5859-93-8

Usage

Uses

Used in Chemical Synthesis:
2,6-Bis(hydroxymethyl)naphthalene is used as a reactant in the synthesis of fluorescent distyrylnaphthalene derivatives for bioapplications. Its structural properties make it a valuable component in creating compounds with enhanced fluorescence, which can be utilized in various biological and chemical research applications.
Used in Bioapplications:
In the field of bioapplications, 2,6-Bis(hydroxymethyl)naphthalene is used as a key component in the development of fluorescent markers and probes. These markers and probes are essential tools in cellular imaging, diagnostics, and the study of biological processes, as they allow for the visualization and tracking of specific molecules or cellular structures within living organisms.
Used in Pharmaceutical Industry:
Although not explicitly mentioned in the provided materials, 2,6-Bis(hydroxymethyl)naphthalene could potentially be used in the pharmaceutical industry as a building block for the development of new drugs or drug candidates. Its unique structure may offer novel interactions with biological targets, leading to the discovery of new therapeutic agents.
Used in Material Science:
Similarly, the compound may also find applications in material science, particularly in the development of advanced materials with specific optical, electronic, or mechanical properties. The synthesis of distyrylnaphthalene derivatives could lead to the creation of novel materials with improved performance in various applications, such as sensors, displays, or energy storage devices.

InChI:InChI=1/C12H12O2/c13-7-9-1-3-11-6-10(8-14)2-4-12(11)5-9/h1-6,13-14H,7-8H2

Upstream product

• 5859-92-7 2,6-Bis-acetoxymethyl-naphthalin 
• 204119-68-6 2,6-bis(methoxymethyl)naphthalene 
• 840-65-3 dimethyl 2,6-naphthalenedicarboxylate 
• 55343-77-6 methyl 6-hydroxymethyl-2-naphthalenecarboxylate 
• 4542-77-2 2,6-bis(bromomethyl)naphthalene 
• 1141-38-4 2,6-Naphthalenedicarboxylic acid 

Downstream Products

• 1141-38-4 2,6-Naphthalenedicarboxylic acid 
• 93036-77-2 2,6-bis(chloromethyl)naphthalene 
• 113750-28-0 2,6-dibenzylnaphthalene 
• 581-42-0 2.6-dimethylnaphthalene 
• 5060-65-1 2,6-naphthalenedicarbaldehyde 
• 4542-77-2 2,6-bis(bromomethyl)naphthalene 

Relevant academic research and scientific papers

Temperature-driven braking of γ-cyclodextrin-curcubit[6]uril-cowheeled [4]rotaxanes

Several cyclodextrin-cucurbit[6]uril-cowheeled [4]rotaxanes were synthesized through the cucurbit[6]uril-templated azide-alkyne 1,3-dipolar cycloaddition. The intramolecular interaction between the aromatic axle and the capping groups of cyclodextrin moie

Same knot, longer rope: altering ligand geometry provides control over nuclearity in self-assembled trefoil knots

Taking advantage of the accumulation of a number of noncovalent intramolecular interactions, octanuclear and hexanuclear trefoil knots are self-assembled based on half-sandwich rhodium fragments. The selective synthesis of either the octanuclear or hexanuclear knot can be controlled by altering different dipyridyl arms.

A novel donor-π-acceptor halochromic 2,6-distyrylnaphthalene chromophore: synthesis, photophysical properties and DFT studies

In this study a new 2,6-distyryl naphthalene [2-((4-((E)-2-(6-((E)-2,4-bis(methylsulfonyl)styryl)naphthalen-2-yl)vinyl)phenyl)(ethyl)amino)ethan-1-ol;ASDSN] was synthesized successfully using Heck chemistry as the main reaction. TheASDSNcompound is a dono

Size-selective encapsulation of C60 and C60-derivatives within an adaptable naphthalene-based tetragonal prismatic supramolecular nanocapsule

A novel naphthalene-based 5·(BArF)8 capsule allows for the size-selective inclusion of C60 from fullerene mixtures. Its size selectivity towards C60 has been rationalized by its dynamic adaptability in solution that has been investigated by molecular dynamics. Additionally, 5·(BArF)8 encapsulates C60-derivatives such as C60-PCBM and N-methylpyrrolidine-C60. The latter can be separated from C60 since 5·(BArF)8 displays distinct affinity for them.

Roomerature phosphorescent γ-cyclodextrin-cucurbit[6]uril-cowheeled [4]rotaxanes for specific sensing of tryptophan

Room temperature phosphorescent (RTP) γ-CD-CB[6]-cowheeled [4]rotaxanes were synthesized by implanting a naphthalene axle into the cavity of iodine-substituted γ-CDs. The strong green RTP was quenched exclusively by Trp while no RTP quenching was observed with other major physiological amino acids or with the Trp-containing protein HSA, demonstrating a highly specific sensing of free Trp.

Cobalt Pincer Complexes for Catalytic Reduction of Carboxylic Acid Esters

A selection of cobalt(I) and cobalt(II) pincer type complexes with different substitution patterns was tested in the catalytic reduction of carboxylic acid esters to alcohols. The cobalt pincer type complex 4 is suitable for the hydrogenation of aromatic as well as aliphatic and cyclic esters. Mechanistic investigation indicated a metal ligand cooperated reaction pathway.

Facile synthesis of fluorescent distyrylnaphthalene derivatives for bioapplications

A series of novel 2,6-bis(4-aminostyryl)naphthalene based derivatives were synthesized and their spectroscopic properties investigated. Due to their low cytotoxicity, suitable optical properties and potential affinity towards biological structures these d

Improved Second Generation Iron Pincer Complexes for Effective Ester Hydrogenation

Hydrogenation of esters to alcohols with a well-defined iron iPr2PNP pincer complex has been recently reported by us and other groups. We now introduce a novel and sterically less hindered Et2PNP congener that provides superior catalytic activity in the hydrogenation of various carboxylic acid esters and lactones compared to the known complex. Successful hydrogenation proceeds under relatively mild conditions (60°C) with lower catalyst loadings.

Electronic Coupling between Two Covalently Bonded Dimolybdenum Units Bridged by a Naphthalene Group

Using 2,6-naphthalenedicarboxylate and its thiolated derivatives as bridging ligands, three Mo2 dimers of the type [Mo2(DAniF)3](E2CC10H6CE2)[Mo2(DAniF)3] (DAniF = N,N′-di-p-anisylformamidinate; E = O, S) have been synthesized and characterized by X-ray diffraction. These compounds can be generally formulated as [Mo2]-naph-[Mo2], where the complex unit [Mo2] ([Mo2(DAniF)3(μ-E2C)]) functions as an electron donor (acceptor) and the naphthalene (naph) group is the bridge. The mixed-valence (MV) complexes, generated by one-electron oxidation of the neutral precursors, display weak, very broad intervalence charge-transfer absorption bands in the near-to-mid-IR regions. The electronic coupling matrix elements for the MV complexes, Hab = 390-570 cm-1, are calculated from the Mulliken-Hush equation, which fall between those for the phenyl (ph) and biphenyl (biph) analogues reported previously. The three series consisting of three complexes with the same [Mo2] units exhibit exponential decay of Hab as the bridge changes from ph to biph via naph, with decay factors of 0.21-0.17 ?-1. Therefore, it is evidenced that while the extent of the bridge conjugacy varies, the electronic coupling between the two [Mo2] units is dominated by the Mo2···Mo2 separation. The absorption band energies for metal-to-ligand charge transfer are in the middle of those for the ph and biph analogues, which is consistent with variation of the HOMO-LUMO energy gaps for the complex series. These results indicate that the interplay of the bridge length and conjugacy is to affect the enegy for charge transfer crossing the intervening moiety, in accordance with a superechange mechanism.

Hydrogenation of esters to alcohols with a well-defined iron complex

We present the first base-free Fe-catalyzed ester reduction applying molecular hydrogen. Without any additives, a variety of carboxylic acid esters and lactones were hydrogenated with high efficiency. Computations reveal an outer-sphere mechanism involving simultaneous hydrogen transfer from the iron center and the ligand. This assumption is supported by NMR experiments.