Naphthalene-1-thiol

These experiments demonstrated the necessity of developing a system in which dimerization of the dopant could not occur and addition to the polymer was the only significant reaction. This was achieved by using naphthalene-2-thiol as the dopant, anticipating addition of the thiol group to the pendant reactive double bonds of the polymer (69). 

NAPHTHALENE-2-THIOL (3-NAPHTHYL MERCAPTAN 2-NAPHTHYL MERCAPTAN 2-NAPHTHYL THIOL RENACIT 1 RPA 2 RPA NO. 2 THIO-NAPHTHOL THIO-13-NAPHTHOL P-THIONAPHTH-OL 2-THIONAPHTHOL USAF CY-4 VULCAMEL TEN... 

Synonyms 2-Mercaptonaphthalene p-Mercaptonaphthalene Naphthalene-2-thiol p-Naphthalenethiol 2-Naphthalenthiol 2-Naphthyl mercaptan P-Naphthyl mercaptan 2-Naphthyl thiol Thionaphthol 2-Thionaphthol Thio-p-naphthol P-Thionaphthol... 

Naphthalene-2-thiol P-Naphthalenethiol. See 2-Naphthalenethiol Naphthalene-1,3,6-trisulfonic acid... 

The guanidinyl pyrrolidine 24 (Figure 14.6) promoted, albeit with only 20% ee, the addition of naphthalene-2-thiol to 2-cyclohexen-l-one [57]. A bifunctional Brpnsted base-enamine mode of activation was invoked in this case. 

Preparation.—For those interested in the past, the report, that irradiation (185 and/or 254 nm) of mixtures of CH, CgH, NHa, HaO, and HaS gives cysteine and cystine, among other products, will give a basis for speculation on developments in pre-biotic Earth history. Among well-tried procedures, the preparation of naphthalene-2-thiol from 2-naphthol is notable the thionocarbamate RO CS NMea, obtained from the reaction of the phenol with McgN CS-Cl, gives the thiol on pyrolysis. ... 

The fused to naphthalene 1,3-oxazines 147 were also formed via the three-component reaction of aromatic aldehydes, urea, and 3-naphthol in PEG 400 under catalysis by the nanoparticular copper (15nm) (Scheme 84) [117]. PEG 200 was slightly less effective as the solvent for this reaction (147, Ar=Ph, 87% vs 93%). PEG 400 together with the catalyst demonstrated good recyclability. It should be noted that in case of replacement of p-naphthol by a-naphthol or naphthalene-2-thiol this reaction did not proceed. 

In 2009, Hayashi and co-workers reported on a rhodium-catalyzed intermolecular asymmetric hydrosulfenylation of diphenylphosphinylallene 251 using benzenethiol and naphthalene-2-thiol (Scheme 46.30). The reaction proceeded with good yields and enantioselectivities, demonstrating the feasibility of asymmetric thiofunctionalization of allenes using a chiral phosphine ligand 252. 

Because anti/syn ratios in the product can be correlated to the E(0)/Z(0) ratio of the involved boron enolate mixture,10b initial experiments were aimed at the preparation of highly E(0)-enriched boron enolate. The E(0)/Z(0) ratio increases with the bulk of the alkanethiol moiety, whereas the formation of Z(O) enolates prevails with (S )-aryl thioates. (E/Z = 7 93 for benzenethiol and 5 95 for 2-naphthalene thiol esters). E(O) reagent can be formed almost exclusively by reaction of (5)-3,3-diethyl-3-pentyl propanethioate 64 with the chiral boron triflate. High reactivity toward aldehydes can be retained in spite of the apparent steric demand (Scheme 3-22).43... 

NAPHTHALENE THIOL, 51, 139 Titanium tetrachloride, 54, 93 o-Tolualdehyde, by reduction of... 

B. 2-Naphthalenethiol. In a 250-ml. flask, fitted with a diffusion tube and swept with nitrogen, is placed 23.1 g. (0.10 mole) of 0-2-naphthyldimethylthiocarbamate (Note 4). The flask is heated at 270-275° for 45 minutes in a salt bath (Note 5). After cooling, a solution of 8.4 g. (0.15 mole) of potassium hydroxide in 10 ml. of water and 75 ml. of ethylene glycol is added to the flask. The diffusion tube is replaced by a condenser, and the mixture is heated at reflux for 1 hour (Note 6). The cooled reaction mixture is poured onto 150 g. of ice. After the ice has melted, the mixture is shaken two times with 150-ml. portions of chloroform. The chloroform layers are discarded, and the aqueous layer is cautiously acidified with concentrated hydrochloric acid (Note 7) and shaken three times with 75-ml. portions of chloroform. The organic layers are combined and dried by filtration through anhydrous magnesium sulfate. The solvent is removed by distillation to yield 13-15 g. of crude product. Distillation yields 10.3-12.8 g. (71-80%) of pure 2-naphthalene-thiol, b.p. 92-94° (0.4 mm.), m.p. 80-81° (Note 8). 

C-C bond formations. Iron(III) perchlorate effects cyclization of 1,5-cyclooctadienes to bicyclo[3.3.0]octane derivatives and oxidative dimerization of naphthalenes. Thiols are also oxidized to give disulfides. 

The sensitivity can be further enhanced by incorporating various polymer linker molecules. Different terminal groups incorporated into the linker molecules can be utilized to achieve enhanced sensitivity. For example, Chen and Lu (2010) have shown that the functionalization of Ag and Au nanoparticles by decanethiol, naphthalene thiol, and 2-mercaptobenzothiazole makes it possible to... 

Fig. II (continued) coordinates corresponding to the various peaks are shown in sketches on the bottom and, by reconstructing all of these, the eventual transport picture in the blobbish sketch above emerges - the current goes through the a system in the alkane thiol end, transfers to the n system to pass through the naphthalene, and then back into the o system through the ether to the other electrode. From [108] copyright 2011 by the National Academy of Sciences...

Since BAs occurring in food do not exhibit satisfactory absorbance or fluorescence in the visible or ultraviolet range, chemical derivatization, either pre- (35-37) or postcolumn (38), is usually used for their detection in HPLC. The most frequently employed reagents for precolumn derivatization are fluorescamine, aminoquinolyl-lV-hydroxysuccinimidyl carbamate (AQC) (39, 40), 9-fluorenylmethyl chloroformate (FMOC) (41-43), 4-dimethylaminoazobenzene-4 -sul-fonyl chloride (dabsylchloride, DBS) (44), N-acetylcysteine (NAC) (45,46), and 5-dimethyl-amino-1-naphthalene-1-sulfonyl chloride (dansylchloride, DNS) (47,48), phthalaldehyde (PA), and orf/to-phthaldialdehyde (OPA) (49-51), together with thiols such as 3-mercaptopropionic acid (MPA) (37) and 2-mercaptoethanol (ME) (35,49). 

H. E. Katz, J. Johnson, A. J. Lovinger, and W. Li, Naphthalene-tetracarboxylic Diimide-based n-Channel Transistor Semiconductors Structural Variation and Thiol-enhanced Gold Contacts , Journal of The American Chemical Society 122, 7787 (2000). 

The Identification and Isolation of Reactive Thiols in Ricin A-Chain and Blocked Ricin Using 2-(4 -Maleimidylanilino)naphthalene-6-sulfonic... 

For those without native fluorescence, two common approaches have been employed, namely, derivatization and indirect fluorescence. Derivatizing agents should be pure, low fluorescent, and stable, as well as react quickly and uniquely with the analytes and, thus, formed compounds should be strongly fluorescent and stable. These include dansyl chloride, fluorescamine, 4-clair-7-nitro-benz-2-oxa-l,3-diazole (NBD), o-phthaldialdehyde (OPA), fluorescein isothiocyanate (FITC), and naphthalene-2,3-dicarboxaldehyde (NDA), which have been used for the analyses of amino acids, peptides, proteins, thiols, and sugars with LOD in 1-100 nM range. Compared to LINF, approaches based on derivatization provide the advantages of relatively low cost and versatility in instrumentation, but they may suffer from contamination and loss of temporal information. 

Other electroactive groups incorporated in gold-thiol monolayers include tetrathiaful-valene365 and fullerene393. Miller and coworkers prepared thiol-derivatized oligoimides with naphthalene diimide electroactive groups. Electron transfer to each electroactive function was observed394,395. 

Homolysis of the S-acyl bond is responsible for formation of phenylthio-cyclohexane and 3-phenylthiocyclohexene from. SiS -diphenyl dithiocarbonate by irradiation in cyclohexene.117 A cyclic mechanism, however, has been proposed to account for the photodecomposition of certain carbohydrate dithiobisthio-formates.118 On irradiation, 0-ethyl thioacetate is converted into cis- and / 5-2,3-diethoxybut-2-ene, together with small amounts of 2,3-diethoxybut-l-ene, 2,3-diethoxybuta-1,3-diene, and 1-ethoxyethane-l-thiol.119 121 Free sulphur was trapped by reaction with 1,2-dimethyIenecyclohexane. Details of the photoelimination of sulphur dioxide from D-glucofuranosyl phenyl sulphone acetates have been published.180 An efficient synthesis of another 1,8-bridged naphthalene... 

A number of deprotonation equilibria between l,8-bis(dimethylamino)naphthalene and several acids, including phenols , thiols , N—H acids and carboxylic acids, have been investigated. l,2-Bis(diaIkylaminomethyl)benzenes 25 are also strong proton... 

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