20734-58-1 | 1,8-Bis(dimethylamino)naphthalene

Packsize	Purity	Availability	Price	Discounted Price
1g	98%	in stock	$8.00	$5.00
5g	98%	in stock	$11.00	$8.00
10g	98%	in stock	$14.00	$10.00
25g	98%	in stock	$24.00	$17.00
50g	98%	in stock	$45.00	$31.00
100g	98%	in stock	$81.00	$57.00

Description

• Catalog Number: AB17730
• Chemical Name: 1,8-Bis(dimethylamino)naphthalene
• CAS Number: 20734-58-1
• Molecular Formula: C14H18N2
• Molecular Weight: 214.3061
• MDL Number: MFCD00003920
• SMILES: CN(c1cccc2c1c(ccc2)N(C)C)C

Computed Properties

• Complexity: 203
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 16
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• XLogP3: 3.4

Literature

• Time-dependent intensity changes of free fatty acids detected by matrix-assisted laser desorption and ionization time-of-flight mass spectrometry in the presence of 1,8-bis-(dimethylamino)naphthalene--a cautionary note.

  Rapid communications in mass spectrometry : RCM 20120715

• Proton sponge-functionalized silica as high performance adsorbents for solid-phase extraction of trace perfluoroalkyl sulfonates in the environmental water samples and their direct analysis by MALDI-TOF-MS.

  The Analyst 20120507

• The synthesis of 2'-methylseleno adenosine and guanosine 5'-triphosphates.

  Bioorganic & medicinal chemistry 20120401

• Sublimation of new matrix candidates for high spatial resolution imaging mass spectrometry of lipids: enhanced information in both positive and negative polarities after 1,5-diaminonapthalene deposition.

  Analytical chemistry 20120221

• Improved detection of phosphopeptides by negative ion matrix-assisted laser desorption/ionization mass spectrometry using a proton sponge co-matrix.

  Analytica chimica acta 20120120

• H-bond-assisted intramolecular nucleophilic displacement of the 1-NMe2 group in 1,8-bis(dimethylamino)naphthalenes as a route to multinuclear heterocyclic compounds and strained naphthalene derivatives.

  The Journal of organic chemistry 20110902

• Quantitative detection of trace perfluorinated compounds in environmental water samples by Matrix-assisted Laser Desorption/Ionization-Time of Flight Mass Spectrometry with 1,8-bis(tetramethylguanidino)-naphthalene as matrix.

  Talanta 20110715

• Lipid fingerprinting of gram-positive lactobacilli by intact--matrix-assisted laser desorption/ionization mass spectrometry using a proton sponge based matrix.

  Rapid communications in mass spectrometry : RCM 20110630

• Hybrid organic-inorganic catalytic mesoporous materials with proton sponges as building blocks.

  Physical chemistry chemical physics : PCCP 20110628

• A simple one-dimensional method of chemical shift anisotropy determination under MAS conditions.

  Journal of magnetic resonance (San Diego, Calif. : 1997) 20101201

• A colorimetric proton sponge.

  The Journal of organic chemistry 20101015

• Synthesis of C-substituted t-BuNH-8,9-R,R'-nido-7,8,9-C3B8H9 (R,R' = H,H; MeH; Me,Me; Ph,H and Ph,Ph) tricarbollide compounds and their tautomeric conversions. Effect of substituents on tautomeric equilibria between neutral and zwitterionic forms.

  Dalton transactions (Cambridge, England : 2003) 20100507

• An experimental solution to the 'missing hydrogens' question surrounding the macropolyhedral 19-vertex boron hydride monoanion [B19H22]-, a simplification of its synthesis, and its use as an intermediate in the first example of syn-B18H22 to anti-B18H22 isomer conversion.

  Inorganic chemistry 20100503

• Symmetrization of cationic hydrogen bridges of protonated sponges induced by solvent and counteranion interactions as revealed by NMR spectroscopy.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20100201

• Proton sponge: a novel and versatile MALDI matrix for the analysis of metabolites using mass spectrometry.

  Analytical chemistry 20091001

• 1,8-Bis(dimethylamino)naphthalene: a novel superbasic matrix for matrix-assisted laser desorption/ionization time-of-flight mass spectrometric analysis of fatty acids.

  Rapid communications in mass spectrometry : RCM 20090801

• Degenerate intermolecular and intramolecular proton-transfer reactions: electronic structure of the transition states.

  The journal of physical chemistry. A 20090723

• Probing molecular recognition in the solid-state by use of an enolizable chromophoric barbituric acid.

  The Journal of organic chemistry 20080704

• Application of the PM6 method to modeling the solid state.

  Journal of molecular modeling 20080601

• Carbon-13 NMR relaxation study of 1,8-bis(dimethylamino)naphthalene in isotropic solution.

  The journal of physical chemistry. A 20080529

• Diimine supported group 10 hydroxo, oxo, amido, and imido complexes.

  Dalton transactions (Cambridge, England : 2003) 20080507

• Influence of N-substituent and solvent on internal conversion in 1-aminonaphthalenes.

  Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20071001

• Solid-phase synthesis of oligodeoxyribonucleoside boranophosphates by the boranophosphotriester method.

  The Journal of organic chemistry 20060526

• 1,8-Bis(hexamethyltriaminophosphazenyl)naphthalene, HMPN: a superbasic bisphosphazene 'proton sponge'.

  Journal of the American Chemical Society 20051116

• (Fluoren-9-ylidene)methanedithiolato complexes of platinum: synthesis, reactivity, and luminescence.

  Inorganic chemistry 20051003

• Study of photoinduced electron transfer between [60]fullerene and proton-sponge by laser flash photolysis: addition effects of organic acid.

  The journal of physical chemistry. A 20050721

• Oxygen-bridged borate anions from tris(pentafluorophenyl)borane: synthesis, NMR characterization, and reactivity.

  Inorganic chemistry 20050711

• Sonic spray as a dual polarity ion source for ion/ion reactions.

  Analytical chemistry 20050601

• Femtosecond excited state studies of the two-center three-electron bond driven twisted internal charge transfer dynamics in 1,8-bis(dimethylamino)naphthalene.

  The journal of physical chemistry. A 20050428

• Macropolyhedral boron-containing cluster chemistry. The reaction of B16H20 and B14H18 with [PtMe2(PMe2Ph)2] to give [(PMe2Ph)2PtB16H17Me] and [(PMe2Ph)2PtB14H16].

  Dalton transactions (Cambridge, England : 2003) 20050421

• NMR relaxation study of the protonated form of 1,8-Bis(dimethylamino)naphthalene in isotropic solution: anisotropic motion outside of extreme narrowing and ultrafast proton transfer.

  The journal of physical chemistry. A 20050113

• Synthesis and characterization of novel monocarbollide exo-closo-(pi-arene)biruthenacarboranes [(PPh3)mClRu(eta6-C6H5R)Ru'CB10H11-n(OMe)n] (where R = H, m = 2, n = 1; R = mu-PPh2, m = 1, n = 0, 1).

  Inorganic chemistry 20041004

• Unusually Large Primary (2)H/(1)H Kinetic Isotope Effects Accompanying a syn-beta-H Elimination Reaction in a sigma-Alkyl-Palladium Complex.

  Journal of the American Chemical Society 20040310

• Electron-transfer-induced substitution of alkylated C60 chlorides with proton sponge.

  The Journal of organic chemistry 20040123

• From weak interactions to covalent bonds: a continuum in the complexes of 1,8-bis(dimethylamino)naphthalene.

  Journal of the American Chemical Society 20030409

• 1,8-bis(tetramethylguanidino)naphthalene (TMGN): a new, superbasic and kinetically active 'proton sponge'.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20020402

• Symmetry of N-H-N hydrogen bonds in 1,8-bis(dimethylamino)naphthalene.H+ and 2,7-dimethoxy-1,8-bis(dimethylamino)naphthalene.H+.

  Journal of the American Chemical Society 20010711

• Ten-vertex rhodadithiaborane chemistry:

  Acta crystallographica. Section C, Crystal structure communications 20010501