(Bromomethyl)cyclobutane

(Bromomethyl)cyclobutane
  • CAS No.:17247-58-4
Other grades of this product :
(Bromomethyl)cyclobutane Basic information
Product Name:(Bromomethyl)cyclobutane
Synonyms:CYCLOBUTYLMETHYL BROMIDE;(BROMOMETHYL)CYCLOBUTANE;(Bromomethyl)codobutane;Cyclobutane, (bromomethyl)-;(BROMOMETHYL)CYCLOBUTANE 99%;(Bromomethyl)cyclobu;Cyclobuty-1-Methyl broMide;CYCLOBUTYL METHYL BROMIDE FOR SYNTHESIS
CAS:17247-58-4
MF:C5H9Br
MW:149.03
EINECS:700-027-4
Product Categories:Cycloalkanes
Mol File:17247-58-4.mol
(Bromomethyl)cyclobutane Chemical Properties
Boiling point 123-124 °C(lit.)
density 1.326 g/mL at 25 °C(lit.)
refractive index n20/D 1.48(lit.)
Fp 97 °F
storage temp. Inert atmosphere,2-8°C
form Liquid
Specific Gravity1.326
color Clear colorless
Water Solubility 80mg/L at 20℃
InChIKeyFLHFTXCMKFVKRP-UHFFFAOYSA-N
CAS DataBase Reference17247-58-4(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 10-36/37/38
Safety Statements 16-26-36
RIDADR UN 1993 3/PG 3
WGK Germany 3
HazardClass 3
PackingGroup III
HS Code 29038900
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
(Bromomethyl)cyclobutane Usage And Synthesis
Chemical Propertiesclear colorless liquid
Uses(Bromomethyl)cyclobutane may be used in the synthesis of racemic 3-cyclobutylalanine and 17-(cyclobutylmethyl)morphinan-3-ol (butorphan).
PreparationThe 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%.
General Description(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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