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100348-93-4 molecular structure
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(8aR)-8a-methyl-1,2,3,4,6,7,8,8a-octahydronaphthalene-1,6-dione

ChemBase ID: 152663
Molecular Formular: C11H14O2
Molecular Mass: 178.22766
Monoisotopic Mass: 178.09937969
SMILES and InChIs

SMILES:
C[C@@]12CCC(=O)C=C1CCCC2=O
Canonical SMILES:
O=C1CC[C@@]2(C(=C1)CCCC2=O)C
InChI:
InChI=1S/C11H14O2/c1-11-6-5-9(12)7-8(11)3-2-4-10(11)13/h7H,2-6H2,1H3/t11-/m1/s1
InChIKey:
DNHDRUMZDHWHKG-LLVKDONJSA-N

Cite this record

CBID:152663 http://www.chembase.cn/molecule-152663.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(8aR)-8a-methyl-1,2,3,4,6,7,8,8a-octahydronaphthalene-1,6-dione
IUPAC Traditional name
(8aR)-8a-methyl-3,4,7,8-tetrahydro-2H-naphthalene-1,6-dione
Synonyms
(R)-(-)-9-Methyl-5(10)-octaline-1,6-dione
(R)-Miescher-Wieland ketone
(R)-(-)-8a-Methyl-3,4,8,8a-tetrahydro-1,6(2H,7H)-naphthalenedione
(R)-魏兰德-米歇尔酮
(R)-(-)-9-甲基-5(10)-辛-1,6-二酮
(R)-(-)-8a-甲基-3,4,8,8a-四氢-1,6(2H,7H)-萘二酮
CAS Number
100348-93-4
MDL Number
MFCD00063004
Beilstein Number
2050425
PubChem SID
162246806
24885651
PubChem CID
736070

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID Price
Sigma Aldrich
68169 external link Add to cart Please log in.
Data Source Data ID
PubChem 736070 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 17.79769  H Acceptors
H Donor LogD (pH = 5.5) 2.0745733 
LogD (pH = 7.4) 2.0745733  Log P 2.0745733 
Molar Refractivity 50.7394 cm3 Polarizability 19.4364 Å3
Polar Surface Area 34.14 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Melting Point
49-51 °C expand Show data source
Optical Rotation
[α]20/D -98±2°, c = 1.1% in benzene expand Show data source
MSDS Link
Download expand Show data source
German water hazard class
3 expand Show data source
Safety Statements
22-24/25 expand Show data source
Personal Protective Equipment
Eyeshields, Gloves expand Show data source
Storage Temperature
2-8°C expand Show data source
Purity
≥98.0% (sum of enantiomers, GC) expand Show data source
Empirical Formula (Hill Notation)
C11H14O2 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 68169 external link
Other Notes
Building block for synthesizing ent-steroids using procedures described for the enantiomer. Synthesis of other chiral natural products1,2,3,4
Packaging
500 mg in glass bottle

REFERENCES

REFERENCES

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PATENTS

PATENTS

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