Proton-sponge®
ALDRICH/158496 - 99%
Synonym: 1,8-
CAS Number: 20734-58-1
Empirical Formula (Hill Notation): C14H18N2
Molecular Weight: 214.31
EC Number: 244-001-6
MDL Number: MFCD00003920
Linear Formula: C10H6[N(CH3)2]2
Product Type: Chemical
| assay | 99% |
| form | solid |
| InChI | 1S/C14H18N2/c1-15(2)12-9- |
| InChI key | GJFNRSDCSTVPCJ-UHFFFAOYSA |
| mp | 49-51 °C (lit.) |
| Quality Level | 200  |
| SMILES string | CN(C)c1cccc2cccc(N(C)C)c1 |
| solubility | chloroform: soluble 50 mg/mL, clear (faint yellow to dark yellow to dark red) |
| Application: | Proton-sponge can be used in the 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. It was also used in the preparation of saturated fluoroalkyl(hydrido) complexes of Iridium. |
| Application: | Very strong base with weak nucleophilic character due to steric effects. |
| General description: | Proton-sponge is a nucleophilic base used in alkoxycarbonylation, dehydrofluorination, arylation, and intramolecular cyclization reactions. Proton-sponge is also referred to as 1,8-dimethylamino naphthalene. It is very strong base with weak nucleophilic character due to steric effects. It also participates in the reactions between arachno-6,9-C2B8H14 and selected acyl chlorides. It has been tested as an effective H+ scavenger. |
| Legal Information: | Proton-sponge is a registered trademark of Merck KGaA, Darmstadt, Germany |
| Packaging: | 10, 50 g in glass bottle |
| Symbol |  GHS07 |
| Signal word | Warning |
| Hazard statements | H315 - H319 - H335 |
| Precautionary statements | P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338 |
| Hazard Codes | Xn |
| Risk Statements | 22-36/37/38 |
| Safety Statements | 26 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | 235.4 °F |
| Flash Point(C) | 113 °C |
| Purity | 99% |
| mp | 49-51 °C (lit.) |
| UNSPSC | 12352100 |