Quick Search
3-Brompropen is a flammable liquid with an intense, acrid, persistent smell.
3-Brompropen is insoluble in water but in alcohol, aether, acetone, carbon tetrachloride, and chloroform.
3-Brompropen is used to synthesize other allyl compounds, to synthesize dyestuff and spice, and as a curative in the medicine industry.
CAS Number: 106-95-6
Molecular Formula: C3H5Br
Molecular Weight: 120.98
EINECS Number: 203-446-6
Synonyms:(3-bromoprop-1-en-2-yl)benzene, DTXSID90284150, DTXCID10235301, 852-699-4, 3360-54-1, 3-bromoprop-1-en-2-ylbenzene, (1-bromomethyl-vinyl)-benzene, 3-bromo-2-phenylpropene, Benzene, [1-(bromomethyl)ethenyl]-, NSC35924, alpha-bromomethylstyrene, 2-phenyl-3-brompropene, alpha-bromomethyl styrene, alpha-bromomethyl-styrene, alpha-(bromomethyl)styrene, 1-bromo-2phenyl-2-propene, 1-bromo-2-phenyl-2-propene, 3-bromo-2-phenyl-1-propene, 3-Bromo-2-phenylprop-1-ene, SCHEMBL250821, [1-(Bromomethyl)vinyl]benzene, SCHEMBL3125296, RMMHOFFPGKSRDI-UHFFFAOYSA-N, MFCD09031921, NSC-35924, AKOS006291087, DS-2893, EN300-101452, BROMALLYLENE, 2-PROPENYL BROMIDE, ALLYL BROMIDE, 3-BROMOPROPYLENE, 3-Brompropen, 3-BROMO-1-PROPENE, CH2=CHCH2Br, Propene, 3-bromo-
3-Brompropen has a very high mobility in soil.
3-Brompropen is also used as a soil fumigant and as a contact poison.
3-Brompropen induces unscheduled DNA synthesis in HeLa cells.
3-Brompropen is an organic halide.
It is an alkylating agent used in synthesis of polymers, pharmaceuticals, perfumes and other organic compounds.
3-Brompropen is a colorless liquid, although commercial samples appear yellow or brown.
3-Brompropen is an irritant and a potentially dangerous alkylating agent.
3-Brompropen is more reactive but more expensive than allyl chloride, and these considerations guide its use.
3-Brompropen, also known as allyl bromide, is an organic chemical compound belonging to the class of alkyl halides.
3-Brompropen is characterized by a three-carbon chain (propene backbone) with a bromine atom attached to the third carbon.
The molecule contains a carbon-carbon double bond (alkene) between the first and second carbon atoms, making it an unsaturated bromoalkene.
This chemical formula can be written as C3H5Br, reflecting its composition of three carbon atoms, five hydrogen atoms, and one bromine atom.
3-Brompropen is produced commercially from allyl alcohol and hydrobromic acid: CH2=CHCH2OH + HBr → CH2=CHCH2Br + H2O
It can also be prepared by the halogen-exchange reaction between allyl chloride and hydrobromic acid or by the allylic bromination of propene.
3-Brompropen is an electrophilic alkylating agent.
3-Brompropen reacts with nucleophiles, such as amines, carbanions, alkoxides, etc., to introduce the allyl group: CH2=CHCH2Br + Nu− → CH2=CHCH2Nu + Br− (Nu− is a nucleophile)
3-Brompropen is used in the synthesis of compounds containing the allyl functionality, such as the pharmaceuticals methohexital, secobarbital and thiamylal.
3-Brompropen reacts with magnesium metal in dry ether to form allylmagnesium bromide, a Grignard reagent: CH2=CHCH2Br + Mg → CH2=CHCH2MgBr
3-Brompropen is applied in the design of advanced surfactants.
3-Brompropen is employed in metathesis reactions for cyclic compound synthesis.
3-Brompropen is used in the creation of alkyl halide derivatives for ne chemicals.
3-Brompropen is applied in academic training for electrophilic substitution mechanisms.
3-Brompropen is used to modify unsaturated fatty acids in lipid chemistry.
3-Brompropen is utilized in peptide backbone modication techniques.
3-Brompropen is involved in the development of monomers for UV-curable systems.
3-Brompropen is used in allylation reactions with phenols and anilines.
3-Brompropen is applied in derivatizing saccharide units for glycosylation studies.
3-Brompropen is employed in studies involving radical chain reactions.
3-Brompropen is used in creating modied alkyl benzenes for detergent precursors.
3-Brompropen is a halogenated organic compound widely used as a versatile building block in chemical synthesis.
3-Brompropen is known for its high reactivity, especially in substitution and addition reactions due to the presence of both an allyl group and a bromine atom.
3-Brompropen nds applications in pharmaceuticals, agrochemicals, polymer chemistry, and fragrance development.
3-Brompropen is a clear to pale yellow liquid with a strong, pungent odor.
It is composed of a three-carbon backbone with a terminal double bond and a bromine atom.
3-Brompropen is highly ammable and volatile under ambient conditions.
3-Brompropen is reactive and must be handled with care to avoid polymerization.
It is insoluble in water but soluble in most organic solvents.
3-Brompropen decomposes upon heating, releasing corrosive and toxic vapors.
3-Brompropen acts as a lachrymator and can irritate the eyes, respiratory system, and skin.
Proper ventilation and protective gear are essential when handling this compound.
3-Brompropen is regulated in many regions due to its toxicity and volatility.
3-Brompropen is used in organic synthesis for alkylating amines, thiols, and other nucleophiles.
3-Brompropen serves as a precursor in the production of bioactive compounds in pharmaceuticals.
3-Brompropen contributes to the formation of antiviral, antibacterial, and anticancer agents.
3-Brompropen is employed in agrochemical production for creating herbicides and pesticides.
3-Brompropen helps introduce functional allyl groups into biologically active molecules.
3-Brompropen improves chemical diversity in crop protection agents.
3-Brompropen imparts exibility and crosslinking potential in polymer backbones.
3-Brompropen enhances the performance of UV-curable and epoxy resins.
Melting Point: –119 °C
Boiling Point: 70–71 °C (lit.)
Density: 1.398 g/mL at 25 °C (lit.)
Vapor Density: 4.2 (vs air)
Vapor Pressure: 18.66 kPa at 25 °C
Refractive Index: n²⁰/D 1.469 (lit.)
Flash Point: 28 °F
Storage Temperature: 2–8 °C
Solubility: Soluble in chloroform; water insoluble
Form: Liquid
Color: Clear, colorless to slightly colored
Specific Gravity: 1.398
Odor: Unpleasant
Explosive Limits: 4.3–7.3% (v/v in air)
Water Solubility: Insoluble
Sensitivity: Light sensitive
Merck Index: 14,288
Beilstein Registry Number (BRN): 605308
Exposure Limits:
ACGIH TWA: 0.1 ppm
ACGIH STEL: 0.2 ppm (Skin)
Dielectric Constant: 7.0
Stability: Stable but flammable; incompatible with strong oxidizing agents
InChIKey: BHELZAPQIKSEDF-UHFFFAOYSA-N
LogP (Partition Coefficient): 1.79
3-Brompropen is typically synthesized by the bromination of propene or allylic compounds, often using reagents such as N-bromosuccinimide (NBS) under radical conditions or elemental bromine with catalysts to ensure selective substitution at the allylic position.
3-Brompropen is widely used as an intermediate in organic synthesis, especially in the production of pharmaceuticals, agrochemicals, and polymers.
3-Brompropen serves as a key building block in chemical reactions where the bromine can be replaced or eliminated, allowing the formation of more complex molecules.
Additionally, it is used in allylation reactions where the allyl group is introduced to other compounds to modify their chemical structure or properties.
3-Brompropen appears as a clear colorless to light yellow liquid with an irritating unpleasant odor.
Irritates eyes, skin, and respiratory system toxic by skin absorption. Denser than water and slightly soluble in water.
3-Brompropen decomposes upon heating and exposure to light, forming HBr (a strong reducing agent).
Reacts violently with oxidizing agents can react exothermically with reducing agents to release hydrogen gas.
In the presence of various catalysts (such as acids) or initiators, may undergo exothermic addition polymerization reactions.
3-Brompropen should be stored separate from oxidizing materials and alkalis in a cool, dry, well-ventilated location in tightly closed containers.
Vapor may form explosive mixture with air incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions.
Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides. Heat or light exposure may cause decomposition and corrosive vapors.
Workers should wear positive pressure self-contained breathing apparatus (SCBA), goggles and a face shield, protective clothing for high concentrations of vapor, chemical protective clothing that is specifi cally recommended by the manufacturer to avoid poisoning.
Workers should be careful as allyl bromide reacts with oxidizing materials and alkalis.
3-Brompropen is utilized in fragrance chemistry to synthesize allyl-containing esters.
3-Brompropen derivatives are used to mimic natural fragrance components.
3-Brompropen is essential in aroma compound production with sweet and spicy notes.
3-Brompropen is involved in studies of allyl transfer and metal-catalyzed couplings.
3-Brompropen supports the development of stereoselective reactions.
3-Brompropen is a reagent in the production of functional monomers for copolymerization.
3-Brompropen enables the preparation of materials with surface-modiable allyl groups.
3-Brompropen derivatives are explored in adhesive and sealant technologies.
3-Brompropen is used in chemical vapor deposition techniques for thin-lm production.
3-Brompropen contributes to surface modication in materials science.
3-Brompropen plays a role in the design of advanced coatings and lms.
3-Brompropen is studied for its electrophilic reactivity and allylic stabilization.
3-Brompropen helps model halogenated compound behavior in synthetic systems.
3-Brompropen is employed in organic synthesis for introducing allyl groups.
3-Brompropen is utilized in the preparation of polymers with functional side chains.
3-Brompropen appears as a colorless to pale yellow liquid with a strong, pungent odor.
3-Brompropen is highly volatile and has a boiling point around 70-71 °C, making it relatively easy to evaporate under ambient conditions.
Due to the bromine atom, it is denser than water and has limited water solubility but is soluble in many organic solvents such as ethanol, ether, and acetone.
The presence of both a double bond and a bromine substituent gives 3-Brompropen unique reactivity characteristics.
The double bond allows it to participate in typical alkene reactions, such as addition, polymerization, and electrophilic substitution.
Meanwhile, the bromine atom, being a good leaving group, makes the compound reactive in nucleophilic substitution and elimination reactions.
Uses Of 3-Brompropen:
3-Brompropen is used as an alkylating agent in the synthesis of pharmaceuticals, polymers, adhesives, perfumes, biochemicals and other allylic compounds.
It is used as precursor for the preparation of allyliczinc bromide by reacting it with zinc.
3-Brompropen is also used in the preparation of allylethers like allyl decyl ether, allyl benzyl ether and allyl geranyl ether.
3-Brompropen is also used in the preparation of R enantiomer of allyl phenyl carbinol (APC) such as 1-phenyl-3-butene, which is a valuable intermediate for drugs and agro-chemicals.
3-Brompropen is used to synthesize molecules for antimicrobial research.
3-Brompropen is used in Grignard reactions to form allyl metal intermediates.
3-Brompropen is used in reaction kinetics research to understand SN2 and radical mechanisms.
3-Brompropen by Barbier-type allylation of various nitriles in the presence of Lewis acid.
Homoallylic alcohols by reacting with aldehydes or ketones using zinc dust as a catalyst.
3-Brompropen by reductive C-C bond coupling using silver hydride cluster.
3-Brompropen is used as an intermediate in the production of pharmaceutical compounds.
3-Brompropen is applied in cross-coupling reactions to form C–C bonds.
3-Brompropen is used in the synthesis of agricultural chemicals.
3-Brompropen is employed to manufacture allyl-substituted organosilicon compounds.
3-Brompropen is used in laboratory-scale synthesis of specialty chemicals.
3-Brompropen is involved in the preparation of bioactive heterocyclic compounds.
3-Brompropen is used as a precursor in producing perfumery ingredients.
3-Brompropen is utilized in the functionalization of alcohols and phenols.
3-Brompropen is applied in the synthesis of dyes and specialty pigments.
3-Brompropen is used to prepare allyl ketones and allyl esters.
3-Brompropen is used in radical reactions for creating complex molecules.
3-Brompropen is employed in research related to olen functionalization.
3-Brompropen is used in the development of polymer additives.
3-Brompropen is applied in the synthesis of crosslinkers for thermoset resins.
3-Brompropen is used in coupling reactions to modify biologically active cores.
3-Brompropen is employed to generate allyl ethers in organic chemistry.
3-Brompropen is used in the modication of nucleoside analogs.
3-Brompropen is utilized in the synthesis of allyl-substituted thiols.
3-Brompropen is used in academic and industrial research to explore new catalytic systems.
3-Brompropen is used in the preparation of specialty polymers and thermosetting resins.
3-Brompropen is used to functionalize silicones for industrial coatings.
3-Brompropen, commonly known as allyl bromide, is a highly versatile and reactive chemical intermediate widely utilized in organic synthesis due to its unique combination of an alkene double bond and a reactive bromine substituent.
Its uses span across pharmaceuticals, agrochemicals, polymers, and specialty chemicals.
One of the primary applications of 3-Brompropen is as a building block or intermediate in organic synthesis.
Because the bromine atom is a good leaving group, it readily undergoes nucleophilic substitution reactions, allowing chemists to introduce the allyl group into a wide variety of molecules.
The alkene double bond also participates in further chemical transformations, enabling multi-step syntheses.
This makes it essential for the synthesis of complex organic compounds, especially those requiring an allyl moiety, which is a three-carbon fragment with a double bond.
The allyl group imparts unique chemical properties such as increased reactivity and the ability to undergo polymerization or addition reactions.
In pharmaceutical manufacturing, 3-Brompropen is used to synthesize active pharmaceutical ingredients (APIs) or intermediates.
The allyl group introduced by 3-Brompropen can be a key functional group in drug molecules that influence biological activity or pharmacokinetics.
3-Brompropen can be used in the synthesis of alkaloids, steroids, and other bioactive compounds, where precise structural modifications are needed to optimize therapeutic effects.
3-Brompropen is also employed in the synthesis of pesticides, herbicides, and fungicides.
Introducing the allyl group into agrochemical molecules often improves their efficacy or environmental stability.
The reactivity of 3-Brompropen enables the formation of derivatives that have improved activity against pests or weeds.
Due to the presence of the alkene group, 3-Brompropen serves as a monomer or comonomer precursor in the preparation of specialty polymers and resins.
The double bond allows for polymerization reactions, while the bromine atom can be replaced or further modified to create polymers with specific properties like improved adhesion, flexibility, or chemical resistance.
3-Brompropen is particularly useful in the development of functionalized polymers, where reactive sites are incorporated into the polymer chain for further chemical modification or cross-linking.
3-Brompropen is widely used to produce allyl ethers, allyl amines, and other allyl-containing derivatives.
These compounds are valuable in various industrial and synthetic processes, including cross-linking agents, plasticizers, and surface-active agents.
In academic and industrial research laboratories, 3-Brompropen is used as a reagent to study reaction mechanisms, develop new synthetic methodologies, and create novel materials.
3-Brompropens dual functionality makes it a valuable substrate for exploring reactions involving alkenes and alkyl halides.
3-Brompropen is a crucial chemical intermediate whose combination of an easily replaceable bromine atom and an alkene double bond makes it indispensable for synthesizing a broad range of chemical products.
3-Brompropen is extensively used in the pharmaceutical industry to create biologically active compounds, in agrochemicals for developing effective pest control agents, and in polymer chemistry to produce functional materials with tailored properties.
Moreover, its versatility ensures it remains a staple reagent in research labs for the development of new chemical reactions and materials
Health Hazard Of 3-Brompropen:
Exposures to 3-Brompropen cause severe eye and skin burns, irritation to the eyes, skin, and respiratory system.
3-Brompropen is harmful when absorbed through the skin or inhaled in the workplace.
Laboratory rats exposed for a prolonged period of time developed symptoms of poisoning, such as excessive salivation in a small number of animals, and severe gastric irritation.
Vapors of allyl bromide may cause dizziness or suffocation, headache, coughing, and distressed breathing.
Safety Profile Of 3-Brompropen:
Poison by ingestion and intraperitoneal routes.
Human mutation data reported.
Dangerous fire and explosion hazard when exposed to heat, flame, or oxidizers.
When heated to decomposition it emits toxic fumes of Br-.
To fight fire, use alcohol foam, water spray or mist, CO2, dry chemical
3-Brompropen, also known as allyl bromide, is a highly reactive and hazardous chemical primarily because of its alkylating properties and its ability to act as an electrophile, which allows it to react readily with nucleophilic sites in biological molecules such as proteins and DNA.
This reactivity is the basis for both its industrial utility and its health hazards.
3-Brompropen is known to be a strong skin and eye irritant. Upon contact, it can cause redness, pain, swelling, and even chemical burns in more severe cases.
3-Brompropen has the ability to penetrate the skin and may cause dermal sensitization or allergic reactions with repeated or prolonged exposure.
Eye contact can result in severe irritation or damage, including conjunctivitis and corneal injury, which may require immediate medical intervention.
