2-[(Dimethylamino)methylene]-1,3-cyclohexanedione

Basic Information

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CAS Number

85302-07-4

Molecular Formula

C9H13NO2

Molecular Weight

167.21 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

Basic Physical Properties

Boiling Point

274.5 °C at 760 mmHg

Density

1.19

Flash Point

274.5 °C at 760 mmHg

Refractive Index

1.586

SMILES

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CN(C)C=C1C(=O)CCCC1=O

InChI

InChI=1S/C9H13NO2/c1-10(2)6-7-8(11)4-3-5-9(7)12/h6H,3-5H2,1-2H3

InChIKey

USUMAAZJCOVPIN-UHFFFAOYSA-N

LogP

0.754

Topological Polar Surface Area

37.38 Å²

Hydrogen Bond Donor/Acceptor

0 / 3

Synonyms & References

English

2-((Dimethylamino)methylene)cyclohexane-1,3-dione
2-[(Dimethylamino)methylene]cyclohexane-1,3-dione
2-(dimethylaminomethylidene)cyclohexane-1,3-dione
2-Dimethylaminomethylenecyclohexane-1,3-dione
2-((N,N-dimethylamino)methylene)cyclohexane-1,3-dione
2-[(Dimethylamino)methylene]-1,3-cyclohexanedione
2-[(dimethylamino)methylidene]cyclohexane-1,3-dione
2-dimethylaminomethylene-cyclohexan-1,3-dione
2-(dimethylaminomethylene)cyclohexane-1,3-dione

MDL Number

MFCD00172118

Customs Code

2922399090

FAQ

What are the physical and chemical properties of 2-[(Dimethylamino)methylene]-1,3-cyclohexanedione (CAS: 85302-07-4)?

2-[(Dimethylamino)methylene]-1,3-cyclohexanedione is a crystalline compound with a molecular weight of approximately 194.27 g/mol. It has a low solubility in water but is more soluble in organic solvents like ethanol and acetone. The compound is generally stable under normal conditions but can react with strong acids or bases. It is known for its reactivity towards nucleophiles and electrophiles.

How is 2-[(Dimethylamino)methylene]-1,3-cyclohexanedione (CAS: 85302-07-4) typically synthesized?

2-[(Dimethylamino)methylene]-1,3-cyclohexanedione can be synthesized through a condensation reaction of dimethylaminoacetic acid with cyclohexanone. Commonly, this involves the use of a catalytic amount of a Lewis acid such as boron trifluoride or aluminum chloride. The reaction yields the target compound with good selectivity and is usually carried out under mild conditions.

What industries use 2-[(Dimethylamino)methylene]-1,3-cyclohexanedione (CAS: 85302-07-4)?

2-[(Dimethylamino)methylene]-1,3-cyclohexanedione is primarily used in the pharmaceutical industry for the synthesis of certain drugs. It also finds applications in the polymer industry as a monomer for producing specialized polymers. Additionally, it is utilized in the development of sensors and as a precursor in the semiconductor industry due to its unique chemical properties.

What precautions should be taken when handling 2-[(Dimethylamino)methylene]-1,3-cyclohexanedione (CAS: 85302-07-4)?

When handling 2-[(Dimethylamino)methylene]-1,3-cyclohexanedione, it is essential to use personal protective equipment (PPE) such as gloves, goggles, and a lab coat. The compound should be stored in a closed container and handled in a well-ventilated area or a fume hood. In case of a spill, it should be cleaned up using appropriate spill kits. Always refer to the safety data sheet (SDS) for detailed handling and emergency procedures.