2-Acetylcyclohexanone

Basic Information

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CAS Number

874-23-7

Molecular Formula

C8H12O2

Molecular Weight

140.18 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

Basic Physical Properties

Melting Point

-11°C

Boiling Point

111°C/18mmHg

Density

1.078 g/mL at 25 °C

Water Solubility

Not miscible in water.

Refractive Index

n20/D 1.509(lit.)

SMILES

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CC(=O)C1CCCCC1=O

InChI

InChI=1S/C8H12O2/c1-6(9)7-4-2-3-5-8(7)10/h7H,2-5H2,1H3

InChIKey

OEKATORRSPXJHE-UHFFFAOYSA-N

LogP

1.3347

Topological Polar Surface Area

34.14 Å²

Hydrogen Bond Donor/Acceptor

0 / 2

Complexity

161

Safety Information

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GHS Hazard Pictograms

H227

Hazard Statement

H227 Combustible liquid
Flammable liquids

Synonyms & References

English

2-Acetylcyclohexanone
2-ACETYLCYCLOHEXA
2-ACETYLCYCLOHEXANON
2-ACETYLCYCLOHEXANONE FOR SYNTHESIS
CYCLOHEXANONE,2-ACETYL-
2-acetylcyclohexan-1-one
2-Acetylcyclohexanone (ACI)
2-Acetyl-1-cyclohexanone
NSC 7713
α-Acetylcyclohexanone

MDL Number

MFCD00001633

Customs Code

2914299000

FAQ

What are the physical and chemical properties of 2-Acetylcyclohexanone (CAS: 874-23-7)?

2-Acetylcyclohexanone (CAS: 874-23-7) is a colorless liquid with a molecular weight of approximately 136.22 g/mol. It has a melting point of -17°C and a boiling point of 178-179°C. The compound is slightly soluble in water but miscible with common organic solvents such as ethanol and acetone. It is a ketone and exhibits typical reactivity of aldehydes and ketones, including electrophilic addition and nucleophilic substitution reactions.

How is 2-Acetylcyclohexanone (CAS: 874-23-7) typically synthesized?

2-Acetylcyclohexanone (CAS: 874-23-7) is typically synthesized by the acetylation of cyclohexanol using acetic anhydride in the presence of an acid catalyst such as sulfuric acid. The reaction is conducted under reflux conditions, and the product is purified by distillation. The yield is generally around 85-90%, and the selectivity is high, ensuring a high purity of the final product.

What industries use 2-Acetylcyclohexanone (CAS: 874-23-7)?

2-Acetylcyclohexanone (CAS: 874-23-7) is used in various industries, including pharmaceuticals, where it serves as a precursor for the synthesis of certain medications. It is also utilized in the production of fragrances and flavors, as well as in the manufacturing of polymers and resins. Additionally, it plays a role in the development of sensors and semiconductors due to its reactivity and stability.

What precautions should be taken when handling 2-Acetylcyclohexanone (CAS: 874-23-7)?

When handling 2-Acetylcyclohexanone (CAS: 874-23-7), it is essential to wear appropriate personal protective equipment (PPE), including safety goggles, gloves, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood to prevent inhalation of the vapors. Spills should be cleaned up promptly using appropriate absorbent materials, and the area should be flushed with water. Always refer to the Safety Data Sheet (SDS) for specific handling and disposal instructions.