1,8-BIS(DIMETHYLAMINO)NAPHTHALENE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C14H18N2
Molecular Weight	214.3061
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of 1,8-BIS(DIMETHYLAMINO)NAPHTHALENE

Structure Search

SMILES

CN(C)C1=CC=CC2=CC=CC(N(C)C)=C12

InChI

InChIKey=GJFNRSDCSTVPCJ-UHFFFAOYSA-N

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

HIDE SMILES / InChI

Molecular Formula	C14H18N2
Molecular Weight	214.3061
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
A simple one-dimensional method of chemical shift anisotropy determination under MAS conditions.	2010-12	20933449
A colorimetric proton sponge.	2010-10-15	20857948
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.	2010-05-07	20390182
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.	2010-05-03	20349936
Symmetrization of cationic hydrogen bridges of protonated sponges induced by solvent and counteranion interactions as revealed by NMR spectroscopy.	2010-02-01	20024986
Proton sponge: a novel and versatile MALDI matrix for the analysis of metabolites using mass spectrometry.	2009-10-01	19705852
1,8-Bis(dimethylamino)naphthalene: a novel superbasic matrix for matrix-assisted laser desorption/ionization time-of-flight mass spectrometric analysis of fatty acids.	2009-08	19575397
Degenerate intermolecular and intramolecular proton-transfer reactions: electronic structure of the transition states.	2009-07-23	19606892
Probing molecular recognition in the solid-state by use of an enolizable chromophoric barbituric acid.	2008-07-04	18540649
Application of the PM6 method to modeling the solid state.	2008-06	18449579
Carbon-13 NMR relaxation study of 1,8-bis(dimethylamino)naphthalene in isotropic solution.	2008-05-29	18452281
Diimine supported group 10 hydroxo, oxo, amido, and imido complexes.	2008-05-07	18414757
Influence of N-substituent and solvent on internal conversion in 1-aminonaphthalenes.	2007-10	17331798
Solid-phase synthesis of oligodeoxyribonucleoside boranophosphates by the boranophosphotriester method.	2006-05-26	16709070
1,8-Bis(hexamethyltriaminophosphazenyl)naphthalene, HMPN: a superbasic bisphosphazene "proton sponge".	2005-11-16	16277515
(Fluoren-9-ylidene)methanedithiolato complexes of platinum: synthesis, reactivity, and luminescence.	2005-10-03	16180885
Study of photoinduced electron transfer between [60]fullerene and proton-sponge by laser flash photolysis: addition effects of organic acid.	2005-07-21	16833953
Oxygen-bridged borate anions from tris(pentafluorophenyl)borane: synthesis, NMR characterization, and reactivity.	2005-07-11	15998031
Sonic spray as a dual polarity ion source for ion/ion reactions.	2005-06-01	15924405
Femtosecond excited state studies of the two-center three-electron bond driven twisted internal charge transfer dynamics in 1,8-bis(dimethylamino)naphthalene.	2005-04-28	16839018
Macropolyhedral boron-containing cluster chemistry. The reaction of B16H20 and B14H18 with [PtMe2(PMe2Ph)2] to give [(PMe2Ph)2PtB16H17Me] and [(PMe2Ph)2PtB14H16].	2005-04-21	15824788
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.	2005-01-13	16839089
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).	2004-10-04	15446868
Unusually Large Primary (2)H/(1)H Kinetic Isotope Effects Accompanying a syn-beta-H Elimination Reaction in a sigma-Alkyl-Palladium Complex.	2004-03-10	14995172
Electron-transfer-induced substitution of alkylated C60 chlorides with proton sponge.	2004-01-23	14725437
From weak interactions to covalent bonds: a continuum in the complexes of 1,8-bis(dimethylamino)naphthalene.	2003-04-09	12670248
1,8-bis(tetramethylguanidino)naphthalene (TMGN): a new, superbasic and kinetically active "proton sponge".	2002-04-02	11933096
Symmetry of N-H-N hydrogen bonds in 1,8-bis(dimethylamino)naphthalene.H+ and 2,7-dimethoxy-1,8-bis(dimethylamino)naphthalene.H+.	2001-07-11	11439038
Ten-vertex rhodadithiaborane chemistry:.	2001-05	11353235

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:11:38 GMT 2025` Edited by `admin` on `Mon Mar 31 19:11:38 GMT 2025`
Record UNII	6S79D2P9H8
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DMAN [MI]

Preferred Name

English

1,8-BIS(DIMETHYLAMINO)NAPHTHALENE

Systematic Name

English

N1,N1,N8,N8-TETRAMETHYL-1,8-NAPHTHALENEDIAMINE

Systematic Name

English

N,N,N',N'-TETRAMETHYLNAPHTHALENE-1,8-DIAMINE

Systematic Name

English

1,8-NAPHTHALENEDIAMINE, N,N,N',N'-TETRAMETHYL-

Systematic Name

English

PROTON SPONGE

Common Name

English

Code System Code Type Description

WIKIPEDIA

1,8-Bis(dimethylamino)naphthalene