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Sigma-Aldrich

1,8-Bis(tetramethylguanidino)naphthalene

≥98.0%

Sinônimo(s):

N′′,N′′′′′-1,8-Naphthalenediylbis(N,N,N′,N′-tetramethyl-guanidine), TMGN

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About This Item

Fórmula linear:
C10H6[N=C[N(CH3)2]2]2
Número CAS:
442873-72-5
Peso molecular:
354.49
Número MDL:
MFCD06798180
Código UNSPSC:
12352100
ID de substância PubChem:
57650064
NACRES:
NA.22

Ensaio

≥98.0%

Impurezas

≤0.5% water

pf

124-128 °C

solubilidade

toluene: 20 mg/mL, clear

cadeia de caracteres SMILES

CN(C)\C(=N\c1cccc2cccc(\N=C(\N(C)C)N(C)C)c12)N(C)C

InChI

1S/C20H30N6/c1-23(2)19(24(3)4)21-16-13-9-11-15-12-10-14-17(18(15)16)22-20(25(5)6)26(7)8/h9-14H,1-8H3

chave InChI

PSHHYQWGIGYWHP-UHFFFAOYSA-N

Categorias relacionadas

Nota de análise

may contain dark particles

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)

Certificados de análise (COA)

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Strong Organic Bases as Building Blocks of Mesoporous Hybrid Catalysts for C-C Forming Bond Reactions.
Gianotti E, et al.
European Journal of Inorganic Chemistry, 32, 5175-5185 (2012)
Volker Raab et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 8(7), 1682-1693 (2002-04-05)
1,8-Bis(tetramethylguanidino)naphthalene (TMGN, 1) is a new, readily accessible, and stable "proton sponge" with an experimental pK(BH(+)) value of 25.1 in MeCN, which is nearly seven orders of magnitude higher in basicity than the classical proton sponge 1,8-bis(dimethylamino)-naphthalene (DMAN). Because of
Dong Cao et al.
Talanta, 85(1), 345-352 (2011-06-08)
Determination of perfluorinated compounds (PFCs) is very important because of their potential hazards to the environment and human health. In present work, 1,8-bis (tetramethylguanidino)-naphthalene (TMGN), a superbasic proton sponge, was firstly employed as the matrix for quantitative detection of acidic
Borislav Kovacević et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 8(7), 1694-1702 (2002-04-05)
The spatial and electronic structure of the very strong neutral organic bases bis(tetramethylguanidino)naphthalene (TMGN), 4,5-bis(tetramethylguanidino)fluorene (TMGF) and some related compounds are explored by ab initio computational methods. Their affinity towards the proton is scrutinized both in the gas phase and
Dong Cao et al.
The Analyst, 137(9), 2218-2225 (2012-03-22)
1,8-Bis(dimethylamino)naphthalene (DMAN), a classical 'proton sponge', was functionalized on silica particles as a novel solid-phase extraction (SPE) adsorbent (DMAN@silica) for extracting perfluoroalkyl sulfonates (PFSs). High reproducibility and excellent extraction capability for PFSs were obtained in a wide pH range (3.0~8.5).

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