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20734-58-1 | 1,8-Naphthalenediamine, N1,N1,N8,N8-tetramethyl-
CAS No: 20734-58-1 Catalog No: AG002IZU MDL No:MFCD00003920
Product Description
Catalog Number:
AG002IZU
Chemical Name:
1,8-Naphthalenediamine, N1,N1,N8,N8-tetramethyl-
CAS Number:
20734-58-1
Molecular Formula:
C14H18N2
Molecular Weight:
214.3061
MDL Number:
MFCD00003920
IUPAC Name:
1-N,1-N,8-N,8-N-tetramethylnaphthalene-1,8-diamine
InChI:
InChI=1S/C14H18N2/c1-15(2)12-9-5-7-11-8-6-10-13(14(11)12)16(3)4/h5-10H,1-4H3
InChI Key:
GJFNRSDCSTVPCJ-UHFFFAOYSA-N
SMILES:
CN(c1cccc2c1c(ccc2)N(C)C)C
EC Number:
244-001-6
UNII:
6S79D2P9H8
Properties
Complexity:
203
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
214.147g/mol
Formal Charge:
0
Heavy Atom Count:
16
Hydrogen Bond Acceptor Count:
2
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
214.312g/mol
Monoisotopic Mass:
214.147g/mol
Rotatable Bond Count:
2
Topological Polar Surface Area:
6.5A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
3.4
Literature
| Title | Journal |
|---|---|
| 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 |
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