Back to Search
Wieland–Miescher Ketone
CAS: 20007-72-1 | C11H14O2
2D Structure
3D Structure
Loading 3D structure...
Basic Information
CAS Registry Number:
20007-72-1
Molecular Formula:
C11H14O2
Molecular Mass:
178.23 g/mol
Names and Synonyms:
Wieland–Miescher Ketone
Wieland-Miescher ketone
1,6(2H,7H)-Naphthalenedione, 3,4,8,8a-tetrahydro-8a-methyl-
3,4,8,8a-Tetrahydro-8a-methyl-1,6(2H,7H)-naphthalenedione
9-Methyl-Δ5,10-octalin-1,6-dione
9-Methyl-1,6-dioxo-1,2,3,4,6,7,8,9-octahydronaphthalene
9-Methyl-5(10)-octalin-1,6-dione
MODX
(±)-8a-Methyl-1,2,3,4,6,7,8,8a-octahydro-1,6-naphthalenedione
(R/S)-Wieland-Miescher ketone
NSC 87581
(±)-Wieland-Miescher ketone
8a-Methyl-3,4,8,8a-tetrahydronaphthalene-1,6(2H,7H)-dione
Identifiers:
SMILES:
CC12CCC(=O)C=C1CCCC2=O
InChI:
InChI=1S/C11H14O2/c1-11-6-5-9(12)7-8(11)3-2-4-10(11)13/h7H,2-6H2,1H3
Key Properties
Boiling Point
106-108 °C @ Press: 1 x 10-3 Torr
CAS Common Chemistry
Melting Point
41.5-42.5 °C @ Solvent: Diisopropyl ether
CAS Common Chemistry
Spectral Data
NMR, IR, and Mass spectral data
1H NMR
13C NMR
Predicting NMR spectra...
10 ppm
9
8
7
6
5
4
3
2
1
0 ppm
| Shift (ppm) | Multiplicity | Integration | Assignment |
|---|
200 ppm
180
160
140
120
100
80
60
40
20
0 ppm
| Shift (ppm) | DEPT | Assignment |
|---|
Note: These NMR spectra are predicted computationally and may differ from experimental data. Predictions are based on chemical environment analysis.
All Properties
Comprehensive physical and chemical properties
| Property | Value | Source |
|---|---|---|
| Molecular Mass | 178.23 g/mol | CAS Common Chemistry |
| 178.23099999999997 g/mol | RDKit | |
| 178.099379688 g/mol | RDKit | |
| Wikipedia Url | https://en.wikipedia.org/wiki/Wieland%E2%80%93Miescher_ketone | CAS Common Chemistry |
| Boiling Point | 106-108 °C @ Press: 1 x 10-3 Torr | CAS Common Chemistry |
| Canonical SMILES | O=C1C=C2CCCC(=O)C2(C)CC1 | CAS Common Chemistry |
| InChI | InChI=1S/C11H14O2/c1-11-6-5-9(12)7-8(11)3-2-4-10(11)13/h7H,2-6H2,1H3 | CAS Common Chemistry |
| InChI Key | InChIKey=DNHDRUMZDHWHKG-UHFFFAOYSA-N | CAS Common Chemistry |
| Melting Point | 41.5-42.5 °C @ Solvent: Diisopropyl ether | CAS Common Chemistry |
| Name | (±)-Wieland-Miescher ketone | CAS Common Chemistry |
| Wieland–Miescher ketone | CAS Common Chemistry | |
| Heavy Atom Count | 13 | RDKit |
| Hydrogen Bond Acceptors | 2 | RDKit |
| Hydrogen Bond Donors | 0 | RDKit |
| Rotatable Bonds | 0 | RDKit |
| Aromatic Ring Count | 0 | RDKit |
| Topological Polar Surface Area | 34.14 Ų | RDKit |
| LogP | 2.035 | RDKit |
| Molar Refractivity | 49.28900000000003 | RDKit |
