Category: 17236-59-8

Hunter, Gordon A. published the artcileSimple 3-hydroxythiophenes [thiophen-3(2H)-ones], Category: alcohols-buliding-blocks, the publication is Journal of the Chemical Society, Chemical Communications (1990), 375-6, database is CAplus.

A simple and flexible synthetic route to simple 3-hydroxythiophenes [thiophen-3(2H)-ones], including the parent compound I, was reported. Thus, pyrolysis of Meldrum’s and derivative II at 625° gave 92% hydroxythiophene III.

Journal of the Chemical Society, Chemical Communications published new progress about 17236-59-8. 17236-59-8 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Alcohol, name is Thiophen-3-ol, and the molecular formula is C4H4OS, Category: alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Foister, Shane published the artcileShape selective recognition of T·A base pairs by hairpin polyamides containing N-terminal 3-methoxy (and 3-chloro) thiophene residues, COA of Formula: C4H4OS, the publication is Bioorganic & Medicinal Chemistry (2003), 11(20), 4333-4340, database is CAplus and MEDLINE.

Hairpin polyamides selectively recognize predetermined DNA sequences with affinities comparable to naturally occurring proteins. Internal side-by-side pairs of unsym. aromatic rings within the minor groove of DNA distinguish each of the four Watson-Crick base pairs. In contrast, N-terminal ring pairs exhibit less specificity, with the exception of Im/Py targeting G·C base pairs. In an effort to explore the sequence specificity of new ring pairs, a series of hairpin polyamides containing 3-substituted-thiophene-2-carboxamide residues at the N-terminus was synthesized. An N-terminal 3-methoxy (or 3-chloro) thiophene residue paired opposite Py displayed 6- (and 3-) fold selectivity for T·A relative to A·T base pair, while disfavoring G·C base pairs by >200-fold. Our data suggests shape selective recognition with projection of the 3-thiophene substituent (methoxy or chloro) to the floor of the minor groove.

Bioorganic & Medicinal Chemistry published new progress about 17236-59-8. 17236-59-8 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Alcohol, name is Thiophen-3-ol, and the molecular formula is C4H4OS, COA of Formula: C4H4OS.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Nurjuliana, M. published the artcileRapid identification of pork for halal authentication using the electronic nose and gas chromatography mass spectrometer with headspace analyzer, SDS of cas: 17236-59-8, the publication is Meat Science (2011), 88(4), 638-644, database is CAplus and MEDLINE.

The volatile compounds of pork, other meats and meat products were studied using an electronic nose and gas chromatog. mass spectrometer with headspace analyzer (GCMS-HS) for halal verification. The zNose was successfully employed for identification and differentiation of pork and pork sausages from beef, mutton and chicken meats and sausages which were achieved using a visual odor pattern called VaporPrint, derived from the frequency of the surface acoustic wave (SAW) detector of the electronic nose. GCMS-HS was employed to sep. and analyze the headspace gases from samples into peaks corresponding to individual compounds for the purpose of identification. Principal component anal. (PCA) was applied for data interpretation. Anal. by PCA was able to cluster and discriminate pork from other types of meats and sausages. It was shown that PCA could provide a good separation of the samples with 67% of the total variance accounted by PC1.

Meat Science published new progress about 17236-59-8. 17236-59-8 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Alcohol, name is Thiophen-3-ol, and the molecular formula is C4H4OS, SDS of cas: 17236-59-8.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Dindarloo Inaloo, Iman published the artcileN-Arylation of (hetero)arylamines using aryl sulfamates and carbamates via C-O bond activation enabled by a reusable and durable nickel(0) catalyst, Safety of Thiophen-3-ol, the publication is New Journal of Chemistry (2020), 44(31), 13266-13278, database is CAplus.

An effective and general aryl amination protocol has been developed using a magnetically recoverable Ni(0) based nanocatalyst. This new stable catalyst was prepared on Fe₃O₄@SiO₂ modified by EDTA and investigated by FT-IR, EDX, TEM, XRD, DLS, FE-SEM, XPS, NMR, TGA, VSM, ICP and elemental anal. techniques. The reaction proceeded via carbon-oxygen bond cleavage of (hetero)aryl carbamates and sulfamates under simple and mild conditions without the use of any external ligands. This method demonstrated functional group tolerance in the N-arylation of various nitrogen-containing compounds as well as aliphatic amines, anilines, pyrroles, pyrazoles, imidazoles, indoles, and indazoles with good to excellent yields. Furthermore, the catalyst could be easily recovered by using an external magnetic field and directly reused at least six times without notable reduction in its activity.

New Journal of Chemistry published new progress about 17236-59-8. 17236-59-8 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Alcohol, name is Thiophen-3-ol, and the molecular formula is C4H4OS, Safety of Thiophen-3-ol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Ford, M. C. published the artcile3-Hydroxythiophene, Computed Properties of 17236-59-8, the publication is Journal of the Chemical Society (1956), 4985-7, database is CAplus.

The Grignard reagent from 3-bromothiophene (I) was treated with O with the production of a crude phenolic material, and two distillations gave the pure 3-hydroxythiophene (II), which was unstable, developing a reddish tinge and a disagreeable odor within a day, and finally resinifying. EtBr (18.5 g.) and 37 g. I (b₇₅₉ 157-8.5°) in 150 ml. Et₂O added to a briskly reacting mixture of 18.5 g. EtBr, 13.7 g. Mg, and 200 ml. Et₂O, the whole refluxed 18 hrs. under N and a solution of iso-PrMgBr (from 35 g. iso-PrBr) added, the mixture cooled to -10° and dry O passed in, the temperature maintained below 5°, after absorption had ceased the product set aside 20 hrs. at 5°, and then poured onto solid CO₂, after addition of chilled 2N H₂SO₄, the Et₂O layer separated, and the product purified gave 2.12 g. black product, which was stored over P₂O₅ and then distilled from glass wool giving II, yellow liquid, b_0.01 38-9°, redistilled at 0.02 mm. to a colorless oil with a phenolic odor. With aqueous FeCl₃ II gave an intense red color, and with diazotized PhNH₂ in the presence of alkali, a dark red precipitate; benzoate (prepared by the Schotten-Baumann method), irregular prisms, m. 40° (from ligroine); 3,5-dinitrobenzoate, yellow prisms, m. 150° (from MeOH); phenylcarbamate, felted needles, m. 120° (from ligroine). These derivatives were stable. I (20 g.) was recovered from the Et₂O solution of alkali-insoluble material. The infrared absorption curves were given for II in liquid film, 15% by volume CCl₄, and 8% by volume CCl₄. The absorption characteristic of an unsat. CO group definitely established the presence of the tautomeric 2,3-dihydro-3-oxothiophene (III). With increasing dilution the equilibrium was in favor of III; however, the strength of the OH band and the odor suggested that the pure substance must contain much II.

Journal of the Chemical Society published new progress about 17236-59-8. 17236-59-8 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Alcohol, name is Thiophen-3-ol, and the molecular formula is C4H4OS, Computed Properties of 17236-59-8.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Shi, Jing published the artcileHeterocyclic analogs of phenol as novel potential antioxidants, Application of Thiophen-3-ol, the publication is Journal of Physical Organic Chemistry (2009), 22(11), 1038-1047, database is CAplus.

Five d. functional theory (DFT) methods including B3LYP, B3PW91, MPW1K, MPWB, TPSS1KCIS were evaluated by comparing with the exptl. O[bond]H bond dissociation enthalpies (BDEs) of substituted phenols. B3PW91 is the best method, for which the calculation error was 3.62 kJ/mol. Subsequently, the BDEs (O[bond]H) of hydroxyl groups on five- and six-membered heteroat. aromatic rings were calculated using the (RO)B3PW91/6-311++G(2df,2p)//(U)B3LYP/6-311g(d,p) procedure. The ionization energy (IE) and proton affinity [PA(O^–)] of these compounds also were examined From theor. study, imidazolols, thiazolols, and oxazolols were studied to assess their antioxidant activities. 5-Oxazolol could be a promising novel antioxidant precursor. Copyright © 2009 John Wiley and Sons, Ltd.

Journal of Physical Organic Chemistry published new progress about 17236-59-8. 17236-59-8 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Alcohol, name is Thiophen-3-ol, and the molecular formula is C12H13F2N3O4S, Application of Thiophen-3-ol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Mitsudo, Koichi published the artcileSynthesis of 3-Benzo[b]thienyl 3-Thienyl Ether via an Addition-Elimination Reaction and Its Transformation to an Oxygen-Fused Dithiophene Skeleton: Synthesis and Properties of Benzodithienofuran and Its π-Extended Derivatives, Recommanded Product: Thiophen-3-ol, the publication is Organic Letters (2017), 19(11), 2821-2824, database is CAplus and MEDLINE.

The synthesis of 3-benzo[b]thienyl 3-thienyl ether and its dehydrogenative cyclization leading to benzodithienofuran (BDTF; [1]benzothieno[3,2-b]thieno[2,3-d]furan) are described for the first time. Further transformation of BDTF to more π-extended BDTF derivatives and their fundamental phys. properties are also studied.

Organic Letters published new progress about 17236-59-8. 17236-59-8 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Alcohol, name is Thiophen-3-ol, and the molecular formula is C4H4OS, Recommanded Product: Thiophen-3-ol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Capon, Brian published the artcileThe tautomerism of hydroxy derivatives of five-membered oxygen, nitrogen, and sulfur heterocycles, Formula: C4H4OS, the publication is Tetrahedron Letters (1986), 27(28), 3275-8, database is CAplus.

The unstable enolic tautomers 3-hydroxyfuran, 2- and 3-hydroxythiophene, 3-hydroxypyrrole, 3-hydroxy-1-methylpyrrole and their benzo derivatives have been generated in solution and the rate and equilibrium constants for their ketonization determined

Tetrahedron Letters published new progress about 17236-59-8. 17236-59-8 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Alcohol, name is Thiophen-3-ol, and the molecular formula is C4H4OS, Formula: C4H4OS.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Capon, Brian published the artcileThe tautomerism of hydroxy derivatives of five-membered oxygen, nitrogen, and sulfur heterocycles [Erratum to document cited in CA106(19):155813y], SDS of cas: 17236-59-8, the publication is Tetrahedron Letters (1988), 29(3), 250, database is CAplus.

An error in a k_H⁺ value for ketonization of 2-hydroxyindene was corrected (3.48 M^-1s^-1, not 83 M^-1s^-1. The error was not reflected in the abstract or the index entries.

Tetrahedron Letters published new progress about 17236-59-8. 17236-59-8 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Alcohol, name is Thiophen-3-ol, and the molecular formula is C4H4OS, SDS of cas: 17236-59-8.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Capon, Brian published the artcileTautomerism of the monohydroxy derivatives of five-membered oxygen, nitrogen and sulfur heterocycles, Application of Thiophen-3-ol, the publication is Journal of the American Chemical Society (1989), 111(14), 5346-56, database is CAplus.

The O-deuterated enolic tautomers 3-deuteroxybenzofuran, 3-deuteroxybenzothiophene, 3-deuteroxyindole, 3-deuteroxy-1-methylindole, 3-deuteroxyfuran, 3-deuteroxythiophene, 2-deuteroxybenzothiophene, and 2-deuteroxythiophene were generated in solution in mixtures of CD₃COCD₃, CD₃CN, or CD₃SOCD₃ with D₂O by hydrolysis of their trimethylsilyl derivatives in the presence of DCl (10^-3-10^-1 M) and characterized by ¹H NMR spectroscopy. Solutions of 3-hydroxypyrrole and of 3-hydroxy-1-methylpyrrole were obtained by methanolysis of their trimethylsilyl derivatives, evaporation of the methanol, and immediate dissolution in DMSO-d₆. The carbocyclic analogs of the bicyclic heterocyclic enols 3-deuteroxyindene and 2-deuteroxyindene were also generated in solution Attempts to prepare solutions of 2-deuteroxyfuran, 2-deuteroxypyrrole, and 2-deuteroxy-1-methylpyrrole were unsuccessful. The kinetics of ketonization of the OH forms of these enols were investigated in water or aqueous acetonitrile solution The equilibrium constants for the keto-enol tautomerism were also determined either by direct measurement when sufficient enol was present at equilibrium or as the ratio of the rate constant for enolization of the keto form to that for ketonization of the enol form, the former being determined by the iodine-trapping technique. The effect of solvent on the equilibrium constants was also studied. Sufficient data were available for the equilibrium between 3-hydroxyindole and 3-ketoindole for them to be analyzed by the four-parameter equation of Mills and Beak to yield an a-value of 2.4 and a b-value of -3.0. The pK_as of the bicyclic enols were measured. 3-Hydroxybenzofuran and 3-hydroxybenzothiophene are stronger acids than 3-hydroxyindole and 3-hydroxy-1-methylindole. The ketonization reactions are general-acid and general-base catalyzed and their mechanisms are discussed.

Journal of the American Chemical Society published new progress about 17236-59-8. 17236-59-8 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Alcohol, name is Thiophen-3-ol, and the molecular formula is C4H4OS, Application of Thiophen-3-ol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts