahedral intermediate. Subsequently, the re-formation of the carbonyl group with the loss of the chloride ion as a leaving group leads to the formation of an acid...
Acid Halides to Amides: Aminolysis
In the first step of the aminolysis mechanism, the amine attacks the carbonyl carbon of the acyl chloride to form a tetrahedral intermediate. In the second step, the carbonyl group is re-formed with the elimination of a chloride...
Determining the pH of Salt Solutions
Alkyl Halides
Alkyl halides are halogen-substituted alkanes wherein one or more hydrogen atoms of an alkane is replaced by a halogen atom such as fluorine, chlorine, bromine, or iodine. The carbon atom in an alkyl halide is bonded to the halogen atom, which is sp3-hybridized and exhibits a tetrahedral shape.
Unlike alkyl halides, compounds in which a halogen atom is bonded to an sp2 -hybridized carbon atom of a carbon-carbon double bond (C=C) are called vinyl halides. Whereas aryl...
Reactions of Acid Anhydrides
Amines to Amides: Acylation of Amines
Next, the second equivalent of amine serves as a Brønsted base and deprotonates the quaternary amide...

