1,2,3,6-tetrahydropyridine-4-carboxylic acid

Basic Information

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CAS Number

64603-90-3

Molecular Formula

C6H9NO2

Molecular Weight

127.14 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Water Solubility

Soluble in water

Solubility

H2O: refrigerate if not used immediately.soluble

SMILES

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OC(=O)C1=CCNCC1

InChI

InChI=1S/C6H9NO2/c8-6(9)5-1-3-7-4-2-5/h1,7H,2-4H2,(H,8,9)

InChIKey

KRVDMABBKYMBHG-UHFFFAOYSA-N

LogP

-0.009299999999999864

Topological Polar Surface Area

49.33 Å²

Hydrogen Bond Donor/Acceptor

2 / 3

Safety Information

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Hazard Class

Class IRRITANT Class IRRITANT

Synonyms & References

English

4-Pyridinecarboxylicacid, 1,2,3,6-tetrahydro-
1,2,3,6-tetrahydro-4-Pyridinecarboxylic acid
1,2,3,6-Tetrahydro-pyridine-4-carboxylic acid hydrochloride
ISOGUVACINE HYDROCHLORIDE
1,2,3,6-tetrahydropyridine-4-carboxylic acid
1,2,3,6-Tetrahydro-pyridine-4-carboxylic acid

MDL Number

MFCD01365699

Customs Code

2933399090

FAQ

What are the physical and chemical properties of 1,2,3,6-tetrahydropyridine-4-carboxylic acid (CAS: 64603-90-3)?

1,2,3,6-Tetrahydropyridine-4-carboxylic acid is a colorless crystalline solid with a molecular weight of approximately 174.22 g/mol. It is slightly soluble in water and more soluble in organic solvents like ethanol and acetone. The compound is reactive towards nucleophiles and can undergo esterification and amide formation reactions. It has a pKa of about 4.8, indicating basic properties.

How is 1,2,3,6-tetrahydropyridine-4-carboxylic acid (CAS: 64603-90-3) typically synthesized?

1,2,3,6-Tetrahydropyridine-4-carboxylic acid can be synthesized via a multistep process starting with 1,2,3,6-tetrahydropyridine. This involves the condensation of 2-amino-1,3,6,7-tetrahydropyridine with a carboxylic acid chloride or anhydride. The reaction can be catalyzed by a Lewis acid such as aluminum chloride, with yields typically ranging from 60% to 80%. The process requires careful control of reaction conditions to achieve high selectivity.

What industries use 1,2,3,6-tetrahydropyridine-4-carboxylic acid (CAS: 64603-90-3)?

1,2,3,6-Tetrahydropyridine-4-carboxylic acid finds applications in various industries. It is used as a precursor in pharmaceuticals for the synthesis of biologically active compounds. In the polymer industry, it serves as a monomer for producing functionalized polymers. Additionally, it is utilized in the manufacturing of sensors and as a component in the development of semiconductors.

What precautions should be taken when handling 1,2,3,6-tetrahydropyridine-4-carboxylic acid (CAS: 64603-90-3)?

When handling 1,2,3,6-tetrahydropyridine-4-carboxylic acid, it is important to wear appropriate personal protective equipment (PPE) including gloves, lab coat, and safety glasses. Storage should be in a cool, dry place away from direct sunlight. Use a fume hood for operations to minimize exposure. Spills should be cleaned up with appropriate absorbents and disposed of according to local regulations. Always consult the Material Safety Data Sheet (MSDS) for detailed safety information.