(Bromomethyl)cyclobutane

Bezeichnung:(Bromomethyl)cyclobutane

CAS-Nr17247-58-4

Englisch Name:(Bromomethyl)cyclobutane

CBNumberCB5357637

SummenformelC5H9Br

Molgewicht149.03

MOL-Datei17247-58-4.mol

(Bromomethyl)cyclobutane physikalisch-chemischer Eigenschaften

Siedepunkt	123-124 °C(lit.)
Dichte	1.326 g/mL at 25 °C(lit.)
Brechungsindex	n20/D 1.48(lit.)
Flammpunkt	97 °F
storage temp.	Inert atmosphere,2-8°C
Aggregatzustand	Liquid
Wichte	1.326
Farbe	Clear colorless
Wasserlöslichkeit	80mg/L at 20℃
InChI	InChI=1S/C5H9Br/c6-4-5-2-1-3-5/h5H,1-4H2
InChIKey	FLHFTXCMKFVKRP-UHFFFAOYSA-N
SMILES	C1(CBr)CCC1
CAS Datenbank	17247-58-4(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	10-36/37/38
S-Sätze:	16-26-36
RIDADR	UN 1993 3/PG 3
WGK Germany	3
HazardClass	3
PackingGroup	III
HS Code	29038900
Speicherklasse	3 - Flammable liquids
Hazard Classifications	Flam. Liq. 3

Gefahreninformationscode (GHS)

(Bromomethyl)cyclobutane Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R10:Entzündlich.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S16:Von Zündquellen fernhalten - Nicht rauchen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Chemische Eigenschaften
clear colorless liquid
Verwenden
(Bromomethyl)cyclobutane may be used in the synthesis of racemic 3-cyclobutylalanine and 17-(cyclobutylmethyl)morphinan-3-ol (butorphan).
synthetische
The preparation of (Bromomethyl)cyclobutane is as follows:Into a clean, dry reactor equipped with a stirrer and under nitrogen are successively loaded 5.4 kg of DMF (5.1 eqV) and then 4.53 kg of triphenylphosphite. 2.34 kg of bromine is then introduced while maintaining the temperature at less than 12°C. The stirring speed is regulated according to the fluidity of the reaction medium.10065] The set point of the jacket is then adjusted to -12°C. and then 1.120 kg of cyclobutylmethanol is introduced in such a way as not to exceed a temperature of -5° C. At the end of the addition the whole is allowed to return slowly to room temperature. After distillation and washing, the final product 2b (mass 1.529 kg) having a GC relative purity of 98.3% is obtained with a yield of 78%.
Allgemeine Beschreibung
(Bromomethyl)cyclobutane (bromomethyl-cyclobutane) is an aryl fluorinated building block. Its reaction with various hydroxychromen-4-one derivatives in the presence of anhydrous K₂CO₃/dry acetone and Bu₄N⁺I^- (PTC) has been investigated.

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