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Merck
CN

713937

Sigma-Aldrich

(1S,2S)-trans-1,2-Dihydro-1,2-naphthalenediol

≥96.0% (HPLC)

Synonym(s):

(1S-trans)-1,2-Dihydro-1,2-dihydroxynaphthalene

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About This Item

Empirical Formula (Hill Notation):
C10H10O2
CAS Number:
13011-97-7
Molecular Weight:
162.19
Beilstein:
1909467
MDL number:
MFCD15143657
UNSPSC Code:
12352002
PubChem Substance ID:
329763235

Key Documents

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Assay

≥96.0% (HPLC)

optical purity

enantiomeric excess: ≥97.0%

storage temp.

2-8°C

SMILES string

O[C@H]1C=Cc2ccccc2[C@@H]1O

InChI

1S/C10H10O2/c11-9-6-5-7-3-1-2-4-8(7)10(9)12/h1-6,9-12H/t9-,10-/m0/s1

InChI key

QPUHWUSUBHNZCG-UWVGGRQHSA-N

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCBP2137V
1450846V
1450846

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F A Beland et al.
Cancer letters, 33(2), 205-213 (1986-11-01)
The molecular geometries of two conformations (diequatorial and diaxial) of trans-1,2-dihydroxy-1,2-dihydro-8-fluoronaphthalene have been refined the ab initio gradient method at the 4-21G level to determine the effect of fluoro substitution on the conformational and structural properties of naphthalene dihydrodiols. As
Mihaela Flueraru et al.
Free radical biology & medicine, 39(10), 1368-1377 (2005-11-01)
We consider the cytotoxicity and the protection against oxidative stress for members of the naphthalenediol family and the known antioxidant epigallocatechin gallate (EGCG). Compounds include the 1,2-naphthalenediol (1,2-ND), 1,4-ND, 2,3-ND, 1,8-ND, and 1,4-dipropyl-2,3-naphthalenediol (DPND). The cell line is an adherent
D Berti et al.
Journal of inorganic biochemistry, 79(1-4), 103-108 (2000-06-01)
Whole-cell bioconversion of naphthalene to (+)-cis-(1R,2S)-dihydroxy-1,2-dihydronaphthalene by Escherichia coli JM109(pPS1778) recombinant strain, carrying naphthalene dioxygenase and regulatory genes cloned from Pseudomonas fluorescens N3, in direct micellar systems is optimized as an example of fine chemicals bioproduction from scarcely water-soluble substrates.
A Y Lee et al.
Investigative ophthalmology & visual science, 39(1), 193-197 (1998-01-16)
The authors investigated the involvement of the enzyme aldose reductase (AR) in naphthalene cataract by using transgenic mice that overexpress AR. Lenses from nontransgenic mice and from transgenic lines CAR222 and CAR648, with different levels of AR, were cultured in
Comparison of the toxicity of naphthalene and naphthalene-1,2-dihydrodiol (DIOL).
R E Billings et al.
Advances in experimental medicine and biology, 283, 681-684 (1991-01-01)
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