713937
(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:
Molecular Weight:
162.19
PubChem Substance ID:
UNSPSC Code:
12352002
Beilstein/REAXYS Number:
1909467
MDL number:
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
assay
≥96.0% (HPLC)
optical purity
enantiomeric excess: ≥97.0%
storage temp.
2-8°C
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
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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
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
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
Deshan Yu et al.
Biochemistry, 41(39), 11888-11894 (2002-09-25)
Polycyclic aromatic hydrocarbons (PAHs) require metabolic activation to exert their carcinogenic effects. PAH trans-dihydrodiol proximate carcinogens are oxidized by aldo-keto reductases (AKRs) to their corresponding reactive and redox-active o-quinones which may have the properties of initiators and promoters. To determine
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