tert-Butoxy bis(dimethylamino)methane
ALDRICH/384216
Synonym: Bredereck’s reagent
CAS Number: 5815-08-7
Empirical Formula (Hill Notation): C9H22N2O
Molecular Weight: 174.28
EC Number: 227-383-9
MDL Number: MFCD00042858
Linear Formula: (CH3)3COCH[N(CH3)2]2
Product Type: Chemical
| bp | 50-55 °C/15 mmHg (lit.) |
| density | 0.844 g/mL at 25 °C (lit.) |
| form | liquid |
| InChI | 1S/C9H22N2O/c1-9(2,3)12-8 |
| InChI key | HXRAMSFGUAOAJR-UHFFFAOYSA |
| refractive index | n |
| SMILES string | CN(C)C(OC(C)(C)C)N(C)C |
| Application: | tert-Butoxy bis(dimethylamino)methane (Bredereck′s reagent) may be used in the following studies: • Enamination of active methylene and methyl groups. • As condensation reagent in the synthesis of benz[c,d]indoles. • Preparation of methyl and ethyl 3-dimethylamino-2-(indol- • Synthesis of the macrolide natural product (-)-gloeosporone. • Preparation of new bioactive naphthyridine alkaloids lophocladine A and B. • Preparation of (E/Z)-ethyl 6,7-dichloro-3-[1-cyano-2 • Preparation of (E)-ethyl 3-(dimethylamino)-2-(1H-indol-3-yl)acrylate. • α-Enamination of ketones and esters. |
| Application: | Reactant for: • Preparation of pyrroloquinazolines as photochemotherapeutic agents • Enanatioslective formal synthesis of the Cinchona alkaloid quinine via stereoselective intermolecular radical addition • Synthesis of camptothecin via intramolecular isomuenchnone cycloaddition reaction • Aminomethylenation reactions |
| Packaging: | 1, 10 g in glass bottle |
| Symbol |   GHS02,GHS07 |
| Signal word | Warning |
| Hazard statements | H226 - H315 - H319 - H335 |
| Precautionary statements | P210 - P302 + P352 - P305 + P351 + P338 |
| Hazard Codes | Xi |
| Risk Statements | 10-36/37/38 |
| Safety Statements | 26 |
| RIDADR | UN 1993C 3 / PGIII |
| WGK Germany | WGK 3 |
| Flash Point(F) | 105.8 °F - closed cup |
| Flash Point(C) | 41 °C - closed cup |
| bp | 50-55 °C/15 mmHg (lit.) |
| Density | 0.844 g/mL at 25 °C (lit.) |
| Refractive Index | n |
| UNSPSC | 12352100 |