2,8-Dimethyl-4(1H)-quinolinone

Basic Information

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CAS Number

15644-80-1

Molecular Formula

C11H11NO

Molecular Weight

173.21 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

262.3°C

Boiling Point

303.86°C (rough estimate)

Flash Point

124.9°C

Refractive Index

1.4950 (estimate)

SMILES

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CC1=C2C(=CC=C1)C(=O)C=C(N2)C

InChI

InChI=1S/C11H11NO/c1-7-4-3-5-9-10(13)6-8(2)12-11(7)9/h3-6H,1-2H3,(H,12,13)

InChIKey

QUHJYDMHDWSZIP-UHFFFAOYSA-N

LogP

2.55724

Topological Polar Surface Area

33.120000000000005 Å²

Hydrogen Bond Donor/Acceptor

1 / 2

Complexity

257

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H318 Causes serious eye damage
Serious eye damage/eye irritation

Synonyms & References

English

J-650157
FT-0610767
Oprea1_200289
2,8-Dimethylquinolin-4(1H)-one
DTXSID40935448
Oprea1_805482
InChI=1/C11H11NO/c1-7-4-3-5-9-10(13)6-8(2)12-11(7)9/h3-6H,1-2H3,(H,12,13)
2,8-dimethylquinolin-4-ol
2,8-Dimethyl-4-hydroxyquinoline, AldrichCPR
AMY10606
4-Quinolinol, 2,8-dimethyl-
MFCD00100264
AB03395
AKOS000539941
CS-0182199
SR-01000485169
L10079
15644-80-1
A809747
SCHEMBL9177067
Z1695907516
AKOS009868050
CCA48191
52481-91-1
QUHJYDMHDWSZIP-UHFFFAOYSA-
BS-22373
2,8-Dimethyl-4-hydroxyquinoline
SR-01000485169-1
2,8-DIMETHYL-4-QUINOLINOL
EN300-110798
A870976

MDL Number

MFCD00100264

FAQ

What are the physical and chemical properties of 2,8-Dimethyl-4(1H)-quinolinone (CAS: 15644-80-1)?

2,8-Dimethyl-4(1H)-quinolinone (CAS: 15644-80-1) is a crystalline solid with a molecular weight of approximately 210.21 g/mol. It has a high melting point around 225°C and is slightly soluble in water but soluble in organic solvents like ethanol and acetonitrile. Chemically, it is stable in neutral and acidic conditions but can be sensitive to strong bases. It reacts with metal salts to form complexes and exhibits UV-Vis absorption in the visible region, useful for spectroscopic analysis.

How is 2,8-Dimethyl-4(1H)-quinolinone (CAS: 15644-80-1) typically synthesized?

2,8-Dimethyl-4(1H)-quinolinone (CAS: 15644-80-1) can be synthesized via a condensation reaction of 2,4-dimethylquinoline with acetic anhydride. The synthesis typically involves heating the reactants under mild conditions to allow the formation of the quinolinone ring. The reaction yield is around 75-80%, and the use of azeotropic distillation can improve the purity of the product. Commonly, no catalyst is required for this reaction.

What industries use 2,8-Dimethyl-4(1H)-quinolinone (CAS: 15644-80-1)?

2,8-Dimethyl-4(1H)-quinolinone (CAS: 15644-80-1) finds applications in pharmaceuticals for the synthesis of certain drugs, particularly those that require quinolinone rings. It is also used in the development of polymers due to its aromatic structure, and it can be employed in sensors for its ability to detect specific chemical species. Additionally, it has potential applications in semiconductors for creating specific electronic properties.

What precautions should be taken when handling 2,8-Dimethyl-4(1H)-quinolinone (CAS: 15644-80-1)?

When handling 2,8-Dimethyl-4(1H)-quinolinone (CAS: 15644-80-1), it is crucial to wear appropriate personal protective equipment (PPE), including gloves, safety goggles, and a lab coat. Work should be done in a well-ventilated area or a fume hood to avoid inhalation of vapors. Spills should be cleaned up immediately using absorbent materials, followed by thorough cleaning with water. Always refer to the safety data sheet (SDS) for detailed handling and disposal information.