BROMOALLYLENE

Bromoallylene is a halogenated unsaturated hydrocarbon containing both a bromine atom and a conjugated double bond system.
Bromoallylene is primarily used in organic synthesis due to its high reactivity and ability to undergo a wide range of chemical transformations.
Bromoallylene features structural isomerism and allylic reactivity, making it a valuable intermediate in chemical and pharmaceutical applications.

CAS Number: 563-65-1
EC Number: 209-257-3
Molecular Formula: C3H5Br
Molecular Weight: 120.98 g/mol

Synonyms: Bromoallylene, 1-Bromo-2-propyne, Prop-2-ynyl bromide, Propargyl bromide, 2-Bromoprop-1-yne, Monobromopropyne, Propyne, bromo-, Propargylic bromide, Bromoallene, Allyl bromide isomer, 

APPLICATIONS

Bromoallylene is widely used in organic synthesis as an alkylating agent.
Bromoallylene introduces propargyl groups into target molecules via SN2 or SN2' mechanisms.
Bromoallylene is employed in the formation of carbon–carbon and carbon–heteroatom bonds in advanced synthetic routes.

Bromoallylene is utilized in pharmaceutical intermediate production.
Bromoallylene provides propargyl moieties to develop enzyme inhibitors and CNS-active agents.
Bromoallylene derivatives contribute to the synthesis of heterocycles and drug scaffolds.

Bromoallylene is applied in click chemistry and azide-alkyne cycloaddition reactions.
Bromoallylene derivatives bearing terminal alkynes are key in bioorthogonal labeling strategies.
Bromoallylene enables the synthesis of triazole-functionalized biomolecules.

Bromoallylene is used in polymer chemistry for crosslinking and chain modification.
Bromoallylene allows incorporation of triple-bond functionalities into polymers.
Bromoallylene-based polymers show enhanced mechanical and thermal stability.

Bromoallylene is employed in agrochemical synthesis for crop protection agents.
Bromoallylene intermediates are used in the synthesis of alkyne-bearing herbicides and fungicides.
Bromoallylene helps improve lipophilicity and bioavailability of agroactive compounds.

Bromoallylene is used in the development of electronic materials and conducting polymers.
Bromoallylene-containing monomers are used to fabricate functional films and nanoelectronics.
Bromoallylene imparts chemical functionality and structural rigidity.

Bromoallylene is studied in mechanistic research due to its highly reactive nature.
Bromoallylene serves as a model compound for evaluating allylic and propargylic substitution.
Bromoallylene helps investigate transition state geometries and kinetic isotope effects.

Bromoallylene is utilized in the synthesis of chiral ligands and asymmetric catalysts.
Bromoallylene allows derivatization of phosphorus, nitrogen, and sulfur ligands.
Bromoallylene derivatives aid in stereoselective reactions and catalyst tuning.

Bromoallylene is applied in fragrance chemistry for propargylic ketone precursors.
Bromoallylene provides structural complexity to synthetic aroma compounds.
Bromoallylene allows for functionalization of complex scent profiles.

Bromoallylene is used in academic research to explore radical, ionic, and concerted pathways.
Bromoallylene offers valuable insights into the reactivity of unsaturated halocarbons.
Bromoallylene is a preferred substrate in reaction kinetics and spectroscopy studies.

Bromoallylene is used as an intermediate in the synthesis of pharmaceuticals.
Bromoallylene is utilized in the preparation of specialty chemicals.

Bromoallylene is employed in the agrochemical industry for herbicide synthesis.
Bromoallylene is used in research for the development of halogenated compounds.
Bromoallylene is involved in the production of brominated flame retardants.

Bromoallylene is used in the synthesis of polymer crosslinking agents.
Bromoallylene is applied in the development of reactive monomers.

Bromoallylene is utilized in organic synthesis for allylation reactions.
Bromoallylene is used in the manufacture of plasticizers.

Bromoallylene is employed in the preparation of lubricating oil additives.
Bromoallylene is used in surface coating formulations for crosslinking.

Bromoallylene is applied in the synthesis of specialty resins.
Bromoallylene is used in industrial chemistry for alkylation reactions.
Bromoallylene is involved in the production of reactive intermediates.

Bromoallylene is used in the synthesis of heterocyclic compounds.
Bromoallylene is employed in fragrance intermediate development.

Bromoallylene is used as a reagent in bromination reactions.
Bromoallylene is utilized in the formulation of custom chemical reagents.

Bromoallylene is used in chemical vapor deposition (CVD) experiments.
Bromoallylene is used in analytical chemistry as a derivatizing agent.

Bromoallylene is involved in preparing catalysts for polymer reactions.
Bromoallylene is used in the production of UV-curable systems.

Bromoallylene is used in adhesives that require allyl functional groups.
Bromoallylene is applied in the synthesis of light-sensitive compounds.
Bromoallylene is used in alkylation of active methylene compounds.

Bromoallylene is employed in synthesis of crosslinkers for elastomers.
Bromoallylene is used in lubricant formulations requiring reactivity.

Bromoallylene is used in preparation of organobromine pharmaceuticals.
Bromoallylene is employed in manufacturing optical brighteners.

Bromoallylene is used in formulations for specialty ink synthesis.
Bromoallylene is utilized in the production of chemical stabilizers.
Bromoallylene is applied in the synthesis of flame-retardant agents.

Bromoallylene is used in coupling reactions with Grignard reagents.
Bromoallylene is involved in producing pre-polymers for coatings.

Bromoallylene is used in preparing intermediates for synthetic rubbers.
Bromoallylene is applied in nucleophilic substitution reactions.
Bromoallylene is used in halogen exchange studies in organics.

Bromoallylene is involved in development of semi-conducting compounds.
Bromoallylene is used in the synthesis of dyes with brominated structures.

Bromoallylene is applied in functionalization of unsaturated systems.
Bromoallylene is used in manufacturing reactive diluents.
Bromoallylene is employed in research on halogenated olefins.

Bromoallylene is used in preparation of corrosion inhibitors.
Bromoallylene is used in making hydrophobic coatings.

Bromoallylene is applied in the chemical treatment of polymers.
Bromoallylene is used in the derivatization of biochemical probes.

Bromoallylene is employed in the synthesis of biocidal agents.
Bromoallylene is used in generating allyl bromide analogues.

Bromoallylene is involved in synthetic studies on rearrangement reactions.
Bromoallylene is used in the formulation of organic photovoltaic materials.

DESCRIPTION

Bromoallylene is a clear to slightly yellow liquid with a pungent, irritating odor.
It consists of a three-carbon chain with both a bromine atom and a triple bond, making it highly reactive.
Bromoallylene is known for its volatility, flammability, and lachrymatory effects.

Bromoallylene is unstable in the presence of light, heat, and air, and often stabilized with inhibitors.
It is insoluble in water but miscible with most organic solvents, including ethers and chlorinated hydrocarbons.

Bromoallylene reacts readily with nucleophiles, organometallics, and bases.
Bromoallylene is a halogenated unsaturated hydrocarbon with a reactive allyl structure.

Bromoallylene contains both a bromine atom and a double bond, making it highly reactive.
Bromoallylene is primarily used as a building block in organic synthesis.
Bromoallylene has a pungent odor and is typically a colorless to light yellow liquid.

Bromoallylene is moisture-sensitive and should be stored under inert atmosphere.
Bromoallylene exhibits good reactivity in nucleophilic substitution and elimination reactions.

Bromoallylene is toxic and must be handled with appropriate protective measures.
Bromoallylene is used in industrial and laboratory settings under controlled conditions.

Bromoallylene is a versatile precursor in both academic and industrial chemical research.
Bromoallylene serves as an important intermediate in halogenated compound synthesis.

Bromoallylene is classified as a toxic and irritant compound.
Exposure can cause respiratory distress, eye and skin irritation, and neurological symptoms.
Due to its alkylating properties, it should be handled with extreme care under fume hood conditions.

Bromoallylene may undergo polymerization or decomposition when exposed to elevated temperatures.
It should be stored in tightly sealed containers away from oxidizers and ignition sources.
Its use is primarily limited to laboratory and industrial settings due to its hazardous nature.

PROPERTIES

Chemical Formula: C3H5Br
Molecular Weight: 120.98 g/mol
Appearance: Colorless to pale yellow liquid
Odor: Strong, irritating, lachrymatory
Density: ~1.39 g/cm³
Boiling Point: ~89–90°C
Melting Point: −110°C
Flash Point: ~4°C (closed cup)
Solubility: Insoluble in water; soluble in ethanol, ether, and acetone
Vapor Pressure: Moderate (volatile)
Reactivity: Highly reactive with nucleophiles and strong bases
Stability: Unstable under light and heat; requires stabilizers
Storage Temperature: 2–8°C, in cool, dark, and well-ventilated conditions
Hazards: Flammable, toxic, irritant, lachrymator, alkylating agent

FIRST AID

Inhalation:
Move to fresh air immediately.
Administer oxygen or artificial respiration if breathing is labored.
Seek medical help urgently.

Skin Contact:
Wash thoroughly with soap and water for 15 minutes.
Remove and decontaminate clothing.
Seek medical attention if irritation persists.

Eye Contact:
Rinse continuously with clean water for at least 15 minutes.
Remove contact lenses if easy to do.
Seek immediate medical attention.

Ingestion:
Do not induce vomiting.
Rinse mouth with water.
Call poison control center or physician immediately.

Note to Physicians:
Treat symptomatically.
Observe for delayed respiratory or neurological effects.
Supportive care is recommended.

HANDLING AND STORAGE

Handling:
Use only in fume hoods or well-ventilated areas.
Wear full protective gear: gloves, goggles, and lab coat.
Avoid contact with skin, eyes, and clothing.
Keep away from heat, sparks, and open flames.

Storage:
Store in tightly closed containers in a cool, dry, and dark environment.
Use with stabilizer additives to prevent decomposition.
Label clearly and follow hazardous chemical storage protocols.

Spill Response:
Evacuate the area and ventilate.
Absorb small spills with inert materials (e.g., vermiculite).
Dispose of contaminated material in accordance with regulations.

Waste Disposal:
Classified as hazardous waste.
Dispose through licensed hazardous waste handler.
Avoid release into environment or drainage systems.