3-Bromopropylene is a halogenated hydrocarbon known for its allylic reactivity and utility in organic synthesis.
3-Bromopropylene contains a reactive bromine atom bonded to an allylic carbon, making it a valuable intermediate in the production of pharmaceuticals, agrochemicals, and polymer additives.
3-Bromopropylene is a flammable, volatile liquid with lachrymatory effects, requiring careful handling under controlled conditions.
CAS Number: 106-95-6
EC Number: 203-444-5
Molecular Formula: C3H5Br
Molecular Weight: 120.98 g/mol
Synonyms: 3-Bromopropylene, Allyl Bromide, 3-Bromo-1-propene, Prop-2-en-1-yl bromide, Monobromoallyl, Bromopropene, 3-Bromoallyl, 3-Bromoallyl compound, Allyl bromide reagent, 3-Bromopropene, 3‑Bromopropylene, 3‑Bromo‑1‑propene, Allyl bromide, 2‑Propenyl bromide, Bromoallylene, 1‑Bromo‑2‑propene, BrCH₂CH=CH₂, 3‑Bromoprop‑1‑ene, 3‑Bromopropene, Propene,3‑bromo‑, CAS 106‑95‑6, C₃H₅Br, PubChem 7841, EC 203‑446‑6, UN 1099, RTECS UC7090000, Organic bromide, Aliphatic bromide, Alkylating reagent, Allylating agent, Allyl compound precursor, Vinyl bromide derivative, Allylic halide, Reactive halogenated compound, Allyl halide, Alkenyl bromide, Unsaturated organobromide, Highly flammable halide, Acrid odor bromide, Liquid halogenated hydrocarbon, Organic synthesis intermediate, Grignard reagent precursor, Allylzinc bromide precursor, Electrophilic bromide, Halogenated solvent, Colorless volatile liquid, Slightly water-soluble bromide, Organic solvent soluble bromide, Ether-soluble halide, Toxic by inhalation, Eye and skin irritant, Respiratory hazard chemical, GHS-labeled H301, UN flammable liquid, NFPA 704 Flammable 3, Light-sensitive chemical, Hazardous shipping liquid, Industrial chemical reagent, ≥97% purity grade, Analytical standard, Technical grade halide, Stabilized with inhibitors, Allyl bromide isomer
APPLICATIONS
3-Bromopropylene is widely used in organic synthesis to introduce allyl groups via substitution or coupling reactions.
3-Bromopropylene is employed in the production of pharmaceutical intermediates, such as heterocycles and alkylated amines.
3-Bromopropylene is a precursor in the synthesis of active pharmaceutical ingredients with antimicrobial or anticancer properties.
3-Bromopropylene is used in agrochemical production for making herbicides and fungicides.
3-Bromopropylene allows for structural modifications of active ingredients through allyl substitution.
3-Bromopropylene enhances molecular diversity and reactivity in pesticide synthesis.
3-Bromopropylene is utilized in polymer and resin chemistry as a functional monomer or reactive intermediate.
3-Bromopropylene introduces crosslinkable allyl groups to improve mechanical properties and thermal resistance.
3-Bromopropylene-based compounds are used in UV-curable systems and specialty coatings.
3-Bromopropylene is applied in the fragrance and flavor industry to create allyl-containing esters and ketones.
3-Bromopropylene derivatives serve as synthetic precursors to aroma chemicals with floral or spicy notes.
3-Bromopropylene is used in the preparation of synthetic flavoring compounds.
3-Bromopropylene is a tool in academic research to study SN2, SN1, and radical mechanisms.
3-Bromopropylene provides a model system for understanding allylic reactivity and carbocation stability.
3-Bromopropylene is used to explore stereochemical outcomes in substitution reactions.
3-Bromopropylene is used in the formulation of adhesives and sealants for reactive bonding applications.
3-Bromopropylene-based polymers improve adhesion to diverse surfaces due to the reactive allyl moiety.
3-Bromopropylene supports development of thermoset materials with enhanced performance.
3-Bromopropylene is employed in surface functionalization reactions for polymeric and nanomaterial substrates.
3-Bromopropylene derivatives enable post-polymerization modification to introduce desired functionality.
3-Bromopropylene is used in nanomaterial conjugation for biomedical and sensor applications.
3-Bromopropylene is involved in chemical vapor deposition (CVD) for surface coating and thin film applications.
3-Bromopropylene allows for the formation of allyl-functional layers on metal or ceramic substrates.
3-Bromopropylene enhances chemical compatibility and adhesion in multi-layer coatings.
3-Bromopropylene is used in synthesis of lubricants and surfactants as an intermediate.
3-Bromopropylene allows for derivatization with functional hydrophilic or lipophilic groups.
3-Bromopropylene derivatives improve emulsifying properties in cleaning and cosmetic formulations.
3-Bromopropylene is used in bioconjugation chemistry for attaching ligands or labels to biomolecules.
3-Bromopropylene derivatives facilitate formation of stable covalent linkages via allyl moieties.
3-Bromopropylene is explored in drug delivery systems and diagnostic assay development.
3-Bromopropylene is used as an intermediate in the synthesis of pharmaceutical compounds.
3-Bromopropylene is utilized in organic synthesis to introduce allyl functionalities.
3-Bromopropylene is employed in the preparation of advanced agrochemical ingredients.
3-Bromopropylene is used in the manufacturing of polymers requiring pendant double bonds.
3-Bromopropylene is applied in Grignard-type reactions for allyl group incorporation.
3-Bromopropylene is used in nucleophilic substitution reactions to prepare various organics.
3-Bromopropylene is employed in the synthesis of UV-curable resins and coatings.
3-Bromopropylene is used as a precursor in flavor and fragrance manufacturing.
3-Bromopropylene is utilized in the production of specialty plasticizers.
3-Bromopropylene is used to produce allylated alcohols and ethers.
3-Bromopropylene is used in the creation of halogenated flame retardants.
3-Bromopropylene is applied in the functionalization of siloxane chains.
3-Bromopropylene is employed in the preparation of allylic amines.
3-Bromopropylene is used in the production of fine chemicals and reactive intermediates.
3-Bromopropylene is utilized in radical polymerization processes.
3-Bromopropylene is used to prepare surfactant molecules with double-bond functionality.
3-Bromopropylene is used in the synthesis of crosslinkers for rubber and thermoset systems.
3-Bromopropylene is employed to develop allyl-bearing pharmaceutical scaffolds.
3-Bromopropylene is applied in academic research on halogenated olefins.
3-Bromopropylene is used in forming substituted allyl compounds via metal catalysis.
3-Bromopropylene is used in preparing allylic halide derivatives for medicinal research.
3-Bromopropylene is used in synthesizing vinyl-functional resins.
3-Bromopropylene is utilized in epoxidation studies for allylic compounds.
3-Bromopropylene is used to modify lignin or natural polymers with reactive groups.
3-Bromopropylene is used in developing allyl-functional initiators for polymerization.
3-Bromopropylene is used in olefin metathesis studies.
3-Bromopropylene is applied in allyl protection strategies in peptide chemistry.
3-Bromopropylene is used to introduce unsaturation into organosilicon compounds.
3-Bromopropylene is employed in Friedel–Crafts-type alkylation reactions.
3-Bromopropylene is used in the preparation of allylic carboxylic acids.
3-Bromopropylene is utilized in forming functional resins for adhesives.
3-Bromopropylene is applied in the synthesis of lubricants with reactive side groups.
3-Bromopropylene is used to generate compounds for studying C–Br bond cleavage.
3-Bromopropylene is used in allylation of nucleophilic carbon centers.
3-Bromopropylene is used in flavor compound synthesis via allyl routes.
3-Bromopropylene is utilized in functionalizing aliphatic chains in complex molecules.
3-Bromopropylene is used in synthesizing allyl-substituted carbamates.
3-Bromopropylene is employed in studies of SN2 and elimination pathways.
3-Bromopropylene is used to prepare modified fatty acid derivatives.
3-Bromopropylene is applied in allyl sulfone and allyl ester chemistry.
3-Bromopropylene is used in allyl alcohol formation through reduction reactions.
3-Bromopropylene is used in multi-step synthesis of bioactive molecules.
3-Bromopropylene is utilized in materials chemistry to add reactivity to polymers.
3-Bromopropylene is used to synthesize allylic halides for green chemistry applications.
3-Bromopropylene is employed in electrophilic allylation procedures.
3-Bromopropylene is used in the design of fuel additives.
3-Bromopropylene is applied in the synthesis of plastic additives.
3-Bromopropylene is used in surface modification chemistry for plastics.
3-Bromopropylene is used to prepare brominated intermediates for resins.
3-Bromopropylene is utilized in developing reactivity probes in mechanistic organic studies.
DESCRIPTION
3-Bromopropylene is a clear, colorless to pale yellow liquid with a sharp, penetrating odor.
It is characterized by an allylic double bond adjacent to a bromine atom, conferring high reactivity.
3-Bromopropylene is volatile and flammable, with potential health hazards due to inhalation or skin contact.
3-Bromopropylene is typically stabilized with polymerization inhibitors during storage and transport.
It is insoluble in water but readily soluble in most organic solvents, such as ethanol, ether, and acetone.
3-Bromopropylene is a strong alkylating agent that reacts with nucleophiles to form substituted derivatives.
3-Bromopropylene is a reactive organobromine compound with an allyl functional group.
3-Bromopropylene has the chemical formula C3H5Br and a molecular weight of approximately 121.98 g/mol.
3-Bromopropylene appears as a colorless to light yellow liquid with a pungent odor.
3-Bromopropylene is miscible with many organic solvents but poorly soluble in water.
3-Bromopropylene is classified as an allylic halide and is prone to nucleophilic substitution.
3-Bromopropylene is sensitive to light and should be stored in dark, cool conditions.
3-Bromopropylene is used widely in organic chemistry due to its bifunctional nature.
3-Bromopropylene is moderately flammable and must be handled under strict safety protocols.
3-Bromopropylene may act as a skin and respiratory irritant upon prolonged exposure.
3-Bromopropylene is not naturally occurring and is synthesized via halogenation processes.
3-Bromopropylene is classified as a hazardous substance due to its toxic, irritating, and lachrymatory properties.
It may cause serious eye irritation and respiratory tract discomfort upon exposure.
Proper personal protection and ventilation are required when working with this compound.
3-Bromopropylene can undergo polymerization under heat or light if not properly stabilized.
It should be stored under cool, dry, and dark conditions in tightly sealed containers.
3-Bromopropylene is valued for its efficiency and versatility in synthetic organic chemistry.
PROPERTIES
Chemical Formula: C3H5Br
Molecular Weight: 120.98 g/mol
Appearance: Clear to light yellow liquid
Odor: Pungent, sharp odor (lachrymatory)
Density: ~1.398 g/cm³ at 20°C
Melting Point: −119°C
Boiling Point: ~71°C
Flash Point: −5°C (closed cup)
Solubility: Insoluble in water; soluble in ethanol, acetone, and ether
Vapor Pressure: ~86 mmHg at 25°C
Reactivity: Reactive with nucleophiles; polymerization risk
Chemical Stability: Requires inhibitor stabilization; light-sensitive
Storage Temperature: Store at 2–8°C in cool, dark place
Hazards: Flammable, toxic, eye and skin irritant, volatile
FIRST AID
Inhalation:
Immediately move the person to fresh air.
Administer oxygen or artificial respiration if breathing is difficult or stopped.
Seek medical attention urgently.
Skin Contact:
Rinse thoroughly with water and soap for at least 15 minutes.
Remove contaminated clothing.
Seek medical assistance if skin irritation persists.
Eye Contact:
Flush eyes with water continuously for at least 15 minutes.
Lift eyelids occasionally during rinsing.
Seek immediate medical attention.
Ingestion:
Do not induce vomiting.
Rinse mouth with water and give small sips of water if conscious.
Call poison control or medical help immediately.
Note to Physicians:
No specific antidote; provide supportive care.
Monitor respiratory and neurological symptoms.
HANDLING AND STORAGE
Handling:
Wear gloves, protective clothing, and goggles when handling.
Use only in well-ventilated areas or fume hoods.
Avoid inhalation and direct contact with skin or eyes.
Keep away from sources of ignition.
Storage:
Store in tightly sealed, properly labeled containers.
Keep in a cool, dry, and dark location away from oxidizing agents and acids.
Use stabilizers to prevent polymerization.
Spill Response:
Isolate the spill area.
Use inert absorbents like vermiculite or sand to soak up the liquid.
Dispose of according to local hazardous waste regulations.
Disposal:
Follow all federal and local regulations for hazardous organic waste.
Do not release into drains or waterways.