Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

480576

Sigma-Aldrich

6-Hydroxy-3,4-dihydro-1(2H)-naphthalenone

98%

Synonym(s):

6-Hydroxy-1-tetralone

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C10H10O2
CAS Number:
Molecular Weight:
162.19
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

98%

mp

154-157 °C (lit.)

functional group

ketone

SMILES string

Oc1ccc2C(=O)CCCc2c1

InChI

1S/C10H10O2/c11-8-4-5-9-7(6-8)2-1-3-10(9)12/h4-6,11H,1-3H2

InChI key

FNSQPQKPPGALFA-UHFFFAOYSA-N

General description

6-Hydroxy-3,4-dihydro-1(2H)-naphthalenone (6-Hydroxy-1-tetralone) can be prepared by the demethylation of 6-methoxy-3,4-dihydro-1(2H)-naphthalenone. It participates in the synthesis of 2-alkylamino-6-hydroxy-5-hydroxymethyl-1,2,3,4-tetrahydro-1-naphthalenols. Its pKa value has been reported to be 7.74.

Application

6-Hydroxy-3,4-dihydro-1(2H)-naphthalenone (6-Hydroxy-1-tetralone) may be used in the synthesis of:
  • 5-chloromethyl-6-hydroxy-3,4-dihydro-1(2H)-naphthalenone
  • 6-(4-(3-(piperidin-1-yl)propoxy)benzyloxy)-1-tetralone
  • 6-(3-(piperidin-1-yl)propoxy)-1-tetralone

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Miriam Tomasch et al.
Frontiers in systems neuroscience, 6, 14-14 (2012-04-04)
Novel fluorescent chalcone-based ligands at human histamine H(3) receptors (hH(3)R) have been designed, synthesized, and characterized. Compounds described are non-imidazole analogs of ciproxifan with a tetralone motif. Tetralones as chemical precursors and related fluorescent chalcones exhibit affinities at hH(3)R in
Syntheses and beta-adrenoceptor activities of 2-alkylamino-6-hydroxy-5-hydroxymethyl-1,2,3,4-tetrahydro-1-naphthalenols.
H Sugihara et al.
Chemical & pharmaceutical bulletin, 25(11), 2988-3002 (1977-11-01)
Ewelina van Wenum et al.
The Journal of organic chemistry, 78(18), 9102-9112 (2013-09-07)
Silybin (SIL) and 2,3-dehydrosilybin (DHS) are constituents of milk thistle extract (silymarin) applied in the treatment of cirrhosis, hepatitis, and alcohol-induced liver disease. The molecular mechanism of their action is usually connected with antioxidant action. However, despite experimental and theoretical

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service