(Bromomethyl)cyclobutane
Grundinformationen
- CAS
17247-58-4- Standard-SMILES
BrCC1CCC1- InChIKey
FLHFTXCMKFVKRP-UHFFFAOYSA-N- Summenformel
- C5H9Br
- Durchschnittliche Molmasse
- 149,03 g/mol
- Monoisotopische Masse
- 147,98876239
Namen und Bezeichner
- Bevorzugter Name
- (Bromomethyl)cyclobutane
- IUPAC
- bromomethylcyclobutane
- Englischer Name
- (Bromomethyl)cyclobutane
- Summenformel
- C5H9Br
- Molmasse
- 149.03
Namen und Synonyme
(Bromomethyl)cyclobutane17247-58-4DTXSID10370428EC 700-027-4RefChem:69886DTXCID40321463700-027-4Cyclobutylmethyl bromidebromomethylcyclobutaneMFCD00040960Cyclobutane, (bromomethyl)-Bromomethyl cyclobutane
Weitere Namen anzeigen
(Bromomethyl)cyclobutene(Bromomethyl)cyclobu(Bromomethyl)codobutaneCyclobuty-1-Methyl broMide(Bromomethyl)cyclobutane>(BROMOMETHYL)CYCLOBUTANE 99%(Bromomethyl)cyclobutane,99%
1-(Bromomethyl)cyclobutanebromocyclobutylmethanecyclobutylmethylbromidebromomethyl-cyclobutanecydobutyl-methylbromide(bromomethyl)cyclobutancyclobutyl methyl bromide(bromomethyl) cyclobutane
Datenbank-Bezeichner
- CAS
17247-58-4- PubChem CID
- 2734658
- DTXSID
DTXSID10370428- EC Number
- 700-027-4
- Nikkaji
- J1.479.779C
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 2,3
- Polarare Oberfläche (TPSA)
- 0 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 0
- Frei drehbare Bindungen
- 1
- Schwere Atome
- 6
- Formalladung
- 0
- Komplexität
- 39,2
Physikochemische Eigenschaften
- Siedepunkt
- 123 · 123-124 °C(lit.)
- Dichte
- 1.326 g/mL · 1.326 g/mL at 25 °C(lit.)
- Brechungsindex
- 20 · n20/D 1.48(lit.)
- Flammpunkt
- 97 °F · 97 °F
- storage temp.
- 2 · Inert atmosphere,2-8°C
- Aggregatzustand
- Liquid
- Wichte
- 1.326 · 1.326
- Farbe
- Clear colorless
- Wasserlöslichkeit
- 80 mg/L · 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 · 17247-58-4(CAS DataBase Reference)
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
Warning
H226 (100%): Flammable liquid and vapor [Warning 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 49 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Regulatory Information
Chemical: Cyclobutane, (bromomethyl)-
Status: Cease Manufacture Update: 14-12-2011 https://echa.europa.eu/registration-dossier/-/registered-dossier/1879
Cyclobutyl methyl bromide: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationEvaluation - Chemicals not considered for in depth evaluation - Not commercially active in Australia
Hazard Classes and CategoriesFlam. Liq. 3 (100%)
Sicherheitsdaten
- wgk
- 3
- ridadr
- UN 1993 3/PG 3
- hs_code
- 29038900
- risk_code
- 10-36/37/38
- hazard_code
- Xi
- safety_code
- 16-26-36
- hazard_class
- 3
Chemie und Industrie
Anwendungen
Verwenden(Bromomethyl)cyclobutane may be used in the synthesis of racemic 3-cyclobutylalanine and 17-(cyclobutylmethyl)morphinan-3-ol (butorphan).
Darstellung
synthetischeThe 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%.
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