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Bromcyclopropan

Cyclopropyl bromide Struktur
4333-56-6
CAS-Nr.
4333-56-6
Bezeichnung:
Bromcyclopropan
Englisch Name:
Cyclopropyl bromide
Synonyma:
BROMOCYCLOPROPANE;Cyclopropyl;NSC 89692;BromocycL;bromo-cyclopropan;1-Bromocyclopropane;CYCLOPROPYL BROMIDE;Cyclopropyl bromine;Cyclopropane, bromo-;Bromocyclopropane>
CBNumber:
CB8421267
Summenformel:
C3H5Br
Molgewicht:
120.98
MOL-Datei:
4333-56-6.mol

Bromcyclopropan Eigenschaften

Siedepunkt:
69 °C (lit.)
Dichte
1.51 g/mL at 25 °C (lit.)
Brechungsindex
n20/D 1.458(lit.)
Flammpunkt:
20 °F
storage temp. 
2-8°C
L?slichkeit
Chloroform (Sparingly), Methanol (Slightly)
Aggregatzustand
Liquid
Wichte
1.510
Farbe
Clear colorless
Wasserl?slichkeit
immiscible
BRN 
1900287
CAS Datenbank
4333-56-6(CAS DataBase Reference)
NIST chemische Informationen
Cyclopropyl bromide(4333-56-6)
EPA chemische Informationen
Cyclopropane, bromo- (4333-56-6)
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher F,Xi
R-S?tze: 11-36/37/38
S-S?tze: 16-26-36-37/39
RIDADR  UN 1993 3/PG 2
WGK Germany  3
8-19
Hazard Note  Irritant
TSCA  T
HazardClass  3
PackingGroup  II
HS Code  29035990
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H225 Flüssigkeit und Dampf leicht entzündbar. Entzündbare Flüssigkeiten Kategorie 2 Achtung GHS hazard pictogramssrc="/GHS02.jpg" width="20" height="20" /> P210,P233, P240, P241, P242, P243,P280, P303+ P361+P353, P370+P378,P403+P235, P501
Sicherheit
P210 Von Hitze, hei?en Oberfl?chen, Funken, offenen Flammen und anderen Zündquellenarten fernhalten. Nicht rauchen.
P233 Beh?lter dicht verschlossen halten.
P240 Beh?lter und zu befüllende Anlage erden.
P241 Explosionsgeschützte [elektrische/Lüftungs-/ Beleuchtungs-/...] Ger?te verwenden.
P242 Nur funkenfreies Werkzeug verwenden.
P243 Ma?nahmen gegen elektrostatische Entladungen treffen.

Bromcyclopropan Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R11:Leichtentzündlich.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.

S-S?tze 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.
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.

Beschreibung

Cyclopropyl bromide is also named as Bromocyclopropane. It is used in organic synthesis, for instance, for the formation of a Grignard Reagent, cyclopropyllithium. It is also used as an intermediate in the manufacture of pharmaceutical and agrochemical products.

Chemische Eigenschaften

Light yellow to clear colourless liquid, boiling point 67-69°C, refractive index (nD20) 1.4605, density (d420) 1.5120, flash point -6°C.

Verwenden

Bromocyclopropane is primarily used an intermediate in the manufacture of pharmaceutical and agrochemical products. It is also used in the production of cyclopropyl boric acid. It is used as an intermediate in organic synethesis.

synthetische

Bromocyclopropane has been prepared by the Hunsdiecker reaction by adding silver cyclopropanecarboxylate to bromine in dichlorodifluoromethane at ?29° (53% yield) or in tetrachloroethane at ?20° to ?25° (15–20% yield). Decomposition of the peroxide of cyclopropanecarboxylic acid in the presence of carbon tetrabromide gave bromocyclopropane in 43% yield. An attempt to prepare the bromide via the von Braun reaction was unsuccessful. Ten percent yields are reported for the photobromination of cyclopropane and the photochemical rearrangement of allyl bromide. Treatment of 1,1,3-tribromopropane with methyllithium prepared from methyl bromide furnishes a 60–65% yield of bromocyclopropane.

Application

Bromocyclopropane have anti-angiogenic effects that inhibits the growth of new blood vessels by interfering with the production of prostaglandins and nitric oxide, which are important for the formation of new blood vessels. Bromocyclopropane binds to cyclopropyl and hydrochloric acid, forming a hydrogen bond. It also forms a hydrogen bond with fatty acids and an a-type hydroxyl group.

Einzelnachweise

Science of Synthesis: Houben-Weyl Methods of Molecular Transformation Vol. 7: Compounds of Group 13 and 2 (Al, Ga, In, Tl, Be…Ba), 2007, ISBN: 9783131484819
D. Seyferth, H. M. Cohen, The Stability of Cyclopropyllithium in diethyl ether and in tetrahydrofuran, Journal of Organometallic Chemistry, 1963, vol. 1, pp. 15-21
“Formal Nucleophilic Substitution of Bromocyclopropanes with Azoles”, Ryabchuk, P.; Rubina, M.; Xu, J.; Rubin, M. Org. Lett. 2012, 14, 1752.
“Formal Substitution of Bromocyclopropanes with Nitrogen Nucleophiles”, Banning, J. E.; Gentillon, J.; Ryabchuk, P. G.; Prosser, A. R.; Rogers, A.; Edwards, A.; Holtzen, A.; Babkov, I.; Rubina, M.; Rubin, M. J. Org. Chem., 2013, 78, 7601.

Bromcyclopropan Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Bromcyclopropan Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

Global( 456)Lieferanten
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Hebei Mojin Biotechnology Co., Ltd
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4333-56-6(Bromcyclopropan)Verwandte Suche:


  • bromo-cyclopropan
  • Cyclopropane, bromo-
  • CYCLOPROPYL BROMIDE
  • Cyclopropylbromide,99%
  • Bromocyclopropane,99%
  • Cyclopropyl bromide(CPB)
  • 1-Bromocyclopropane
  • Cyclopropyl Bromide / Bromocyclopropane (CPB)
  • Cyclopropyl bromide ,98.5%
  • Bromocyclopropane,Cyclopropyl bromide
  • NSC 89692
  • BROMOCYCLOPROPANE FOR SYNTHESIS
  • BroMocyclopropane, 98.5%
  • CYCLOPROPYL BROMIDE, 98%CYCLOPROPYL BROMIDE, 98%CYCLOPROPYL BROMIDE, 98%CYCLOPROPYL BROMIDE, 98%
  • BromocycL
  • Bromocyclopropane>
  • Cyclopropyl bromide ISO 9001:2015 REACH
  • Brominated cyclopropane
  • BROMOCYCLOPROPANE
  • Cyclopropyl
  • Cyclopropyl bromine
  • Bromo Cyclopropane( GRAMS)
  • Cyclopropyl Bromide / Bromo cyclopropane
  • 4333-56-6
  • C3H5Br
  • HALOGEN
  • Simple 3-Membered Ring Compounds
  • Cyclopropanes
  • Building Blocks
  • Alkyl
  • Organic Building Blocks
  • Halogenated Hydrocarbons
  • Pyridines
  • Alkyl
  • Building Blocks
  • Chemical Synthesis
  • Halogenated Hydrocarbons
  • Organic Building Blocks
  • Miscellaneous Reagents
  • Pharmaceutical Intermediates
  • Cyclopropanes
  • Simple 3-Membered Ring Compounds
  • 4333-56-6
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