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802794

Sigma-Aldrich

DMPU-HF Reagent

Sinonimo/i:

DMPU-HF Complex (HF 65% w/w)

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About This Item

Formula empirica (notazione di Hill):
C6H13FN2O
Numero CAS:
287966-55-6
Peso molecolare:
148.18
Codice UNSPSC:
12352000
ID PubChem:
329768755
NACRES:
NA.22

Forma fisica

liquid

Livello qualitativo

100

Temperatura di conservazione

2-8°C

Stringa SMILE

F/O=C1N(C)CCCN\1C

InChI

1S/C6H12FN2O/c1-8-4-3-5-9(2)6(8)10-7/h3-5H2,1-2H3
ZTQIVQDBIIEDTI-UHFFFAOYSA-N

Categorie correlate

Applicazioni

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.

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.

Altre note

Designer HF-Based Fluorination Reagent: Highly Regioselective Synthesis of Fluoroalkenes and gem-Difluoromethylene Compounds from Alkynes

Pittogrammi

Skull and crossbonesCorrosion
GHS06,GHS05

Avvertenze

Danger

Indicazioni di pericolo

H300 + H310 + H330,H314

Classi di pericolo

Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 2 Oral - Skin Corr. 1A

Codice della classe di stoccaggio

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

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Shengzong Liang et al.
Journal of fluorine chemistry, 203, 136-139 (2018-02-13)
Bromofluorination reactions were performed by treating of a variety of unsaturated compounds with N-bromosuccinimide (NBS) and DMPU/HF as the fluorinating reagent. The DMPU/HF complex showed to be an efficient fluorinating reagent to convert alkenes into their corresponding bromofluoro compounds. It
Otome E Okoromoba et al.
Journal of the American Chemical Society, 136(41), 14381-14384 (2014-09-27)
Hydrogen fluoride (HF) and selected nonbasic and weakly coordinating (toward cationic metal) hydrogen-bond acceptors (e.g., DMPU) can form stable complexes through hydrogen bonding. The DMPU/HF complex is a new nucleophilic fluorination reagent that has high acidity and is compatible with
Otome E Okoromoba et al.
Organic letters, 17(16), 3975-3977 (2015-08-12)
DMPU/HF (HF content 65 wt %/wt) is an ideal nucleophilic fluorination reagent for the diastereoselective synthesis of substituted 4-fluorotetrahydropyrans and 4-fluoropiperidines via a fluoro-Prins reaction. When compared to classical nucleophilic fluorination reagents like pyridine/HF, DMPU/HF gives both higher yields and

Contenuto correlato

Xu Group – Professor Product Portal

The research of the Hammond-Xu Group is focused on the understanding of novel interactions between organic and organometallic compounds from the perspective of physical organic chemistry.

Hammond Group – Professor Product Portal

The research of the Hammond-Xu Group is focused on the understanding of novel interactions between organic and organometallic compounds from the perspective of physical organic chemistry.

Il team dei nostri ricercatori vanta grande esperienza in tutte le aree della ricerca quali Life Science, scienza dei materiali, sintesi chimica, cromatografia, discipline analitiche, ecc..

Contatta l'Assistenza Tecnica.