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180459

Sigma-Aldrich

5,6,7,8-Tetrahydro-2-naphthol

98%

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About This Item

Empirical Formula (Hill Notation):
C10H12O
CAS Number:
Molecular Weight:
148.20
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

bp

275-276 °C (lit.)

mp

59-61 °C (lit.)

SMILES string

Oc1ccc2CCCCc2c1

InChI

1S/C10H12O/c11-10-6-5-8-3-1-2-4-9(8)7-10/h5-7,11H,1-4H2

InChI key

UMKXSOXZAXIOPJ-UHFFFAOYSA-N

Application

5,6,7,8-Tetrahydro-2-naphthol was used as a model compound in the study of photochemical transformation of 17β-estradiol (natural estrogenic steroid) and 17α-ethinylestradiol (synthetic oral contraceptive).

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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N M Howarth et al.
Steroids, 62(4), 346-350 (1997-04-01)
In our continuing quest to design efficient inhibitors of estrone sulfatase activity and to assess the recognition of estrone sulfate surrogates by estrone sulfatase, we synthesized and evaluated several sulfonate derivatives of 5,6,7,8-tetrahydronaphth-2-ol and estrone. 5,6,7,8-Tetrahydronaphth-2-methanesulfonate (11), and 5,6,7,8-tetrahydronaphth-2-(p-toluene)sulfonate (12)
Patrick Mazellier et al.
Chemosphere, 73(8), 1216-1223 (2008-09-03)
The photochemical transformation of natural estrogenic steroid 17beta-estradiol (E2) and the synthetic oral contraceptive 17alpha-ethinylestradiol (EE2) has been studied in dilute non buffered aqueous solution (pH 5.5-6.0) upon monochromatic (254 nm) and polychromatic (lambda>290 nm) irradiation. Upon irradiation at 254
T Bhattacharya et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 59(3), 525-535 (2003-01-14)
Both steady state and time resolved spectroscopic measurements reveal that the prime process involved in quenching mechanism of the lowest excited singlet (S1) and triplet (T1) states of the well known electron acceptor 9-Cyanoanthracene (9CNA) in presence of 5,6,7,8-tetrahydro-1-naphthol (TH1N)
B Kalyanaraman et al.
The Journal of biological chemistry, 259(22), 14018-14022 (1984-11-25)
Electron spin resonance spectroscopy has been used to demonstrate production of semiquinone-free radicals from the oxidation of the catechol estrogens 2- and 4-hydroxyestradiol and 2,6- and 4,6-dihydroxyestradiol. Radicals were generated either enzymatically (using horseradish peroxidase-H2O2 or tyrosinase-O2) or by autoxidation

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