Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

5-Amino-1-naphthol.

ABSTRACT: In the title compound, C(10)H(9)NO, the amino and the hydr-oxy groups act both as a single donor and a single acceptor in hydrogen bonding. In the crystal, mol-ecules are connected via chains of inter-molecular ?N-H?O-H? inter-actions, forming a two-dimensional polymeric structure resembling the hydrogen-bonded mol-ecular assembly found in the crystal structure of naphthalene-1,5-diol. Within this layer, mol-ecules related by a translation along the a axis are arranged into slipped stacks via ?-? stacking inter-actions [inter-planar distance = 3.450?(4)?Å]. The amino N atom shows sp(3) hybridization and the two attached H atoms are located on the same side of the aromatic ring.

SUBMITTER: Czapik A

PROVIDER: S-EPMC2971357 | biostudies-literature | 2009 Oct

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

5-Amino-1-naphthol.

Czapik Agnieszka A Nitka Arkadiusz A Gdaniec Maria M

Acta crystallographica. Section E, Structure reports online 20091031 Pt 11

In the title compound, C(10)H(9)NO, the amino and the hydr-oxy groups act both as a single donor and a single acceptor in hydrogen bonding. In the crystal, mol-ecules are connected via chains of inter-molecular ⋯N-H⋯O-H⋯ inter-actions, forming a two-dimensional polymeric structure resembling the hydrogen-bonded mol-ecular assembly found in the crystal structure of naphthalene-1,5-diol. Within this layer, mol-ecules related by a translation along the a axis are arranged into slipped stacks via π- ...[more]

PMID: 21578535

Similar Datasets

1-[Phen-yl(pyridin-2-yl-amino)-meth-yl]-2-naphthol.

Project description:The title compound, C(22)H(18)N(2)O, was synthesized from naphthalen-2-ol, benzaldehyde and pyridin-2-amine. In the crystal, mol-ecules are linked into centrosymmetric R(2) (2)(16) dimers by pairs of O-H?N hydrogen bonds. The mol-ecular conformation is stabilized by an N-H?O hydrogen bond. The dihedral angle between the naphthylene ring system and the phenyl ring is 72.86?(12)°.

| S-EPMC3009335 | biostudies-literature

1-{Phen-yl[1-(p-tol-yl)ethyl-amino]meth-yl}-2-naphthol.

Project description:The title compound, C(26)H(25)NO, was obtained via a one-pot synthesis from the reaction of 2-naphthol, 1-(p-tol-yl)ethyl-amine, p-toluene-sulfonic acid and benzaldehyde. There are three mol-ecules per asymmetric unit, all having similar conformations. There are intra-molecular O-H?N and C-H?O hydrogen bonds, with only van der Waals forces found between mol-ecules.

| S-EPMC2959420 | biostudies-literature

2,4-Dinitro-1-naphthol.

Project description:In the title compound, C(10)H(6)N(2)O(5), the two fused rings are almost co-planar, with an r.m.s. deviation of 0.0163?Å. The nitro groups are oriented at dihedral angles of 2.62?(11) and 44.69?(11)° with respect to the plane of the parent fused rings. Intra-molecular O-H?O and C-H?O hydrogen bonds complete S(6) ring motifs. In the crystal, mol-ecules are linked into chains along [101] by inter-molecular O-H?O hydrogen bonds. ?-? inter-actions [centroid-centroid distances = 3.6296?(15), 3.8104?(15) and 3.6513?(14)?Å] might play a role in stabilizing the structure.

| S-EPMC3011602 | biostudies-literature

Structural and Energetic Insights on Two Dye Compounds: 1-Acetyl-2-Naphthol and 2-Acetyl-1-Naphthol.

Project description:The energy involved in the structural switching of acyl and hydroxyl substituents in the title compounds was evaluated combining experimental and computational studies. Combustion calorimetry and Knudsen effusion techniques were used to determine the enthalpies of formation, in the crystalline state, and of sublimation, respectively. The gas-phase enthalpy of formation of both isomers was derived combining these two experimental data. Concerning the computational study, the G3(MP2)//B3LYP composite method was used to optimize and determine the energy of the isomers in the gaseous state. From a set of hypothetical reactions it has been possible to estimate the gas-phase enthalpy of formation of the title compounds. The good agreement between the experimental and computational gas-phase enthalpies of formation of the 1-acetyl-2-naphthol and 2-acetyl-1-naphthol isomers, provided the confidence for extending the computational study to the 2-acetyl-3-naphthol isomer. The structural rearrangement of the substituents in position 1 and 2 in the naphthalene ring and the energy of the intramolecular hydrogen bond are the factors responsible for the energetic differences exhibited by the isomers. The gas phase tautomeric keto ↔ enol equilibria of the o-acetylnaphthol isomers were analyzed using the Boltzmann's distribution.

| S-EPMC7504395 | biostudies-literature

1-(Hydroxy-imino-meth-yl)-2-naphthol.

Project description:The title compound, C(11)H(9)NO(2), was prepared by a condens-ation reaction of 2-hydr-oxy-1-naphthaldehyde with hydroxyl-ammonium chloride in refluxing ethanol. An intra-molecular O-H?N hydrogen bond is observed. In the crystal structure, inter-molecular O-H?O and C-H?O hydrogen-bond inter-actions result in a two-dimensional network.

| S-EPMC2960832 | biostudies-literature

6-Bromo-2-naphthol-piperazine (2/1).

Project description:In the title compound, 2C(10)H(7)BrO·C(4)H(10)N(2), the piperazine (pip) mol-ecule displays a chair conformation and is linked to two mol-ecules of 6-bromo-2-naphthol (bno) via O-H⋯N hydrogen bonds. Weak N-H⋯O hydrogen bonds from pip to bno mol-ecules result in chains propagating in [100]. The chains inter-act via C-H⋯π inter-actions.

| S-EPMC2960040 | biostudies-literature

1-[Morpholino(phen-yl)meth-yl]-2-naphthol.

Project description:There are two independent mol-ecules in the asymmetric unit of the title compound, C(21)H(21)NO(2), which was synthesized by the one-pot reaction of 2-naphthol, morpholine and benzaldehyde. The dihedral angles between the naphthalene ring systems and the benzene rings are 84.03?(7) and 75.76?(8)° in the two mol-ecules and an intra-molecular O-H?N hydrogen bond occurs in each independent mol-ecule.

| S-EPMC2979465 | biostudies-literature

2-Naphthol Levels and Allergic Disorders in Children.

Project description:BackgroundThe measurement of polycyclic aromatic hydrocarbons (PAH) in ambient air is quite difficult to perform. Using urine biomarkers of PAH such as 2-naphthol is one approach to this problem. This study explored the association between urine 2-naphthol levels and allergic diseases. The associations between 2-naphthol levels and oxidative stress biomarkers for the possible disease pathogenesis were also investigated.MethodA total of 453 kindergarten children from the (Childhood Environment and Allergic Diseases Study) CEAS cohort with urine samples were recruited. Urine 2-naphthol levels were measured by high-performance liquid chromatography mass spectrometry (HPLC-MS/MS) and markers of oxidative stress (8OHdG) were measured by enzyme-linked immunosorbent assays (ELISA). Information on environmental risk factors and allergic diseases were also collected. The association between 2-naphthol levels, 8OHdG levels, IgE, and allergic diseases were evaluated by multivariate linear regression and logistic regression.ResultsLevels of 2-naphthol were positively correlated with 8OHdG levels. A one ln-unit increase in the 2-naphthol level was positively associated to 8OHdG levels (per ln-unit: ? = 100.61, p < 0.001). When dividing 2-naphthol levels into quartiles, asthma was significantly associated with 2-naphthol levels at a concentration of >1.60 ng/mL (adjusted OR: 3.14, 95% CI 1.34?7.35).ConclusionUrine 2-naphthol levels are associated with markers of oxidative stress and the risk of allergic diseases in young children.

| S-EPMC6069002 | biostudies-literature

Copper(II)-Mediated Iodination of 1-Nitroso-2-naphthol.

Project description:The 3-Iodo-1-nitrosonaphthalene-2-ol (I-NON) was obtained by the copper(II)-mediated iodination of 1-nitroso-2-naphthol (NON). The suitable reactants and optimized reaction conditions, providing 94% NMR yield of I-NON, included the usage of Cu(OAc)2·H2O and 1:2:8 CuII/NON/I2 molar ratio between the reactants. The obtained I-NON was characterized by elemental analyses (C, H, N), high-resolution ESI+-MS, 1H and 13C{1H} NMR, FTIR, UV-vis spectroscopy, TGA, and X-ray crystallography (XRD). The copper(II) complexes bearing deprotonated I-NON were prepared as follows: cis-[Cu(I-NON-H)(I-NON)](I3) (1) was obtained by the reaction between Cu(NON-H)2 and I2 in CHCl3/MeOH, while trans-[Cu(I-NON-H)2] (2) was synthesized from I-NON and Cu(OAc)2 in MeOH. Crystals of trans-[Cu(I-NON-H)2(THF)2] (3) and trans-[Cu(I-NON-H)2(Py)2] (4) were precipitated from solutions of 2 in CHCl3/THF and Py/CHCl3/MeOH mixtures, respectively. The structures of 1 and 3-4 were additionally verified by X-ray crystallography. The characteristic feature of the structures of 1 and 3 is the presence of intermolecular halogen bonds with the involvement of the iodine center of the metal-bound deprotonated I-NON. The nature of the I···I and I···O contacts in the structures of 1 and 3, correspondingly, were studied theoretically at the DFT (PBE0-D3BJ) level using the QTAIM, ESP, ELF, NBO, and IGM methods.

| S-EPMC8465374 | biostudies-literature

1,1'-(2-Thienylmethylene)di-2-naphthol ethyl acetate solvate.

Project description:In the title compound, C(25)H(18)O(2)S·C(4)H(8)O(2), there are inter-molecular O-H⋯O hydrogen bonds between the main mol-ecule and the solvent molecule. The thio-phene ring is oriented at dihedral angles of 70.87 (7) and 75.36 (4)° with respect to the mean planes of the two naphthyl ring systems.

| S-EPMC2969796 | biostudies-literature

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

Tweets

OmicsDI Databases

PRIDE
PeptideAtlas
MassIVE
JPOST Repository
Physiome Model Repository

EGA
EVA
ENA
LINCS
PAXDB
Cell Collective

MetaboLights
Metabolomics Workbench
MetabolomeExpress
GNPS
BioModels
FAIRDOMHub

ArrayExpress
dbGaP
ExpressionAtlas
GEO
NODE

Information

Databases
Help
API
Contact us
Code on GitHub
Terms of use
Submit Data