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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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Angela M McIver et al.
Biotechnology progress, 24(3), 593-598 (2008-05-13)
The selective oxidation of aryl substrates to chiral cis-1,2-dihydrodiols is an industrially important reaction for the production of intermediates that can be used to produce fine chemicals, pharmaceuticals, and many other bioactive natural products. More specifically, the oxidation of naphthalene
R E Parales et al.
Journal of bacteriology, 180(9), 2337-2344 (1998-05-09)
Bacterial three-component dioxygenase systems consist of reductase and ferredoxin components which transfer electrons from NAD(P)H to a terminal oxygenase. In most cases, the oxygenase consists of two different subunits (alpha and beta). To assess the contributions of the alpha and
Gabriela Chilom et al.
Chemosphere, 56(9), 853-860 (2004-07-21)
The formation of bound residues by naphthalene and its metabolite, cis-naphthalene-1,2-dihydrodiol, in a sediment (1% OC), a silty loam soil (2.9% OC) and a peat (26% OC) was examined. The experiments were carried out under both sterile and nonsterile conditions
N A Leneva et al.
Biochemistry. Biokhimiia, 75(5), 562-569 (2010-07-17)
The ability of Pseudomonas fluorescens 26K strain to utilize naphthalene at concentrations up to 600 mg/liter as the sole source of carbon and energy in mineral liquid media was shown. Using HPLC, TLC, and mass-spectrometry, the intermediates of naphthalene transformation
S Sato et al.
Experimental eye research, 68(5), 601-608 (1999-05-18)
The effects of aldose reductase inhibitors on lens protein modifications induced by naphthalene-1,2-dihydrodiol were investigated in vitro to confirm the role of aldose reductase on naphthalene cataract formation. HPLC analysis of naphthalene-1, 2-dihydrodiol incubated with aldose reductase and NAD+indicated the
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