3-Bromo-2-methoxy-propene
3-Bromo-2-methoxy-propene Basic information
- Product Name:
- 3-Bromo-2-methoxy-propene
- Synonyms:
-
- 2-Methoxyallyl Bromide
- 3-Bromo-2-methoxy-propene
- 2-Methoxyallylbronide
- 3-bromo-2-methoxy-1-propene
- 1-Propene, 3-bromo-2-methoxy-
- CAS:
- 26562-24-3
- MF:
- C4H7BrO
- MW:
- 151
- Mol File:
- 26562-24-3.mol
3-Bromo-2-methoxy-propene Chemical Properties
- solubility
- Soluble in common organic solvents (i.e. diethyl ether, THF).
3-Bromo-2-methoxy-propene Usage And Synthesis
Chemical Properties
Colorless liquid. Boiling point 136 ℃. not soluble in water.
Uses
Used for organic synthesis.
Reactivity Profile
3-Bromo-2-methoxy-propene is a three-carbon electrophile in alkylations; three-carbon component in arene cycloadditions; bromoacetone equivalent; cyclopentenone annulation reagent; acetone equivalent in nucleophilic additions.
Synthesis
3-Bromo-2-methoxy-propene is prepared by reacting 1-bromo-2,2-dimethoxypropane with diisopropylethylamine-p-toluenesulfonate heated in methanol at 134-137°C.
Precautions
Neat 2-methoxyallyl bromide is unstable at rt and sensitive to moisture. Mixtures obtained from the thermal cracking of 1-bromo-2,2-dimethoxypropane have been stored for extended periods at -20 °C. Alternatively, a 50% solution in CCl4 may be stored over Na2CO3 at rt in the dark. Caution: This is an alkylation reagent; proper protective equipment should be worn, and its use should be restricted to a fume hood.