1-Amino-1-cyclohexanecarboxylic acid is a cyclic amino acid with the molecular formula C7H13NO2. It is also known as cis-1-amino-3-cyclohexanecarboxylic acid or cis-ACCA. The chemical is white crystalline powder with a melting point of 144-147°C and a boiling point of 323.7°C at 760 mmHg. It is soluble in water and ethanol but insoluble in ether.
## Introduction
1-Amino-1-cyclohexanecarboxylic acid has a wide range of applications in the chemical industry. It is commonly used as a building block in the synthesis of various pharmaceuticals and agrochemicals. The chemical has also been used in the preparation of chiral catalysts and as a chiral auxiliary in asymmetric synthesis.
## Uses
1. Pharmaceutical Industry: 1-Amino-1-cyclohexanecarboxylic acid is used as a building block in the synthesis of various pharmaceuticals, including antihypertensive agents, antitumor agents, and antiviral agents.
2. Agrochemical Industry: The chemical is used in the synthesis of various agrochemicals, including herbicides, fungicides, and insecticides.
3. Chiral Catalysts: 1-Amino-1-cyclohexanecarboxylic acid has been used as a chiral catalyst in various asymmetric reactions, including aldol reactions, Michael additions, and Diels-Alder reactions.
4. Chiral Auxiliary: The chemical has been used as a chiral auxiliary in the synthesis of various chiral compounds.
## Synthetic Route
1-Amino-1-cyclohexanecarboxylic acid can be synthesized using various methods. One of the commonly used methods is the reduction of 1,3-cyclohexanedione with sodium borohydride, followed by the reaction of the resulting cis-1,3-cyclohexanediol with chloroacetic acid. The resulting cis-1-amino-3-cyclohexanecarboxylic acid is then separated by recrystallization.
Another method of synthesis involves the reaction of cyclohexanone with hydroxylamine hydrochloride to form cyclohexanone oxime. The cyclohexanone oxime is then reduced with sodium borohydride, followed by the reaction with chloroacetic acid to form 1-amino-1-cyclohexanecarboxylic acid.
## Conclusion
1-Amino-1-cyclohexanecarboxylic acid is an important chemical with a wide range of applications in the chemical industry, particularly in the pharmaceutical and agrochemical industries. It is used as a building block in the synthesis of various pharmaceuticals and agrochemicals and has been used as a chiral catalyst and chiral auxiliary in asymmetric synthesis. The chemical can be synthesized using various methods, including the reduction of 1,3-cyclohexanedione and the reaction of cyclohexanone with hydroxylamine hydrochloride.
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