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Acrylic Acid, 2-(bromomethyl)-, Methyl Ester


Properties
Product Name Acrylic acid, 2-(bromomethyl)-, methyl ester
Cas Number 4224-70-8
Formula C5H7BrO2
Molar Mass 179.01 g/mol
Density 1.425 g/cm³
Boiling Point 133-134 °C
Melting Point -45 °C
Flash Point 45 °C
Refractive Index 1.478
Appearance Colorless liquid
Odor Sharp, pungent
Solubility In Water Decomposes
Vapor Pressure 4.2 mmHg (20 °C)
Stability Stable under recommended storage conditions
Hazard Statements H315, H317, H319
FAQ

What is the chemical structure of acrylic acid, 2-(bromomethyl)-, methyl ester?

The name "acrylic acid, 2-(bromomethyl)-, methyl ester" indicates a specific organic compound.The name "acrylic Acid, 2-(bromomethyl), methyl ester", indicates a specific compound. Let's break down its chemical structure based on the name.Let's decode its chemical structure using the name.
First, consider the base structure of acrylic acid.Consider the basic structure of acrylic acid. Acrylic acid has a structure where there is a double - bonded carbon - carbon (C = C) group, with one of the carbon atoms of the double bond being bonded to a carboxylic acid group (-COOH).Acrylic acid is a compound with a double-bonded carbon-carbon (C=C) group. One of the carbon atoms in the double bond is bonded to the carboxylic acid (-COOH). The general formula of acrylic acid is CH2=CH - COOH.The general formula for acrylic acid is CH2=CH-COOH.

Now, in the given compound, there is a "2-(bromomethyl)" substitution.In the compound given, there is now a "2- (bromomethyl )" substitution. This means that at the second carbon atom of the acrylic acid structure (counting from the carbon of the double bond that is attached to the carboxylic acid group), a bromomethyl group (-CH2Br) is attached.This means that a bromomethyl (-CH2Br), group is attached at the second carbon atom in the acrylic acid structure. So far, the structure is CH2 = C(CH2Br)-COOH.So far, CH2 = C(CH2Br),-COOH.

Finally, it is mentioned as a "methyl ester".Lastly, it is referred to as a "methyl ester". An ester is formed when a carboxylic acid reacts with an alcohol.When a carboxylic acids reacts with alcohol, an ester is produced. In this case, the -COOH group of the modified acrylic acid has reacted with methanol (CH3OH).In this case, methanol (CH3OH) has reacted to the -COOH of the modified acrylic acids. When a carboxylic acid reacts with an alcohol to form an ester, the -OH of the carboxylic acid is replaced by the -O - R group of the alcohol.When a carboxylic acids reacts with alcohol to form an ester, the OH group of the carboxylic is replaced by the O-R group of the alcohol. Here, since it is methanol, the -OH of the -COOH group is replaced by -OCH3.Since it is methanol here, the OH of the group -COOH is replaced by the -OCH3.

So, the chemical structure of acrylic acid, 2-(bromomethyl)-, methyl ester is CH2 = C(CH2Br)-COOCH3.The chemical structure of 2-(bromomethyl), methyl ester, acrylic acid is CH2 = COOCH3-CH2Br. In this structure, we have a vinyl group (CH2 = C) with a bromomethyl substitution on one of the vinyl carbons, and the carboxylic acid part is converted to a methyl ester.In this structure, the vinyl group (CH2 =C) has a bromomethyl substituted on one of the carbons. The carboxylic acid is then converted into a methyl ester. The double bond in the structure can participate in addition reactions, while the bromomethyl group can be involved in substitution reactions due to the relatively reactive bromine atom.The double bond can be used in addition reactions while the bromomethyl can be used in substitution reactions because of the relatively reactive bromine. The ester group also has its own reactivity patterns, such as hydrolysis under appropriate conditions.The ester group has its own reactivity patterns. For example, it can hydrolyze under certain conditions. Overall, this compound's structure determines its physical and chemical properties, which can be useful in various chemical synthesis and industrial applications.The overall structure of this compound determines its chemical and physical properties. These properties can be useful for various industrial applications and chemical synthesis.

What are the main applications of acrylic acid, 2-(bromomethyl)-, methyl ester?

2 - (Bromomethyl)acrylic acid methyl ester is a reactive and versatile compound with several important applications.2 - (Bromomethyl )acrylic acid is a reactive, versatile compound that has several important applications.
In the field of organic synthesis, it serves as a valuable building block.It is a useful building block in organic synthesis. Its structure, containing both a double bond and a bromomethyl group, allows for a wide range of chemical reactions.Its structure, which contains both a double-bond and a bromomethyl, allows for a variety of chemical reactions. The double bond can participate in addition reactions, such as polymerization and cycloaddition reactions.The double bond is involved in many addition reactions such as polymerization or cycloaddition. For example, it can be polymerized with other monomers to create polymers with unique properties.It can be polymerized to create polymers that have unique properties. These polymers may find use in coatings, adhesives, and plastics.These polymers can be used in plastics, coatings and adhesives. The bromomethyl group, on the other hand, is highly reactive and can be substituted with various nucleophiles.The bromomethyl is highly reactive, and can be substituted by various nucleophiles. This enables the introduction of different functional groups, expanding the chemical diversity of the resulting compounds.This allows the introduction of functional groups that increase the chemical diversity of the compounds.

In the pharmaceutical industry, this compound can play a role in the synthesis of drug intermediates.This compound is used in the pharmaceutical industry to synthesize drug intermediates. The ability to modify its structure through chemical reactions allows chemists to create molecules with specific biological activities.Chemists can create molecules with specific bioactive properties by modifying its structure via chemical reactions. By carefully choosing the reaction partners for the double bond and the bromomethyl group, researchers can design compounds that target particular biological pathways or receptors.Researchers can design compounds to target specific biological pathways or receptors by carefully selecting the reaction partners for both the double bond and bromomethyl groups. This can lead to the development of new drugs for treating various diseases.This can lead researchers to develop new drugs for treating different diseases.

It also has applications in materials science.It has also found applications in materials science. When incorporated into polymers, it can enhance the properties of the resulting materials.It can be incorporated into polymers to enhance the properties. For instance, it can improve the adhesion of coatings to substrates.It can, for example, improve the adhesion between coatings and substrates. Coatings made from polymers containing 2 - (Bromomethyl)acrylic acid methyl ester may have better resistance to wear and corrosion.Coatings made of polymers containing 2-(Bromomethyl-acrylic acid methyl ester) may be more resistant to wear and corrosion. In addition, it can be used to create cross - linkable polymers.It can also be used to make cross-linkable polymers. The double bond can react with other reactive groups under appropriate conditions to form a three - dimensional network structure, which can increase the mechanical strength and chemical stability of the material.Under the right conditions, the double bond can react to other reactive groups in order to form a three-dimensional network structure. This can increase the mechanical and chemical stability of a material.

In the area of fine chemicals production, it is used to manufacture specialty chemicals.It is used in the production of specialty chemicals. These specialty chemicals can be used in various industries, such as the textile industry for fabric finishing agents, or in the paper industry for improving paper strength and water resistance.These specialty chemicals are used in many industries, including the textile industry to improve fabric finishing agents or the paper industry to improve paper strength and resistance to water. Overall, 2 - (Bromomethyl)acrylic acid methyl ester is a crucial compound with far - reaching applications in multiple industries due to its unique reactivity.The unique reactivity of 2 - (Bromomethyl-acrylic-acid-methyl-ester makes it a compound that has many applications in various industries.

What are the safety precautions when handling acrylic acid, 2-(bromomethyl)-, methyl ester?

Acrylic acid, 2-(bromomethyl)-, methyl ester is a potentially hazardous chemical.Acrylic acid, 2-(bromomethyl), methyl ester, is a potentially dangerous chemical. Here are some safety precautions when handling it.Here are some safety measures to take when handling it.
First, personal protective equipment is crucial.Wearing personal protective equipment (PPE) is essential. Wear appropriate chemical - resistant gloves, such as those made of nitrile or neoprene.Wear gloves that are resistant to chemicals, such as those made from nitrile or Neoprene. These gloves can prevent direct skin contact with the chemical, which may cause skin irritation, burns, or absorption through the skin.These gloves can protect the skin from direct contact with the chemical that may cause irritation, burns or absorption. A full - body chemical - resistant suit should also be worn, especially in situations where there is a risk of splashing.Wearing a full-body chemical-resistant suit is also recommended, especially when there is a chance of splashing. This helps to protect the entire body from potential exposure.This will protect the entire body against potential exposure.

Eye protection is essential. Safety goggles or a face shield should be worn at all times when handling the substance.Wear safety goggles or face shields at all times while handling the substance. The eyes are very sensitive, and even a small amount of the chemical splashing into the eyes can cause severe damage, including burns and vision impairment.Even a small amount splashed into the eyes could cause severe damage including vision impairment and burns.

Ventilation is key.Ventilation is essential. Work in a well - ventilated area, preferably under a fume hood.Work in an area that is well-ventilated, preferably under the fume hood. This chemical may release vapors that can be harmful if inhaled.Inhaling vapors from this chemical can be harmful. The fume hood effectively captures and exhausts these vapors, reducing the risk of inhaling them.The fume hood captures and exhausts the vapors effectively, reducing your risk of inhaling. Inhalation of the vapors can lead to respiratory problems, such as coughing, shortness of breath, and irritation of the respiratory tract.Inhaling the vapors may cause respiratory problems such as coughing and shortness of breathe.

When storing acrylic acid, 2-(bromomethyl)-, methyl ester, keep it in a cool, dry place away from heat sources and ignition sources.Store acrylic acid, 2-(bromomethyl), methyl ester in a cool and dry place, away from heat sources. It is flammable, so any potential for fire must be minimized.It is flammable so all fire risks must be minimized. Store it in a dedicated chemical storage cabinet, separated from incompatible substances.Store it in a cabinet for storing chemicals, away from other substances. For example, it should not be stored near strong oxidizers, as this can lead to dangerous chemical reactions.It should not, for example, be stored near strong oxygenators, as this could lead to dangerous chemical reaction.

In case of spillage, immediate action is required.Immediate action is needed in the event of a spillage. First, evacuate the area to prevent others from being exposed.Evacuate the area first to protect others. Then, wearing the appropriate protective equipment, clean up the spill according to the relevant safety procedures.Wearing the appropriate protective gear, clean the spill in accordance with the safety procedures. Small spills can be absorbed with an appropriate absorbent material, such as vermiculite or sand.Small spills can easily be absorbed by using an absorbent material such as vermiculite, sand or other suitable absorbent materials. The absorbed material should then be placed in a proper waste container for disposal.The absorbent material should be disposed of in a suitable waste container. Large spills may require more elaborate cleanup procedures, and it may be necessary to contact the local environmental or safety authorities for assistance.Large spills can require more complex cleanup procedures. It may be necessary to contact local environmental or safety authorities.

In addition, have access to appropriate first - aid measures.In addition, you should have access to first-aid measures. In case of skin contact, immediately wash the affected area with plenty of water for at least 15 minutes and seek medical attention.In the event of skin contact, wash the affected area immediately with plenty of water and seek medical attention. For eye contact, flush the eyes with copious amounts of water for at least 15 minutes and then get professional medical help.If you have eye contact, wash your eyes with plenty of water for 15 minutes. Then seek professional medical attention. If inhaled, move the person to fresh air and seek medical assistance promptly.If the person is inhaled, get them to fresh air as soon as possible and seek medical attention.

What are the physical and chemical properties of acrylic acid, 2-(bromomethyl)-, methyl ester?

2 - (Bromomethyl)acrylic acid methyl ester is an organic compound with the following physical and chemical properties:The (Bromomethylacrylic acid) methyl ester is a compound with the following physical, chemical and physical properties:
Physical properties

Appearance: It is likely to be a colorless to pale - yellow liquid.Appearance: This liquid is likely to appear colorless or pale-yellow. Many organic esters with similar structures have such an appearance.Many organic esters have a similar appearance. The presence of the bromomethyl group and the acrylic ester moiety does not typically impart a highly intense color under normal conditions.Normal conditions do not usually result in a color that is very intense due to the presence of the acrylic ester and bromomethyl groups.

Boiling point: The boiling point of this compound is influenced by its molecular structure.Boiling point - The molecular structure of the compound influences its boiling point. The ester group (-COOCH3) and the bromomethyl group (-CH2Br) contribute to its intermolecular forces.The ester group ( -COOCH3), and the bromomethyl ( -CH2Br), contribute to its intermolecular force. Generally, esters with alkyl and halogen - containing substituents have boiling points in a certain range.Esters with alkyl or halogen substituents usually have boiling points within a certain range. The presence of the bromine atom increases the molecular weight and also contributes to stronger intermolecular forces through dipole - dipole interactions.The presence of bromine increases the molecular mass and also contributes to greater intermolecular force through dipole-dipole interactions. Esters of acrylic acid usually have boiling points that can be in the range of several tens to a couple of hundred degrees Celsius.Esters of acrylic acids usually have boiling point that ranges from several tens of degrees Celsius to a few hundred. In the case of 2 - (bromomethyl)acrylic acid methyl ester, it might have a boiling point around 180 - 220 degC, although this can vary depending on purity and experimental conditions.The boiling point of 2-(bromomethyl-acrylic acid-methyl ester) can range from 180 to 220 degrees Celsius, but this can vary depending upon purity and experimental conditions.

Melting point: Given its liquid state under normal conditions, its melting point is likely to be relatively low, probably below room temperature.Melting point: Due to its liquid state in normal conditions, the melting point of this substance is likely to be low, possibly below room temperature. The relatively flexible structure of the molecule due to the presence of the acrylic chain and the methyl ester group does not favor the formation of a highly ordered solid lattice at normal temperatures.The presence of the acrylic chains and the methyl esters in the molecule makes it relatively flexible, which does not allow for a solid lattice to form at normal temperatures.

Solubility: It is sparingly soluble in water.It is sparingly water soluble. The ester group and the bromomethyl group are both non - polar or only slightly polar.The ester and bromomethyl groups are both non-polar or only mildly polar. Water is a highly polar solvent, and according to the principle of "like dissolves like", this compound will not dissolve well in water.According to the principle "like dissolves alike", this compound won't dissolve in water. However, it is likely to be soluble in common organic solvents such as dichloromethane, chloroform, ethyl acetate, and toluene.It is more likely to dissolve in organic solvents like dichloromethane (a highly polar solvent), chloroform (a highly polar solvent), ethyl-acetate and toluene. These organic solvents have similar polarities to 2 - (bromomethyl)acrylic acid methyl ester, allowing for favorable intermolecular interactions.These organic solvents are similar in polarity to 2 -(bromomethyl).acrylic acid methyl ester, allowing for good intermolecular interaction.

Chemical properties

Reactivity of the double bond: The acrylic acid part of the molecule contains a carbon - carbon double bond.Double bond reactivity: The acrylic acid molecule contains a double carbon-carbon bond. This double bond is highly reactive and can undergo addition reactions.This double bond can undergo addition reactions and is highly reactive. For example, it can react with hydrogen in the presence of a catalyst (such as palladium on carbon) to form the saturated product, where the double bond is reduced to a single bond.It can, for example, react with hydrogen, in the presence a catalyst, such as palladium and carbon, to form the saturated products, where the double bonds are reduced to single bonds. It can also react with halogens (such as bromine or chlorine) in an addition reaction, where the halogen atoms add across the double bond.It can also react in an addition reaction with halogens, such as bromine or chloride, where the halogens add across the double bonds. Additionally, it can participate in polymerization reactions.It can also participate in polymerization. The double bond can open up and link with other similar molecules to form polymers.The double bond can be opened and linked with other molecules to form polymers. This is an important property as acrylic - based polymers are widely used in various industries.This is a very important property, as acrylic-based polymers are used in many industries.

Reactivity of the bromomethyl group: The bromomethyl group (-CH2Br) is a good leaving group.Reactivity of bromomethyl groups: The bromomethyl (-CH2Br), is a good leaving. It can undergo nucleophilic substitution reactions.It can undergo nucleophilic replacement reactions. For instance, when treated with a nucleophile like an alkoxide (RO -) or an amine (RNH2), the bromide ion can be displaced, and the nucleophile will substitute the bromine atom to form a new compound.When treated with a nucleophile such as an alkoxide or amine (RNH2) the bromide ion is displaced and the nucleophile substitutes the bromine atom in a new compound. This reactivity makes it useful in organic synthesis for the introduction of new functional groups.This reactivity is useful in organic synthesis to introduce new functional groups.

Hydrolysis of the ester group: The methyl ester group (-COOCH3) can be hydrolyzed in the presence of an acid or a base.Hydrolysis of ester groups: The methyl ester (-COOCH3) group can be hydrolyzed when an acid or base is present. In acidic conditions, a carboxylic acid and methanol are formed through a step - by - step mechanism.In acidic conditions a carboxylic and methanol is formed by a step-by-step mechanism. In basic conditions, the reaction is more rapid, and the carboxylate salt and methanol are the products.In basic conditions the reaction is faster and the carboxylate and methanol products are formed. This hydrolysis reaction is an important chemical transformation that can be used to modify the structure of the molecule or to prepare other related compounds.This hydrolysis reaction can be used to modify a molecule's structure or to prepare related compounds.

How is acrylic acid, 2-(bromomethyl)-, methyl ester synthesized?

The synthesis of methyl 2-(bromomethyl)acrylate can be achieved through several possible routes. One common approach involves a series of chemical reactions starting from relatively accessible starting materials.One common method involves a series chemical reactions that begin with relatively accessible starting materials.
One possible synthesis route begins with methyl acrylate.One possible route to synthesis begins with methylacrylate. First, methyl acrylate is reacted with formaldehyde in the presence of a catalyst such as an acid catalyst.In the presence of an acid catalyst, methylacrylate is first reacted with formaldehyde. This reaction results in the formation of methyl 2 - hydroxymethyl acrylate.This reaction produces methyl 2-hydroxymethyl acrylate. The reaction mechanism likely involves the nucleophilic addition of the double bond of methyl acrylate to the carbonyl group of formaldehyde.The mechanism of the reaction is likely to involve the nucleophilic attachment of the double-bond of methyl acrylate onto the carbonyl group in formaldehyde.

Next, the methyl 2 - hydroxymethyl acrylate is brominated.The methyl 2-hydroxymethyl acrylate will then be bromated. This can be accomplished using a brominating agent such as phosphorus tribromide (PBr3) or hydrogen bromide (HBr) under appropriate reaction conditions.Under the right conditions, a brominating compound such as phosphorus dibromide or hydrogen bromide can be used. When using PBr3, it reacts with the hydroxyl group of methyl 2 - hydroxymethyl acrylate, replacing the hydroxyl group with a bromine atom to yield methyl 2-(bromomethyl)acrylate. The reaction with PBr3 proceeds through an SN2 - like mechanism where the bromide ion from PBr3 attacks the carbon atom attached to the hydroxyl group, displacing the leaving group formed from the reaction of the hydroxyl with PBr3.The reaction with PBr3 proceeds via an SN2 – like mechanism, where the bromide ion of PBr3 attacks carbon atoms attached to the hydroxyl groups, displacing any leaving group formed by the reaction between the hydroxyl and PBr3.

Another possible approach could start from a different precursor.Another possible approach would be to start with a different pre-cursor. For example, one could start with a compound that already has a bromomethyl group and then introduce the acrylate moiety.One could, for example, start with a compound already containing a bromomethyl moiety and then introduce the acrylicate moiety. However, the route starting from methyl acrylate is more straightforward and commonly used due to the ready availability of methyl acrylate and the relative simplicity of the reactions involved.The route that starts with methyl-acrylate is the most straightforward and common because methyl-acrylate is readily available and the reactions are relatively simple.

During the synthesis, proper reaction conditions such as temperature, reaction time, and stoichiometry of reactants need to be carefully controlled.During the synthesis it is important to control the reaction conditions, such as temperature, time and stoichiometry. For the reaction of methyl acrylate with formaldehyde, a suitable temperature range might be around room temperature to slightly elevated temperatures (e.g., 30 - 50 degC) depending on the catalyst used.The temperature range for the reaction of formaldehyde with methyl acrylate could be anywhere from room temperature to slightly higher temperatures (e.g. 30-50 degC), depending on the catalyst. For the bromination step, if using PBr3, the reaction is typically carried out at relatively low temperatures, often below 0 degC initially to control the exothermic nature of the reaction.If using PBr3, it is common to carry out the bromination reaction at low temperatures. Initially, the reaction may be carried out below 0 degrees Celsius in order to control the exothermic reaction. After the reactions, appropriate purification methods such as distillation or column chromatography may be employed to isolate the pure methyl 2-(bromomethyl)acrylate product.