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Chemodex
N,N,N',N'-Tetramethyl-1,8-naphthalindiamine
71
CHF
CHF 71.00
In stock
CDX-T0909-G01010 gCHF 71.00
| Product Details | |
|---|---|
| Synonyms | N,N,N'N'-Tetramethyl-1,8-diamino-naphthalin; DMAN; 1,8-Bis-(dimethylamino)-naphthalin; Proton Sponge |
| Product Type | Chemical |
| Properties | |
| Formula | C14H18N2 |
| MW | 214.31 |
| CAS | 20734-58-1 |
| Purity Chemicals | ≥99.0% (GC) |
| Appearance | White to light red to faint beige powder. |
| Solubility | Soluble in chloroform. |
| Identity | Determined by 1H-NMR. |
| Declaration | Manufactured by Chemodex. |
| Other Product Data |
Click here for Original Manufacturer Product Datasheet |
| InChi Key | GJFNRSDCSTVPCJ-UHFFFAOYSA-N |
| Smiles | CN(C)C1=CC=CC2=CC=CC(N(C)C)=C21 |
| Shipping and Handling | |
| Shipping | AMBIENT |
| Short Term Storage | +20°C |
| Long Term Storage | +4°C |
| Handling Advice | Protect from light and moisture. |
| Use/Stability | Stable for at least 2 years after receipt when stored at +4°C. |
| Documents | |
| MSDS | Inquire |
| Product Specification Sheet | |
| Datasheet |
 Download PDF |
Description
1,8-Bis(dimethylamino)naphthalene (Proton Sponge) is an organic compound that has several very interesting properties. One is its very high basicity, another is its spectroscopic properties. It is a very strong base with weak nucleophilic character due to steric effects. Due to this it has been used in organic synthesis as a highly selective non-nucleophilic base. Proton sponge also exhibits a very high affinity for boron, and is capable of displacing hydride from borane to form a boronium-borohydride ion pair.
Product References
(1) R.W. Alder, et al.; Chem. Commun. 1986, 723 (1968) | (2) D. Pyzalska, et al.; J. Cytallogr. Spectr. Res. 13, 211 (1983) | (3) F. Ozawa, et al.; Tetrahed. Lett. 33, 1485 (1992) | (4) I. Kaljurand, et al.; J. Org. Chem. 70, 1019 (2005) | (5) A.F. Pozharskii & V.A. Ozeryanskii; Mendel. Commun. 22, 117 (2012) | (6) M.-A. Legare, et al.; Chem. Commun. 50, 11362 (2014)