| Identification | More | [Name]
(Bromomethyl)cyclobutane | [CAS]
17247-58-4 | [Synonyms]
(BROMOMETHYL)CYCLOBUTANE
CYCLOBUTYLMETHYL BROMIDE
(Bromomethyl)codobutane
Cyclobutane, (bromomethyl)-
(BROMOMETHYL)CYCLOBUTANE 99% | [EINECS(EC#)]
700-027-4 | [Molecular Formula]
C5H9Br | [MDL Number]
MFCD00040960 | [Molecular Weight]
149.03 | [MOL File]
17247-58-4.mol |
| Chemical Properties | Back Directory | [Appearance]
clear colorless liquid | [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. ]
Flammables area | [form ]
Liquid | [color ]
Clear colorless | [Specific Gravity]
1.326 | [Water Solubility ]
80mg/L at 20℃ | [InChIKey]
FLHFTXCMKFVKRP-UHFFFAOYSA-N | [CAS DataBase Reference]
17247-58-4(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R10:Flammable.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S16:Keep away from sources of ignition-No smoking .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [RIDADR ]
UN 1993 3/PG 3
| [WGK Germany ]
3
| [HazardClass ]
3 | [PackingGroup ]
III | [HS Code ]
29038900 |
| Hazard Information | Back Directory | [Chemical Properties]
clear colorless liquid | [Uses]
(Bromomethyl)cyclobutane may be used in the synthesis of racemic 3-cyclobutylalanine and 17-(cyclobutylmethyl)morphinan-3-ol (butorphan). | [Preparation]
The 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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