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480576

Sigma-Aldrich

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

98%

Synonym(s):

6-Hydroxy-1-tetralone

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About This Item

Empirical Formula (Hill Notation):
C10H10O2
CAS Number:
3470-50-6
Molecular Weight:
162.19
MDL number:
MFCD00156670
UNSPSC Code:
12352100
PubChem Substance ID:
24871696
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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

480576-5G:
480576-BULK:
480576-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
06402AJ
S38185
04213LE
02608EE
14829CD

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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)
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