DMPU-HF Reagent
ALDRICH/802794
Synonym: DMPU-HF Complex (HF 65% w/w)
CAS Number: 287966-55-6
Empirical Formula (Hill Notation): C6H13FN2O
Molecular Weight: 148.18
Linear Formula: C6H13FN2O
Product Type: Chemical
| form | liquid |
| InChI | 1S/C6H12FN2O/c1-8-4-3-5-9 |
| InChI key | ZTQIVQDBIIEDTI-UHFFFAOYSA |
| Quality Level | 100  |
| SMILES string | F/O=C1N(C)CCCN1C |
| storage temp. | 2-8°C |
| Application: | DMPU-HF Reagent is a nucleophilic fluorination reagent that can be used: • To prepare fluoroalkenes and gem-difluoromethlylene from substituted alkynes in the presence of an Au-JohnPhos complex as a catalyst. • To synthesize substituted 4-fluorotetrahydropyrans and 4-fluoropiperidines from homoallylic alcohol/amine with aldehyde via fluoro-Prins reaction. • In the bromofluorination of alkenes in the presence of N-bromosuccinimide to yield corresponding bromofluoro compounds. |
| Application: | DMPU-HF, like TREAT-HF and Olah′s Reagent, is a convenient way of utilizing Hydrogen Fluoride as a fluorination reagent. However, unlike TREAT-HF and Olah′s Reagent, DMPU-HF is more tolerant of transition metals due to the reduced basicity of DMPU, compared to Triethylamine and Pyridine. Hammond and coworkers display its compatibility in transition-metal catalysis in gold-catalyzed mono- and difluoroination of alkynes. |
| Other Notes: | Designer HF-Based Fluorination Reagent: Highly Regioselective Synthesis of Fluoroalkenes and gem-Difluoromethylene Compounds from Alkynes  |
| Packaging: | 5 g in poly bottle |
| Symbol |   GHS05,GHS06 |
| Signal word | Danger |
| Hazard statements | H300 + H310 + H330 - H314 |
| Precautionary statements | P280 - P301 + P310 + P330 - P301 + P330 + P331 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 |
| RIDADR | UN 2927 8(6.1) / PGI |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Storage Temp. | 2-8°C |
| UNSPSC | 12352000 |