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41541

Sigma-Aldrich

1,8-Bis(tetramethylguanidino)naphthalene

≥98.0%

Synonym(s):

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

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About This Item

Linear Formula:
C10H6[N=C[N(CH3)2]2]2
CAS Number:
442873-72-5
Molecular Weight:
354.49
MDL number:
MFCD06798180
UNSPSC Code:
12352100
PubChem Substance ID:
57650064
NACRES:
NA.22
Pricing and availability is not currently available.

Assay

≥98.0%

impurities

≤0.5% water

mp

124-128 °C

solubility

toluene: 20 mg/mL, clear

functional group

amine

SMILES string

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

InChI key

PSHHYQWGIGYWHP-UHFFFAOYSA-N

Related Categories

Analysis Note

may contain dark particles

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM5010
BCCF4662
0000065181
0000055720
0000050903

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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

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