Tetrahydrophthalimide
[CAS# 85-40-5]

Identification

• Classification: Organic raw materials >> Heterocyclic compound
• Name: Tetrahydrophthalimide
• Synonyms: 4-Cyclohexene-1,2-dicarboximide; 1,2,3,6-Tetrahydrophthalimide
• Molecular Formula: C₈H₉NO₂
• Molecular Weight: 151.16
• CAS Registry Number: 85-40-5
• EC Number: 201-602-8
• SMILES: C1C=CCC2C1C(=O)NC2=O

Properties

• Density: 1.228
• Melting point: 132-140 ºC
• Boiling point: 337 ºC
• Flash point: 165 ºC

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H302-H317
• Precautionary Statements: P280

Discovory and Applicatios

Tetrahydrophthalimide (THPI), also known as 1,2,3,6-tetrahydrophthalimide, was first synthesized in the early 20th century as a derivative of phthalimide. Phthalimide itself was first isolated in the 19th century, and subsequent research led to the development of tetrahydrophthalimide. THPI has attracted attention for its unique chemical properties and potential applications in various fields.

Tetrahydrophthalimide is used as an intermediate in the synthesis of pharmaceutical compounds. Its structure allows the introduction of various functional groups, making it a versatile building block in drug development. THPI derivatives have been explored for their potential therapeutic effects in treating diseases such as neurological disorders and cancer.

In the field of agrochemicals, tetrahydrophthalimide is used as a precursor for the synthesis of agrochemicals and pesticides. Its role in the chemical synthesis of these substances helps in the development of effective crop protection and pest management solutions.

THPI is used as a reagent in various synthetic transformations in organic chemistry. Its chemical properties facilitate the formation of complex molecules and are valuable in research and development of chemical synthesis.

Tetrahydrophthalimide is used in the polymer industry to produce specialty polymers and resins. Its ability to form stable bonds with other monomers helps create materials with specific properties and applications.

Ongoing research explores the wider applications of tetrahydrophthalimide. Scientists are investigating its potential in the development of new materials, pharmaceuticals, and chemical processes, aiming to exploit its properties to provide innovative solutions in a variety of fields.

References

2023. Development and validation of a GC x GC-ToFMS method for the quantification of pesticides in environmental waters. Analytical and Bioanalytical Chemistry, 415(11).
DOI: 10.1007/s00216-023-04686-8

2019. New relevant pesticide transformation products in groundwater detected using target and suspect screening for agricultural and urban micropollutants with LC-HRMS. Water Research, 165.
DOI: 10.1016/j.watres.2019.114972

2016. Design, synthesis and herbicidal activity of novel sulfonylureas containing tetrahydrophthalimide substructure. Chemical Research in Chinese Universities, 32(3).
DOI: 10.1007/s40242-016-5480-4