1-cyclopentyl-1-phenylethane-1,2-diol
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1-cyclopentyl-1-phenylethane-1,2-diol

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Category
Others
Catalog number
BAT-008990
CAS number
151673-91-5
Molecular Formula
C13H18O2
Molecular Weight
206.28
Synonyms
Penehyclidine HCl EP impurity 1
InChI
InChI=1S/C13H18O2/c14-10-13(15,12-8-4-5-9-12)11-6-2-1-3-7-11/h1-3,6-7,12,14-15H,4-5,8-10H2
InChI Key
PZTPLIMWPOIMPS-UHFFFAOYSA-N
Canonical SMILES
C1CCC(C1)C(CO)(C2=CC=CC=C2)O
1. Poly[diaquabis(μ-4,4'-bipyridine-κ2N:N')bis(ethane-1,2-diol)di-μ-sulfato-dicopper(II)]
Kai-Long Zhong, Li Chen, Lin Chen Acta Crystallogr C. 2011 Feb;67(Pt 2):m62-4. doi: 10.1107/S0108270110052558. Epub 2011 Jan 27.
The title compound, [Cu(2)(SO(4))(2)(C(10)H(8)N(2))(2)(C(2)H(6)O(2))(2)(H(2)O)(2)](n), contains two crystallographically unique Cu(II) centres, each lying on a twofold axis and having a slightly distorted octahedral environment. One Cu(II) centre is coordinated by two bridging 4,4'-bipyridine (4,4'-bipy) ligands, two sulfate anions and two aqua ligands. The second is surrounded by two 4,4'-bipy N atoms and four O atoms, two from bridging sulfate anions and two from ethane-1,2-diol ligands. The sulfate anion bridges adjacent Cu(II) centres, leading to the formation of linear ···Cu1-Cu2-Cu1-Cu2··· chains. Adjacent chains are further bridged by 4,4'-bipy ligands, which are also located on the twofold axis, resulting in a two-dimensional layered polymer. In the crystal structure, extensive O-H···O hydrogen-bonding interactions between water molecules, ethane-1,2-diol molecules and sulfate anions lead to the formation of a three-dimensional supramolecular network structure.
2. The formation of phenylethane-1,2-diol 2-acetate in the metabolism of styrene oxide by rabbit liver microsomes in vitro
C Battistini, G Bellucci, E Mastrorilli Xenobiotica. 1979 Jan;9(1):57-61. doi: 10.3109/00498257909034704.
1. Phenylethane-1,2-diol 2-acetate has been isolated from the incubation of styrene oxide or styrene diol with liver microsomes of phenobarbital-pretreated rabbits. 2. Observed ratios of phenylethane-1,2-diol to its 2-acetate in the incubation mixtures ranged between 19 : 1 and 5 : 1 with different microsomal preparations and different periods of incubation. 3. The formation of phenylethane-1,2-diol 2-acetate may be a source of errors in the radiometric determination of epoxide hydrase activity in microsomes.
3. 3-(3,5-Dichlorophenyl)benzene-1,2-diol
Ram Dhakal, Sean Parkin, Hans-Joachim Lehmler IUCrdata. 2019 Sep;4(9):191202. doi: 10.1107/s2414314619012021.
The title structure [systematic name: 4-(3,5-dichlorophenyl)benzene-1,2-diol], C12H8Cl2O2, is a putative metabolite of 3,5-dichlorobiphenyl (PCB 14). The dihedral angle between the two benzene rings of the title compounds is 58.86 (4)°. In the crystal, it displays intra and intermolecular O-H···O hydrogen bonding and intermolecular O-H···Cl hydrogen···chlorine interactions.
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