3,3-Dimethylallyl bromide, CAS No. 870-63-3

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870-63-3

Catalog No. EBD2917

CAS 870-63-3

Name 3,3-Dimethylallyl bromide

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Basic Information

Synonyms: 1-Bromo-3-methyl-2-butene 4-Bromo-2-methyl-2-butene Prenylbromide 3,3-Dimethylallylbromide Isoamylenebromide 1-Brom-3-methyl-2-buten(4-2,2) 1-bromo-3-methyl-2-buten 2-Butene,1-bromo-3-methyl- 3,3-Dimethallylbromide 3-Methyl-1-bromo-2-butene 3-Methyl-2-butyenylbromide 3-Methyl-butenylbromide 3-Methylcrotylbromide 1-bromo-3-methylbut-2-ene 3,3-Dim

Molecular Formula: C5H9Br

Molecular Weight: 149.03

MDL Number: MFCD00000242

Categories: Synthetic Chemistry > Organic Building Blocks > Halogenated Compounds Synthetic Chemistry > Organic Building Blocks > C-C Double and Triple Bonds Synthetic Chemistry > Basic Synthetic Reagents > Halogenation Reagents

Product Description:

3,3-Dimethylallyl bromide is an alkyl halide featuring a prenyl (3-methyl-2-buten-1-yl) backbone with a bromine atom at the allylic position. It is a colorless to pale yellow liquid, commonly used as a key building block in organic synthesis due to its high reactivity in nucleophilic substitution and cross-coupling reactions. This compound serves as a versatile synthetic intermediate for introducing the prenyl group into target molecules. It is widely employed in the preparation of pharmaceuticals, agrochemicals, and natural product analogs, particularly in the synthesis of terpenoids, vitamins, and enzyme inhibitors. Its allylic bromide structure enables efficient alkylation of amines, thiols, and carbanions. Due to its lachrymatory nature and potential irritancy, handling requires proper ventilation and protective equipment. It is typically stored under inert atmosphere to prevent decomposition. The compound is also utilized in polymer chemistry for functionalizing surfaces and in the development of bioactive small molecules.

Physical Properties

Boiling Point: 82-83 °C/150 mmHg(lit.)

Flash Point: 40 °C

Density: 1.29 g/mL at 20 °C(lit.)

Solubility: Soluble in ethanol, benzene, chloroform, ether, acetone, insoluble in water

Refractivity: n20/D 1.489(lit.)

Storage: 2-8°C

Safety Information

Packing Level: II

Hazard Category: 3(8)

Transport Codes: 2920

Analytical Data

Appearance: Light brown liquid with strong pungent odor