Bromcyclopentan

Bezeichnung:Bromcyclopentan

CAS-Nr137-43-9

Englisch Name:Bromocyclopentane

CBNumberCB8853084

SummenformelC5H9Br

Molgewicht149.03

MOL-Datei137-43-9.mol

Synonyma

Bromcyclopentan

Bromcyclopentan physikalisch-chemischer Eigenschaften

Siedepunkt	137-139 °C (lit.)
Dichte	1.39 g/mL at 25 °C (lit.)
Brechungsindex	n20/D 1.4881(lit.)
Flammpunkt	95 °F
storage temp.	Store at R.T.
Löslichkeit	Chloroform, Ethyl Acetate (Slightly)
Aggregatzustand	Liquid
Wichte	1.39
Farbe	Clear yellow to light brown
Wasserlöslichkeit	Immiscible with water.
BRN	1209256
Stabilität	Stable. Flammable. Incompatible with strong oxidizing agents, strong bases.
InChIKey	BRTFVKHPEHKBQF-UHFFFAOYSA-N
LogP	2.745 (est)
CAS Datenbank	137-43-9(CAS DataBase Reference)
NIST chemische Informationen	Cyclopentane, bromo-(137-43-9)
EPA chemische Informationen	Cyclopentane, bromo- (137-43-9)

Sicherheit

R-Sätze:	10
S-Sätze:	23-24/25-16
RIDADR	UN 1993 3/PG 3
WGK Germany	3
F	8
TSCA	Yes
HazardClass	3
PackingGroup	III
HS Code	29035990

Gefahreninformationscode (GHS)

Bromocyclopentane Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R10:Entzündlich.
S-Sätze Betriebsanweisung:
S23:Gas/Rauch/Dampf/Aerosol nicht einatmen(geeignete Bezeichnung(en) vom Hersteller anzugeben).
S24/25:Berührung mit den Augen und der Haut vermeiden.
S16:Von Zündquellen fernhalten - Nicht rauchen.
Chemische Eigenschaften
Bromocyclopentane is a colorless to light yellow liquid at standard temperature and pressure.It has an aroma similar to camphor. It turns brown after a long time. Soluble in ethanol, ether, insoluble in water. Halocyclopentanes can be prepared by reacting the corresponding alcohols with thionyl halides, phosphorus trihalides or hydrohalic acids.
Verwenden
Bromocyclopentane is a precursor used in the preparation of cyclopentene and cyclopentanol. It is a fatty bromide, which is used as a solvent. It is used as an intermediate for the preparation of surfactant and pharmaceuticals and other organic compounds. It is also used in the production of the medicine cyclopentathiazide.
synthetische
Bromocyclopentane is synthesized by bromination of cyclopentanol: cyclopentanol is mixed with hydrobromic acid and heated to about 170°C refluxed for 6-8h. Then distilled with water steam, the oil layer is washed with 5% sodium carbonate, then dried, filtered, fractionated and collected 136-139°C fraction is the finished product. Another method is by the reaction of cyclopentanol and phosphorus tribromide: the cyclopentanol is cooled to 0 ℃, add the newly evaporated phosphorus tribromide drop by drop, add it all at 0-5 ℃, stir for 2h, and leave it at room temperature overnight. Add water and stratify, take the oil layer water distillation. Distillate stratification, the oil layer was washed with 10% sodium bicarbonate solution, dried with anhydrous calcium chloride, filtration, filtrate distillation, collect 134-141 ℃ fraction that is bromocyclopentane.
Reaktionen
Bromocyclopentane is reacted with magnesium turnings in dry tetrahydrofuran making cyclopentyl Grignard reagent, a main precursor in the synthesis of Ketamine.
Bromocyclopentane (22.0 g, 0.15 mol) was added to a soln of NaNO2 (18 g, 0.26 mol) in dry DMSO (100 mL) at 15°C and the mixture was stirred at this temperature for 3 h. The mixture was poured into ice water (250 mL) and extracted with petroleum ether (bp 35-37°C; 4 × 50 mL). The combined organic extracts were washed with H2O (4× 50 mL), dried (MgSO4), and concentrated under reduced pressure. The residue was distilled to give Nitrocyclopentane; yield: 9.9 g (58%); bp 62°C/8 Torr; nD/20 1.4538.

Synthesis of Nitrocyclopentane
Synthesis Reference(s)
The Journal of Organic Chemistry, 54, p. 1463, 1989 DOI: 10.1021/jo00267a047

Bromocyclopentane Upstream-Materialien And Downstream Produkte

Bromcyclopentan Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

137-43-9, Bromocyclopentane Verwandte Suche:

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