CAS 126-81-8|Methone|5,5-Dimethylcyclohexane-1,3-dione 98%|medon|5,5-dimethylcyclohexane-1,3-dione|Dimedone|5,5-Dimethyl-1,3-cyclohexanedione|DIMEDONE|Cyclomethone|5,5-dimethylcyclohexane-1,3-dione|...

General Information

Structure

Molecular Formula

C₈H₁₂O₂

Molecular Mass

140.17968

Exact Mass

140.08372962

Charge

InChI

InChI=1S/C8H12O2/c1-8(2)4-6(9)3-7(10)5-8/h3-5H2,1-2H3

InChIKey

BADXJIPKFRBFOT-UHFFFAOYSA-N

Canonic Smiles

O=C1CC(=O)CC(C1)(C)C

Isomeric Smiles

O=C1CC(=O)CC(C1)(C)C

Calculated Properties

JChem

Acid pKa

7.504177

H Acceptors

H Donor

LogD (pH = 5.5)

1.4036998

LogD (pH = 7.4)

1.156143

Log P

1.4079771

Molar Refractivity

37.9643

Polarizability

14.890126

Polar Surface Area

34.14

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Names and Identifiers

Synonyms

Methone5,5-Dimethylcyclohexane-1,3-dione 98%Dimedone5,5-Dimethyl-1,3-cyclohexanedioneCyclomethoneDIMEDONE5,5-dimethylcyclohexane-1,3-dioneDimethyldihydroresorcinol5,5-二甲基-1,3-环己二酮双甲酮醛试剂双甲酮5,5-Dimethyl-1,3-cyclohexanedioneDimedone

IUPAC Traditional name

medon

IUPAC name

5,5-dimethylcyclohexane-1,3-dione

Names and Identifiers

Registration numbers

MDL Number

CAS Number

EC Number

Beilstein Number

PubChem SID

2489347524864009162078539

Chemspider ID

Wikipedia Title

PubChem CID

Merck Index

Registration numbers

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Crystalline

D153303

Application
Part of furannulation strategy for the synthesis of naturally occurring fused 3-methylfurans.1
Packaging
25, 100 g in poly bottle

Molecule Details

References

PubChem Literature

From Data Sources

• A comparative study has shown that CAN is superior to Mn(OAc)₃ for this type of reaction: J. Chem. Soc., Perkin 1, 1487 (1996).

• For conditions leading to exclusive 2-monomethylation, see: Synth. Commun., 3, 347 (1973). For direct nitration at the 2-position, see review on ɑ-nitroketones: Synthesis, 261 (1980).

• Classical reagent for the identification and isolation of aldehydes: J. Org. Chem., 11, 95 (1946).

• Undergoes an example of an oxidative addition of 1,3-dicarbonyl compounds, mediated by CAN (Cerium(IV) ammonium nitrate, A12882), to give an alkene, e.g. with 2-methyl-2-pentene, the product is a fused dihydrofuran derivative: J. Chem. Soc., Perkin 1, 187 (1995):

References

Bioactivity

PubChem BioAssay

Bioactivity

Names and Identifiers

Synonyms

IUPAC Traditional name

medon

IUPAC name

5,5-dimethylcyclohexane-1,3-dione

Registration numbers

MDL Number

CAS Number

EC Number

Beilstein Number

PubChem SID

2489347524864009162078539

Chemspider ID

Wikipedia Title

PubChem CID

Merck Index

Molecule Details

Crystalline

D153303

Application
Part of furannulation strategy for the synthesis of naturally occurring fused 3-methylfurans.1
Packaging
25, 100 g in poly bottle

References

PubChem Literature

From Data Sources

• A comparative study has shown that CAN is superior to Mn(OAc)₃ for this type of reaction: J. Chem. Soc., Perkin 1, 1487 (1996).

• For conditions leading to exclusive 2-monomethylation, see: Synth. Commun., 3, 347 (1973). For direct nitration at the 2-position, see review on ɑ-nitroketones: Synthesis, 261 (1980).

• Classical reagent for the identification and isolation of aldehydes: J. Org. Chem., 11, 95 (1946).

Bioactivity

PubChem BioAssay

Properties

Molecule

ID:91841