Molecular structure of 1,8-Bis(tetramethylguanidino)naphthalene, CAS Number: 442873-72-5
1,8-Bis(tetramethylguanidino)naphthalene (CAS 442873-72-5)
Alternate Names:
N′′,N′′′′′-1,8-Naphthalenediylbis(N,N,N′,N′-tetramethyl-guanidine); TMGN
Application:
1,8-Bis(tetramethylguanidino)naphthalene is A new superbasic and kinetically active proton sponge.
CAS Number:
442873-72-5
Purity:
≥95%
Molecular Weight:
354.49
Molecular Formula:
C20H30N6
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
1,8-Bis(tetramethylguanidino)naphthalene is a distinctive chemical entity characterized by its incorporation of tetramethylguanidino groups at the 1 and 8 positions of a naphthalene core. This structure imbues the molecule with unique physicochemical properties, such as enhanced electron-donating capacity and significant steric bulk, making it a compound of considerable interest in the field of organic chemistry research. The exploration of its properties and functionalities extends to the realms of supramolecular chemistry, where it can serve as a building block for the construction of molecular architectures with precise control over their spatial arrangements and electronic properties, strictly within a research context
1,8-Bis(tetramethylguanidino)naphthalene (CAS 442873-72-5) References
- 1,8-bis(tetramethylguanidino)naphthalene (TMGN): a new, superbasic and kinetically active 'proton sponge'. | Raab, V., et al. 2002. Chemistry. 8: 1682-93. PMID: 11933096
- The proton affinity of the superbase 1,8-bis(tetramethylguanidino)naphthalene (TMGN) and some related compounds: a theoretical study. | Kovacević, B. and Maksić, ZB. 2002. Chemistry. 8: 1694-702. PMID: 11933097
- DFT calculations on a new class of C3-symmetric organic bases: highly basic proton sponges and ligands for very small metal cations. | Bucher, G. 2003. Angew Chem Int Ed Engl. 42: 4039-42. PMID: 12973763
- 1,8-bis(dimethylethyleneguanidino)naphthalene: tailoring the basicity of bisguanidine 'proton sponges' by experiment and theory. | Raab, V., et al. 2003. J Org Chem. 68: 8790-7. PMID: 14604346
- 1,8-Bis(hexamethyltriaminophosphazenyl)naphthalene, HMPN: a superbasic bisphosphazene 'proton sponge'. | Raab, V., et al. 2005. J Am Chem Soc. 127: 15738-43. PMID: 16277515
- 1,8-Bis(dimethylamino)naphthalene-2,7-diolate: a simple arylamine nitrogen base with hydride-ion-comparable proton affinity. | Ozeryanskii, VA., et al. 2006. Angew Chem Int Ed Engl. 45: 1453-6. PMID: 16425326
- 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. | Cao, D., et al. 2011. Talanta. 85: 345-52. PMID: 21645709
- Synthesis and theoretical investigation of a 1,8-bis(bis(diisopropylamino)cyclopropeniminyl)naphthalene proton sponge derivative. | Belding, L. and Dudding, T. 2014. Chemistry. 20: 1032-7. PMID: 24357468
- Successful application of a neutral organic base, 1,8-bis(tetramethylguanidino)naphthalene (TMGN), for the radiosynthesis of [11C]raclopride. | Lee, J., et al. 2016. Appl Radiat Isot. 118: 382-388. PMID: 27894050
- Superbasic alkyl-substituted bisphosphazene proton sponges: a new class of deprotonating matrices for negative ion matrix-assisted ionization/laser desorption mass spectrometry of low molecular weight hardly ionizable analytes. | Calvano, CD., et al. 2016. Rapid Commun Mass Spectrom. 30: 1680-1686. PMID: 28328038
- Using aromatic polyamines with high proton affinity as 'proton sponge' dopants for electrospray ionisation mass spectrometry. | Wirth, MA., et al. 2017. Eur J Mass Spectrom (Chichester). 23: 49-54. PMID: 28657414
- Characterization of bioactive and nutraceutical compounds occurring in olive oil processing wastes. | Ventura, G., et al. 2019. Rapid Commun Mass Spectrom. 33: 1670-1681. PMID: 31268208
- Theoretical study of intramolecular hydrogen bond in selected symmetric 'proton sponges' on the basis of DFT and CPMD methods. | Jezierska, A. and Panek, JJ. 2020. J Mol Model. 26: 37. PMID: 31989276
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
1,8-Bis(tetramethylguanidino)naphthalene, 1 g | sc-251608 | 1 g | $142.00 | |||
1,8-Bis(tetramethylguanidino)naphthalene, 25 g | sc-251608A | 25 g | $1040.00 |