Grundinformationen
- Standard-SMILES
BrC1CC1- InChIKey
LKXYJYDRLBPHRS-UHFFFAOYSA-N- Summenformel
- C3H5Br
- Durchschnittliche Molmasse
- 120,98 g/mol
- Monoisotopische Masse
- 119,95746226
Namen und Bezeichner
- Bevorzugter Name
- Bromocyclopropane
- IUPAC
- bromocyclopropane
- Lokaler Name
- Bromcyclopropan
- Englischer Name
- Cyclopropyl bromide
- Summenformel
- C3H5Br
- Molmasse
- 120.98
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
4333-56-6- PubChem CID
- 78037
- DTXSID
DTXSID8063418- EC Number
- 224-375-7
- Nikkaji
- J150.689G
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 1,5
- Polarare Oberfläche (TPSA)
- 0 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 0
- Frei drehbare Bindungen
- 0
- Schwere Atome
- 4
- Formalladung
- 0
- Komplexität
- 22,5
Experimentelle und physikochemische Eigenschaften
Physikochemische Eigenschaften
- Siedepunkt
- 69 °C · 69 °C (lit.)
- Dichte
- 1.51 g/mL · 1.51 g/mL at 25 °C (lit.)
- Brechungsindex
- 20 · n20/D 1.458(lit.)
- Flammpunkt
- 20 °F · 20 °F
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- Chloroform (Sparingly), Methanol (Slightly)
- Aggregatzustand
- Liquid
- Wichte
- 1.51 · 1.510
- Farbe
- Clear colorless
- Wasserlöslichkeit
- immiscible
- BRN
- 1900287 · 1900287
- InChI
- InChI=1S/C3H5Br/c4-3-1-2-3/h3H,1-2H2
- InChIKey
- LKXYJYDRLBPHRS-UHFFFAOYSA-N
- SMILES
- C1(Br)CC1
- CAS Datenbank
- 4333 · 4333-56-6(CAS DataBase Reference)
- NIST chemische Informationen
- Cyclopropyl bromide(4333-56-6)
- EPA chemische Informationen
- Cyclopropane, bromo- (4333-56-6)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Danger
H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]
P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 54 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Sicherheitsdaten
- F
- 8-19
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- UN 1993 3/PG 2
- hs_code
- 29035990
- risk_code
- 11-36/37/38
- hazard_code
- F,Xi
- hazard_note
- Irritant
- safety_code
- 16-26-36-37/39
- hazard_class
- 3
- packing_group
- II
- Speicherklasse
- 3 - Flammable liquids
- Hazard Classifications
- Flam. Liq. 2
Chemie und Industrie
Verwendung und Herstellung
Anwendungen
BeschreibungCyclopropyl 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.
VerwendenBromocyclopropane 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.
Darstellung
synthetischeBromocyclopropane 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.
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