CAS 5323-87-5|3-ethoxycyclohex-2-en-1-one|3-Ethoxy-1-oxocyclohex-2-ene|3-ethoxycyclohex-2-en-1-one|3-Ethoxycyclohex-2-en-1-one|3-Ethoxy-2-cyclohexen-1-one|3-乙氧基-2-环己烯-1-酮|3-Ethoxy-2-cyclohexe...

General Information

Structure

Molecular Formula

C₈H₁₂O₂

Molecular Mass

140.17968

Exact Mass

140.08372962

Charge

InChI

InChI=1S/C8H12O2/c1-2-10-8-5-3-4-7(9)6-8/h6H,2-5H2,1H3

InChIKey

JWCFJPLIRVYENQ-UHFFFAOYSA-N

Canonic Smiles

CCOC1=CC(=O)CCC1

Isomeric Smiles

O=C1C=C(CCC1)OCC

Calculated Properties

JChem

Acid pKa

17.903803

H Acceptors

H Donor

LogD (pH = 5.5)

1.1288987

LogD (pH = 7.4)

1.1288987

Log P

1.1288987

Molar Refractivity

40.8868

Polarizability

15.260673

Polar Surface Area

26.3

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Academic Data

Commercial Catalog

Data Source

Names and Identifiers

IUPAC name

3-ethoxycyclohex-2-en-1-one

Synonyms

3-Ethoxycyclohex-2-en-1-one3-Ethoxy-1-oxocyclohex-2-ene3-Ethoxy-2-cyclohexen-1-one3-乙氧基-2-环己烯-1-酮3-Ethoxy-2-cyclohexenone

IUPAC Traditional name

3-ethoxycyclohex-2-en-1-one

Names and Identifiers

Registration numbers

EC Number

PubChem SID

MDL Number

Beilstein Number

CAS Number

PubChem CID

Registration numbers

Properties

Safety Information

Storage Warning

Irritant/Keep Cold

Storage Temperature

2-8°C

Personal Protective Equipment

Eyeshields, Gloves

MSDS Link

Download link

German water hazard class

否

Product Information

Purity

99%

Linear Formula

C2H5OC6H7(=O)

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Sigma Aldrich

E4453

Packaging
10, 25 g in glass bottle

Molecule Details

References

PubChem Literature

From Data Sources

• Under conditions of kinetic enolate formation (LDA), alkylation occurs at the 6-position: the Stork-Danheiser kinetic alkylation procedure, which has found extensive use in alicyclic synthesis: J. Org. Chem., 38, 1775 (1973); Org. Synth. Coll., 7, 208 (1990) and references therein.

• Useful intermediate for the preparation of 3-alkyl- or aryl-2-cyclohexen-1-ones, by addition of organometallic reagents and subsequent hydrolysis: J. Am. Chem. Soc., 70, 2174 (1948); 72, 1645 (1950); Helv. Chim. Acta, 36, 482 (1963). For an example of this transformation in the total synthesis of axane sesquiterpenoids, see: J. Org. Chem., 61, 473 (1996):