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
From weak interactions to covalent bonds: a continuum in the complexes of 1,8-bis(dimethylamino)naphthalene.	2003 Apr 9	12670248
Electron-transfer-induced substitution of alkylated C60 chlorides with proton sponge.	2004 Jan 23	14725437
Unusually Large Primary (2)H/(1)H Kinetic Isotope Effects Accompanying a syn-beta-H Elimination Reaction in a sigma-Alkyl-Palladium Complex.	2004 Mar 10	14995172
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 Oct 4	15446868
Macropolyhedral boron-containing cluster chemistry. The reaction of B16H20 and B14H18 with [PtMe2(PMe2Ph)2] to give [(PMe2Ph)2PtB16H17Me] and [(PMe2Ph)2PtB14H16].	2005 Apr 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 Jan 13	16839089
Study of photoinduced electron transfer between [60]fullerene and proton-sponge by laser flash photolysis: addition effects of organic acid.	2005 Jul 21	16833953
(Fluoren-9-ylidene)methanedithiolato complexes of platinum: synthesis, reactivity, and luminescence.	2005 Oct 3	16180885
Solid-phase synthesis of oligodeoxyribonucleoside boranophosphates by the boranophosphotriester method.	2006 May 26	16709070
Probing molecular recognition in the solid-state by use of an enolizable chromophoric barbituric acid.	2008 Jul 4	18540649
Carbon-13 NMR relaxation study of 1,8-bis(dimethylamino)naphthalene in isotropic solution.	2008 May 29	18452281
Diimine supported group 10 hydroxo, oxo, amido, and imido complexes.	2008 May 7	18414757
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 Aug	19575397
Proton sponge: a novel and versatile MALDI matrix for the analysis of metabolites using mass spectrometry.	2009 Oct 1	19705852
Symmetrization of cationic hydrogen bridges of protonated sponges induced by solvent and counteranion interactions as revealed by NMR spectroscopy.	2010 Feb 1	20024986
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 May 3	20349936
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 May 7	20390182
A colorimetric proton sponge.	2010 Oct 15	20857948

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 18:22:42 GMT 2023` Edited by `admin` on `Fri Dec 15 18:22:42 GMT 2023`
Record UNII	6S79D2P9H8
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

1,8-BIS(DIMETHYLAMINO)NAPHTHALENE

Systematic Name

English

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

Systematic Name

English

DMAN [MI]

Common 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