Cyclohexanecarboxaldehyde (CAS 2043-61-0): A Comprehensive Guide to This Versatile Aldehyde

What is Cyclohexanecarboxaldehyde?

Cyclohexanecarboxaldehyde (CAS 2043-61-0), also known as hexahydrobenzaldehyde or cyclohexanal, is an organic compound with the molecular formula C7H12O. This cyclic aldehyde features a six-membered ring (cyclohexane) with an aldehyde functional group (-CHO) attached. It appears as a colorless to pale yellow liquid with a characteristic aromatic odor.

This compound belongs to the class of aromatic aldehydes and serves as an important intermediate in various organic syntheses. Its unique molecular structure, combining the stability of a cyclohexane ring with the reactivity of an aldehyde group, makes it a valuable building block in chemical manufacturing.

Cyclohexanecarboxaldehyde is also known by several synonyms including:

• Hexahydrobenzaldehyde
• Cyclohexanal
• Cyclohexanaldehyde
• Cyclohexylcarboxaldehyde
• Formylcyclohexane
• 1-Formylcyclohexane

What Are the Benefits of Cyclohexanecarboxaldehyde?

1. Versatile Chemical Intermediate

Cyclohexanecarboxaldehyde serves as a crucial precursor in organic synthesis. Its aldehyde functionality allows for various chemical transformations including:

• Oxidation reactions to form carboxylic acids
• Reduction reactions to produce alcohols
• Condensation reactions with amines to form imines
• Acetal formation with alcohols

2. Polymer Production

This compound is employed in the production of certain polymers, contributing to materials with improved properties such as flexibility and durability. Specifically, it is used in the synthesis of poly(vinyl cyclohexanal), which has potential applications in coatings and adhesives due to its film-forming properties.

3. Pharmaceutical Applications

In the pharmaceutical industry, cyclohexanecarboxaldehyde serves as an intermediate in the synthesis of various drug compounds. Its cyclic structure makes it useful for developing pharmaceuticals with specific molecular geometries.

4. Flavor and Fragrance Industry

In industrial applications, cyclohexanecarboxaldehyde is valued for its role in the formulation of perfumes and flavoring agents, where it contributes to the creation of complex scent profiles.

5. Research Applications

Cyclohexanecarboxaldehyde has been used to study gas-phase microwave spectrum, making it valuable in spectroscopic research. It also serves as a model substrate in various synthesis experiments.

What Are the Uses of Cyclohexanecarboxaldehyde?

Organische Synthese

The primary use of cyclohexanecarboxaldehyde is as an intermediate in organic synthesis:

• Synthesis of Propargylamines: Used as a model substrate in the synthesis of propargylamines using Fe3O4 nanoparticles as catalysts
• Polymer Monomer: Used in the production of poly(vinyl cyclohexanal)
• Chemical Research: Employed in studies of gas-phase microwave spectra

Pharmaceutical Manufacturing

In pharmaceutical applications:

• Drug intermediate synthesis
• Active pharmaceutical ingredient (API) production
• Research and development of new therapeutic compounds

Geschmack und Geruch

In the flavor and fragrance industry:

• Perfume formulation
• Flavoring agent production
• Aromatic compound synthesis

Materials Science

In materials applications:

• Coating materials
• Adhesive formulations
• Film-forming polymers

Safety and Side Effects

General Safety Information

When handling cyclohexanecarboxaldehyde, standard safety precautions should be observed:

• Eye Contact: May cause eye irritation. Wear safety goggles when handling.
• Skin Contact: May cause skin irritation. Use appropriate gloves.
• Inhalation: May cause respiratory irritation. Use in well-ventilated areas.
• Ingestion: Not for human consumption. Wash hands after handling.

Handling Precautions

• Store in a cool, dry, well-ventilated area
• Keep away from heat, sparks, and open flames
• Use appropriate personal protective equipment (PPE)
• Follow proper laboratory safety procedures

Storage Requirements

• Store in tightly closed containers
• Avoid exposure to air and moisture
• Keep away from incompatible materials
• Follow safety data sheet (SDS) guidelines

Chemical Specifications

Property	Wert
CAS-Nummer	2043-61-0
Molekulare Formel	C7H12O
Molekulargewicht	112.17 g/mol
Erscheinungsbild	Farblose bis blassgelbe Flüssigkeit
Siedepunkt	180-182°C
Dichte	0.95-0.96 g/cm³
Löslichkeit	Soluble in organic solvents
Flammpunkt	~57°C

Frequently Asked Questions

What is cyclohexanecarboxaldehyde used for?

Cyclohexanecarboxaldehyde is primarily used as a chemical intermediate in organic synthesis, pharmaceutical manufacturing, and the flavor and fragrance industry. It serves as a building block for producing various chemical compounds and materials.

Is cyclohexanecarboxaldehyde safe to handle?

When proper safety precautions are followed, cyclohexanecarboxaldehyde can be handled safely. Always wear appropriate PPE and work in well-ventilated areas when handling this chemical.

What is the difference between cyclohexanecarboxaldehyde and benzaldehyde?

While both are aldehydes, cyclohexanecarboxaldehyde has a saturated cyclohexane ring (C6H11-), while benzaldehyde has an unsaturated benzene ring (C6H5-). This affects their chemical properties and applications.

How should cyclohexanecarboxaldehyde be stored?

Store in a cool, dry, well-ventilated area in tightly closed containers. Keep away from heat, sparks, and open flames. Follow the storage conditions indicated on the safety data sheet.

Can cyclohexanecarboxaldehyde be used in food applications?

Food applications should only be considered when the compound meets food-grade specifications and complies with relevant regulatory requirements. Consult local food safety regulations before use.

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