40230-97-5

Usage

Uses

Used in Organic Synthesis:
DMAPA is used as a reagent in organic synthesis for its ability to facilitate the formation of carbon-carbon and carbon-heteroatom bonds. Its presence in reactions can enhance the efficiency and selectivity of bond formation, making it a valuable tool in the synthesis of complex organic molecules.
Used in Catalysts:
As a catalyst, DMAPA can accelerate chemical reactions without being consumed in the process. Its unique structure allows it to lower the activation energy required for reactions, thereby increasing the reaction rate and improving the overall yield of the desired products.
Used in Nucleophilic Reagents:
DMAPA functions as a nucleophilic reagent in various chemical reactions, where it donates electrons to electrophilic centers. Its ability to form stable intermediates with electrophiles makes it useful in a wide range of synthetic transformations.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, DMAPA is utilized in the synthesis of active pharmaceutical ingredients (APIs) and other medicinal compounds. Its versatility in forming different types of bonds makes it suitable for the development of novel drug candidates with improved pharmacological properties.
Used in Material Science:
In material science, DMAPA is employed in the synthesis of advanced materials, such as polymers, coatings, and composites. Its ability to form stable bonds with various elements contributes to the development of materials with enhanced properties, such as improved mechanical strength, thermal stability, and chemical resistance.
Used in Analytical Chemistry:
DMAPA is also used in analytical chemistry as a derivatizing agent for the analysis of various compounds. Its reactivity with specific functional groups allows for the formation of derivatives that can be easily detected and quantified using analytical techniques such as gas chromatography and mass spectrometry.

InChI:InChI=1S/C13H19NSi/c1-14(2)13-8-6-12(7-9-13)10-11-15(3,4)5/h6-9H,1-5H3

Upstream product

• 586-77-6 4-bromo-N,N-dimethylaniline 
• 1066-54-2 trimethylsilylacetylene 
• 698-70-4 4-Iodo-N,N-dimethylaniline 
• 121-69-7 N,N-dimethyl-aniline 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 17573-94-3 4-ethynyl-N,N-dimethylaniline 

Downstream Products

• 242487-93-0 1-phenyl-5-(4-N,N-dimethylaminophenyl)-1,4-pentadiyn-3-one 
• 242487-89-4 1-phenyl-5-(4-N,N-dimethylaminophenyl)-1,4-pentadiyn-3-ol 
• 242487-99-6 Δ-4H-2-[4-(dimethylamino)phenyl]-6-phenylthiopyran-4-one 
• 242488-00-2 Δ-4H-2-[4-(dimethylamino)phenyl]-6-phenylselenopyran-4-one 
• 242488-01-3 Δ-4H-2-[4-(dimethylamino)phenyl]-6-phenyltelluropyran-4-one 
• 1000874-04-3 (4-{3,3-dicyano-1-[4-(dimethylamino)phenyl]prop-2-en-1-ylidene}cyclohexa-2,5-dien-1-ylidene)malononitrile 
• 1415048-79-1 C₃₄H₂₈FeN₂ 
• 58300-70-2 bis(p-dimethylaminophenyl)butadiyne 
• 1583305-53-6 6-amino-2-(4-dimethyaminophenyl)-1-oxy-indol-3-one 
• 1583305-63-8 4-(4-dimethylaminophenylethynyl)-3-nitrophenylamine 
• 1584658-57-0 [2-(4-(N,N-dimethylamino)phenyl)ethynyl](trimethylsilyl)[(diisopropylphosphino)(dimethylamino)ethane]platinum 
• 675571-82-1 N,N-diphenyl-4’-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1’-biphenyl]-4-amine 

Relevant academic research and scientific papers

An AIE active Y-shaped diimidazolylbenzene: Aggregation and disaggregation for Cd2+ and Fe3+ sensing in aqueous solution

A simple Y-shaped dimb with AIE properties was designed and synthesized. It showed selective fluorescence turn-on toward Cd2+ ion in MeCN-water (2:8, v/v) through aggregation, and also selective fluorescence turn-off toward Fe3+ ion in MeCN-water (1:99, v/v) through disaggregation.

Cobalt-Catalyzed Hydroalkynylation of Vinylaziridines

Transition metal-catalyzed hydroalkynylation reactions are efficient transformations allowing the straightforward formation of functionalized alkynes. Therein, we disclose the cobalt-catalyzed hydroalkynylation of vinylaziridines giving rise to both linea

Near-Infrared Fluorescent Probes with Rotatable Polyacetylene Chains for the Detection of Amyloid-β Plaques

The plaques of accumulated β-amyloid (Aβ) in the parenchymal brain are accepted as an important biomarker for the early diagnosis of Alzheimer's disease (AD). Many near-infrared (NIR) probes, which were based on the D-π-A structure and bridged by conjugat

Are alkynyl spacers in ancillary ligands in heteroleptic bis(diimine)copper(I) dyes beneficial for dye performance in dye-sensitized solar cells?

The syntheses of 4,40-bis(4-dimethylaminophenyl)-6,60-dimethyl-2,20-bipyridine (1), 4,40-bis(4-dimethylaminophenylethynyl)-6,60-dimethyl-2,20-bipyridine (2), 4,40-bis(4-diphenylaminophenyl)-6,60-dimethyl-2,20-bipyridine (3), and 4,40-bis(4-diphenylaminophenylethynyl)-6,60-dimethyl-2,20-bipyridine (4) are reported along with the preparations and characterisations of their homoleptic copper(I) complexes [CuL2][PF6] (L = 1-4). The solution absorption spectra of the complexes exhibit ligand-centred absorptions in addition to absorptions in the visible region assigned to a combination of intra-ligand and metal-to-ligand charge-transfer. Heteroleptic [Cu(5)(Lancillary)]+ dyes in which 5 is the anchoring ligand ((6,60-dimethyl-[2,20-bipyridine]-4,40-diyl)bis(4,1-phenylene))bis(phosphonic acid) and Lancillary = 1-4 have been assembled on fluorine-doped tin oxide (FTO)-TiO2 electrodes in dye-sensitized solar cells (DSCs). Performance parameters and external quantum efficiency (EQE) spectra of the DSCs (four fully-masked cells for each dye) reveal that the best performing dyes are [Cu(5)(1)]+ and [Cu(5)(3)]+. The alkynyl spacers are not beneficial, leading to a decrease in the short-circuit current density (JSC), confirmed by lower values of EQEmax. Addition of a co-absorbent (n-decylphosphonic acid) to [Cu(5)(1)]+ lead to no significant enhancement of performance for DSCs sensitized with [Cu(5)(1)]+. Electrochemical impedance spectroscopy (EIS) has been used to investigate the interfaces in DSCs; the analysis shows that more favourable electron injection into TiO2 is observed for sensitizers without the alkynyl spacer and confirms higher JSC values for [Cu(5)(1)]+,.

Copper-Mediated Deacylative Coupling of Ynones via C-C Bond Activation under Mild Conditions

The intermolecular deacylative coupling of unstrained ynones via C-C bond activation was accomplished by a CuCl-bpy system under mild reaction conditions. This protocol features facile cleavage of the C-C bond at room temperature, broad substrate scope, and efficient construction of important symmetric and unsymmetrical 1,3-diyne adducts through homo or cross coupling of ynones, respectively. The preliminary mechanistic investigations indicated that an acyl copper(III) complex is likely involved in this process.

A Porous and Solution-Processable Molecular Crystal Stable at 200 °c: The Surprising Donor-Acceptor Impact

We report a curious porous molecular crystal that is devoid of the common traits of related systems. Namely, the molecule does not rely on directional hydrogen bonds to enforce open packing, and it offers neither large concave faces (i.e., high internal f

Reversible mechanofluorochromism of aniline-terminated phenylene ethynylenes

Seven three-ring phenylene-ethynylene (PE) structural analogs, differing only in the lengths of alkyl chains on terminal aniline substituents, show 50-62 nm bathochromic shifts in emission maxima in response to mechanical force (mechanofluorochromism, MC)

Trimethylsilyl-Protected Alkynes as Selective Cross-Coupling Partners in Titanium-Catalyzed [2+2+1] Pyrrole Synthesis

Trimethylsilyl (TMS)-protected alkynes served as selective alkyne cross-coupling partners in titanium-catalyzed [2+2+1] pyrrole synthesis. Reactions of TMS-protected alkynes with internal alkynes and azobenzene under the catalysis of titanium imido comple

Multi-color photoluminescence induced by electron-density distribution of fluorinated bistolane derivatives

The aim of this study was to design and develop new fluorinated light-emitting materials with multi-color photoluminescence that are not limited by their states. For this purpose, fluorinated bistolanes with an amino substituent, such as carbazol-9-yl, di

Catalyst-free hydrochlorination protocol for terminal arylalkynes with hydrogen chloride

We present a simple and straightforward protocol for hydrochlorination of terminal arylalkynes to vinyl chlorides using hydrogen chloride under mild reaction conditions. This protocol does not involve any metal catalysts or additives. It is simple, inexpensive, and easy to prepare, and exhibits good reaction activity. The hydrochlorination proceeds smoothly to yield unique regioselective products via the Markovnikov addition rule.