Dichlorophenylborane

Bezeichnung:Dichlorophenylborane

CAS-Nr873-51-8

Englisch Name:Dichlorophenylborane

CBNumberCB7471306

SummenformelC6H5BCl2

Molgewicht158.82

MOL-Datei873-51-8.mol

Dichlorophenylborane physikalisch-chemischer Eigenschaften

Schmelzpunkt	7 °C
Siedepunkt	66 °C11 mm Hg(lit.)
Dichte	1.224 g/mL at 25 °C(lit.)
Brechungsindex	n20/D 1.545(lit.)
Flammpunkt	−5 °F
storage temp.	2-8°C
Aggregatzustand	Liquid
Farbe	Colorless
Wichte	1.224
Wasserlöslichkeit	Soluble in water (Reacts violently).
Sensitive	Moisture Sensitive
BRN	2243576
InChI	InChI=1S/C6H5BCl2/c8-7(9)6-4-2-1-3-5-6/h1-5H
InChIKey	NCQDQONETMHUMY-UHFFFAOYSA-N
SMILES	B(Cl)(Cl)C1=CC=CC=C1
CAS Datenbank	873-51-8(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	F,C
R-Sätze:	11-34-37
S-Sätze:	16-26-36/37/39-45
RIDADR	UN 2924 3/PG 2
WGK Germany	3
F	10-23
HazardClass	3
PackingGroup	II
HS Code	29310099
Speicherklasse	3 - Flammable liquids
Hazard Classifications	Flam. Liq. 2 Skin Corr. 1B

Gefahreninformationscode (GHS)

Dichlorophenylborane Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R11:Leichtentzündlich.
R34:Verursacht Verätzungen.
R37:Reizt die Atmungsorgane.
S-Sätze Betriebsanweisung:
S16:Von Zündquellen fernhalten - Nicht rauchen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
Chemische Eigenschaften
clear colorless liquid
History
In 1880, Michaelis and co-workers began to investigate aryl-boranes to determine the valency of boron which was, at thetime, debated to be three or five. They reacted gaseous BCl3with diphenylmercury at elevated temperatures in a sealedtube and observed the formation of dichlorophenylborane and HgCl2. Dichlorophenylborane was isolated via distillationand was characterized by elemental analysis and conclusivefollow-up chemistry[1].
Verwenden
Catalyst for:
- Antiproliferative macrolide and cell migration inhibitor lactimidomycin
- Enantioselective synthesis of polyketide segments using vinylogous Mukaiyama aldol reactions
- Enantioselective Diels-Alder cycloadditions after its reaction with allo-threonine derivatives
- Stereoselective alkylative ring opening of cyclic anhydrides
- Cross-metathesis reaction of amino derivatives with olefins
- Asymmetric acetate aldol reactions
- The reaction of aryl aldehydes with styrene and (E)-β-methylstyrene
Verwenden
Dichlorophenylborane is widely used as a catalyst in Antiproliferative macrolide and cell migration inhibitor lactimidomycin and in enantioselective synthesis of polypeptide segments using vinylogous Mukaiyama aldol reactions and in enantioselective Diels-Alder cycloadditions after its reaction with allo-threonine derivatives. It is a stereo selective alkylative ring opening of cyclic anhydrides and in cross-metathesis reaction of amino derivatives with olefines.
reaction suitability
reagent type: reductant
Einzelnachweise
[1] Sarina M. Berger, Prof.Dr. Todd B. Marder, Matthias Ferger. “Synthetic Approaches to Triarylboranes from 1885 to 2020.” Chemistry - A European Journal 27 24 (2021): 7043–7058.

Dichlorophenylborane Upstream-Materialien And Downstream Produkte

Dichlorophenylborane Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

873-51-8, Dichlorophenylborane Verwandte Suche:

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