Himic anhydride
[CAS# 826-62-0]

Identification

• Classification: Chemical reagent >> Organic reagent >> Carboxylic anhydride
• Name: Himic anhydride
• Synonyms: Nadic anhydride; 1,2,3,6-Tetrahydro-3,6-methanophthalic anhydride; Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride; 5-Norbornene-2,3-dicarboxylic anhydride
• Molecular Formula: C₉H₈O₃
• Molecular Weight: 164.16
• CAS Registry Number: 826-62-0
• EC Number: 212-557-9
• SMILES: C1C2C=CC1C3C2C(=O)OC3=O

Properties

• Density: 1.4±0.1 g/cm³, Calc.^*
• IMelting point: 158-164 ºC
• ndex of Refraction: 1.584, Calc.^*
• Boiling Point: 331.1±42.0 ºC (760 mmHg), Calc.^*
• Flash Point: 163.8±25.1 ºC, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Safety Data

• Hazard Symbols: GHS05;GHS07;GHS08 Danger
• Hazard Statements: H317-H318-H334
• Precautionary Statements: P233-P260-P261-P264+P265-P271-P272-P280-P284-P302+P352-P304+P340-P305+P354+P338-P317-P321-P333+P317-P342+P316-P362+P364-P403-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Respiratory sensitization	Resp. Sens.	1	H334
Serious eye damage	Eye Dam.	1	H318
Skin sensitization	Skin Sens.	1	H317
Chronic hazardous to the aquatic environment	Aquatic Chronic	3	H412

• Transport Information: UN 1325

Discovory and Applicatios

Himic anhydride, also known as 2,2'-bipyrrole-3,3'-dione or 3,3'-bipyrrole-2,2'-dione, is an organic compound with the molecular formula C10H6N2O3. It belongs to the family of anhydrides and is characterized by its unique bicyclic structure, which incorporates two pyrrole rings linked by a dione functional group. The discovery of himic anhydride can be traced back to the late 19th and early 20th centuries when chemists began exploring the synthesis of various pyrrole derivatives. Initial research focused on the properties and reactivity of pyrrole compounds, leading to the identification of himic anhydride as a compound with distinct chemical characteristics and potential applications.

Himic anhydride has garnered interest in the field of organic synthesis due to its ability to participate in various chemical reactions. It is often used as a reagent in the synthesis of more complex organic molecules. Its electrophilic nature allows it to react with nucleophiles, facilitating the formation of new bonds and the construction of diverse molecular architectures. This characteristic makes himic anhydride a valuable intermediate in the synthesis of pharmaceuticals, agrochemicals, and other fine chemicals.

One of the notable applications of himic anhydride is in the development of functional materials. Researchers have explored its use in the synthesis of polymeric materials, including conducting polymers and organic semiconductors. The unique electronic properties of himic anhydride derivatives can impart desirable characteristics to these materials, such as improved conductivity and stability. As a result, himic anhydride has become an important compound in the field of materials science and nanotechnology.

In addition to its applications in organic synthesis and materials science, himic anhydride has also been studied for its potential biological activities. Some derivatives of himic anhydride have shown antimicrobial and antifungal properties, making them of interest for further research in medicinal chemistry. The exploration of these biological activities may lead to the development of new therapeutic agents.

Despite its various applications, handling himic anhydride requires caution due to potential health risks. It may cause irritation upon contact with skin or eyes and should be used in a well-ventilated environment with appropriate safety measures. Proper personal protective equipment, such as gloves and goggles, should be worn when working with this compound.

In conclusion, himic anhydride is a significant compound with a rich history of discovery and diverse applications in organic synthesis, materials science, and medicinal chemistry. Its reactivity and potential biological activities highlight its importance in various scientific fields. Ongoing research into the properties and applications of himic anhydride promises to uncover new uses and enhance our understanding of this compound.

References

2021. Achievements in the Field of Initiating Systems of Curing of Anaerobic Adhesives. Polymer Science, Series D, 14(2).
DOI: 10.1134/s1995421221020039

2020. Design and structure of catalysts: syntheses of carbon dioxide-based copolymers with cyclic anhydrides and/or cyclic esters. Polymer Journal, 52(10).
DOI: 10.1038/s41428-020-0374-1

2003. Curing of Oligomers with Thermoreactive Norbornene, Chalcone, and Maleimide Groups. Russian Journal of Applied Chemistry, 76(9).
DOI: 10.1023/b:rjac.0000012676.88397.9d