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Product Name | Methyl 3,3-Dimethylacrylic acid |
Cas Number | 541-47-9 |
Formula | C6H10O2 |
Molar Mass | 114.14 |
Density | 0.97 g/cm³ |
Boiling Point | 211 °C |
Melting Point | -12 °C |
Solubility | Slightly soluble in water |
Vapor Pressure | 0.6 mmHg at 25 °C |
Flash Point | 90 °C |
Refractive Index | n20/D 1.432 |
Pka | 4.86 (at 25 °C) |
Heat Capacity | 318 J/mol·K |
Autoignition Temperature | 385 °C |
What are the applications of Methyl 3,3-Dimethylacrylic acid?
Methyl 3,3 - Dimethylacrylic acid has several important applications.There are many important applications for Methyl 3,3-Dimethylacrylic Acid.
In the field of polymer synthesis, it serves as a valuable monomer.It is a valuable monomer in the field of polymer syntheses. When polymerized, it can impart unique properties to the resulting polymers.It can give unique properties to polymers when polymerized. For example, polymers derived from methyl 3,3 - dimethylacrylic acid can have enhanced chemical resistance.Polymers derived from methyl 3,5 - dimethylacrylic acids can have enhanced chemical resistant. This is beneficial in coatings applications.This is advantageous in coating applications. Coatings made with these polymers can protect surfaces from various chemicals, whether it's in industrial settings where machinery might be exposed to corrosive substances or in consumer products like automotive paints, which need to withstand environmental factors such as acidic rain and road salts.These polymers are used to make coatings that protect surfaces against various chemicals. This is useful in industrial settings, where machinery may be exposed to corrosive materials, or in consumer products, such as automotive paints, that need to withstand environmental elements like acidic rain and salt.
It also finds use in the production of specialty plastics.Specialty plastics are also produced using this material. These plastics can have tailored physical properties, including good thermal stability.These plastics can be tailored to have specific physical properties, such as good thermal stability. This makes them suitable for applications where the material needs to maintain its integrity at elevated temperatures.These plastics are ideal for applications that require the material to remain intact at high temperatures. For instance, in electronic devices, components made from such plastics can function well in environments with heat generated by electrical components, ensuring the long - term reliability of the device.Components made from these plastics, for example, can function well when exposed to heat generated by electrical components. This ensures the long-term reliability of electronic devices.
In the realm of pharmaceuticals, methyl 3,3 - dimethylacrylic acid can be used as an intermediate in the synthesis of certain drugs.In the pharmaceutical industry, methyl 3,3-dimethylacrylic acid is used as an intermediary in the synthesis certain drugs. Its unique chemical structure can participate in chemical reactions to build more complex drug molecules.Its unique chemistry can be used in chemical reactions to create more complex drug molecules. It might contribute to the development of drugs with specific biological activities, such as anti - inflammatory or antibacterial agents.It could contribute to the development and production of drugs with specific biological properties, such as anti-inflammatory or antibacterial agents. The acid's reactivity and the ability to be incorporated into larger molecular frameworks allow medicinal chemists to create novel compounds with targeted therapeutic effects.The acid's reactivity, and its ability to be incorporated in larger molecular structures, allows medicinal chemists create novel compounds that have targeted therapeutic effects.
Moreover, in the area of adhesives, it can play a role in formulating high - performance adhesives.It can also be used to formulate high-performance adhesives. The properties of the polymers formed from this acid can provide good adhesion to a variety of substrates.The polymers made from this acid have good adhesion properties to a wide range of substrates. These adhesives can be used in the assembly of different materials, from bonding plastics to metals in the manufacturing of small - scale consumer goods like mobile phones to large - scale industrial applications such as the construction of aircraft components, where strong and reliable adhesion is crucial.These adhesives are used to assemble different materials. They can be used to bond plastics to metals for small-scale consumer goods such as mobile phones, or in large-scale industrial applications like the construction of aircraft parts, where strong adhesion is essential.
In the production of inks, methyl 3,3 - dimethylacrylic acid can be used to modify the properties of ink polymers.In order to modify the properties ink polymers, methyl 3,3-dimethylacrylic acid is used in the production of inks. This can result in inks with improved drying characteristics, better color fastness, and enhanced resistance to smudging.Inks can be produced with improved drying properties, better colorfastness, and increased resistance to smudging. These improved inks are highly desirable in the printing industry, whether for high - quality graphic printing or for printing on various substrates like paper, plastic, and textiles.These improved inks have a high demand in the printing industry. They are used for high-quality graphic printing, or printing on different substrates such as paper, plastic and textiles. Overall, methyl 3,3 - dimethylacrylic acid is a versatile compound with a wide range of applications across different industries.Overall, methyl 3,3-dimethylacrylic acid has a variety of applications in different industries.
What are the properties of Methyl 3,3-Dimethylacrylic acid?
Methyl 3,3 - Dimethylacrylic acid has several important properties.The properties of Methyl 3,3-Dimethylacrylic Acid are numerous.
Physical properties:Physical Properties
- Appearance: It is likely to be a colorless to slightly yellowish liquid under normal conditions.Under normal conditions, it is likely to appear as a colorless or slightly yellowish liquid. This appearance is common for many organic acids with relatively low molecular weights and simple structures.This is a common appearance for many organic acid with low molecular mass and simple structure.
- Odor: It may possess a characteristic acidic odor.- Odor : It can have a characteristic acidic smell. Similar to other carboxylic acids, the odor can be sharp and pungent, which is related to the presence of the carboxyl functional group (-COOH).The odor is sharp and pungent like other carboxylic acid. This is due to the presence of carboxyl functional groups (-COOH).
- Solubility: In terms of solubility, it shows some solubility in polar organic solvents such as alcohols (e.g., methanol, ethanol) and ethers.- Solubility - It shows some solubility with polar organic solvents like alcohols (e.g. methanol,ethanol) and ethers. The carboxyl group can form hydrogen bonds with these solvents, facilitating dissolution.The carboxyl group is able to form hydrogen bonds with these organic solvents, which facilitates dissolution. However, its solubility in non - polar solvents like hexane is relatively low due to the polar nature of the molecule.The polarity of the molecule makes it relatively insoluble in non-polar solvents such as hexane. The methyl groups attached to the double - bonded carbon atoms and the methyl ester group do not significantly enhance its solubility in non - polar media.The methyl groups on the double-bonded carbon atoms, and the methyl esters do not enhance its solubility significantly in non-polar media.
Chemical properties:Chemical properties
- Reactivity of the double bond: The presence of a carbon - carbon double bond in methyl 3,3 - Dimethylacrylic acid makes it reactive towards addition reactions.The double bond is a reactivity factor. For example, it can undergo electrophilic addition reactions with substances like bromine or hydrogen halides.It can undergo electrophilic reactions with substances such as bromine or hydrogen chlorides. When reacting with bromine, the double bond breaks, and two bromine atoms add across the double bond, forming a dibromo - derivative.When reacting bromine, two bromine atoms are added across the double-bond, forming dibromo-derivatives. This reaction is often used to test for the presence of double bonds in organic compounds.This reaction is used to test for double bonds in organic compounds.
- Reactivity of the carboxyl group: The carboxyl group (-COOH) is another reactive site.Reactivity of the carboxyl groups: The carboxyl groups (-COOH), are another reactive site. It can participate in typical carboxylic acid reactions.It can be involved in carboxylic acid reactions. For instance, it can react with bases to form salts.It can, for example, react with bases to produce salts. When reacted with sodium hydroxide (NaOH), it forms the corresponding sodium salt, methyl 3,3 - dimethylacrylate sodium salt, and water.When it reacts with sodium hydroxide, it forms methyl 3,3 dimethylacrylate sodium sodium salt and water. Additionally, it can undergo esterification reactions.It can also undergo esterification reactions. When reacted with an alcohol in the presence of an acid catalyst, it can form a new ester.It can form a new ester when it reacts with an alcohol, in the presence an acid catalyst. For example, reacting with methanol in the presence of sulfuric acid can lead to the formation of a different methyl - ester derivative.Reacting with methanol and sulfuric acid, for example, can lead to a different methyl-ester derivative.
- Thermal stability: To some extent, it has a certain thermal stability.Thermal stability: It has a certain degree of thermal stability. However, at high temperatures, decomposition reactions may occur.At high temperatures, however, decomposition reactions can occur. The double bond and the carboxyl group can be affected by heat, potentially leading to bond cleavage, decarboxylation (loss of carbon dioxide), or polymerization reactions, especially if there are initiators or under specific reaction conditions.Heat can affect the double bond and carboxyl group, leading to bond cleavages, decarboxylations (loss carbon dioxide), or polymerizations, especially when there are initiators present or under certain reaction conditions.
These properties of methyl 3,3 - Dimethylacrylic acid are crucial in various fields such as organic synthesis, where it can be used as a building block for the preparation of more complex organic compounds, and in the polymer industry, where its reactive double bond can be exploited for polymerization reactions to form polymers with specific properties.These properties of methyl 3,3-dimethylacrylic acids are important in many fields, such as in organic synthesis where it can serve as a building blocks for more complex organic compounds. It is also used in the polymer industry where its reactive double bonds can be exploited to polymerize reactions and form polymers with certain properties.
How is Methyl 3,3-Dimethylacrylic acid synthesized?
Methyl 3,3 - Dimethylacrylic acid can be synthesized through the following general approaches:The following general approaches can be used to synthesize Methyl 3,3-Dimethylacrylic Acid:
1. From Isobutyraldehyde (Knoevenagel Condensation)
- Start with isobutyraldehyde as the key starting material.Start with isobutyraldehyde. In the presence of a suitable base catalyst, such as piperidine or pyridine, and a reagent like malonic acid in a solvent like ethanol or toluene, a Knoevenagel condensation reaction occurs.A Knoevenagel reaction occurs in the presence of a base catalyst such as piperidine, pyridine or malonic acid, and a reagent, like malonic acids, in a solvent, like ethanol or Toluene.
- Malonic acid reacts with isobutyraldehyde.- Malonic Acid reacts with isobutyraldehyde. The base first deprotonates the acidic hydrogen of malonic acid, generating a nucleophile.The base deprotonates first the acidic hydrogen in malonic acid to produce a nucleophile. This nucleophile attacks the carbonyl carbon of isobutyraldehyde, forming an intermediate.This nucleophile attacks isobutyraldehyde's carbonyl carbon, forming an intermediary. Through a series of dehydration steps, an unsaturated intermediate is formed.A series of dehydration stages leads to the formation of an unsaturated intermediary.
- Subsequent hydrolysis of the intermediate, typically by treating it with an acid such as dilute sulfuric acid or hydrochloric acid, leads to the formation of 3,3 - dimethylacrylic acid.- The 3,3 - dimethylacrylic acids is formed by hydrolyzing the intermediate with an acid, such as dilute hydrochloric or sulfuric acid. To obtain the methyl ester (methyl 3,3 - dimethylacrylic acid), the carboxylic acid can be esterified.The carboxylic acid may be esterified to obtain the methyl ester (3,3 - dimethylacrylic methyl acid). This is usually done by reacting the acid with methanol in the presence of an acid catalyst, like sulfuric acid or p - toluenesulfonic acid.This is done by reacting methanol with the acid in the presence an acid catalyst like sulfuric or p-toluenesulfonic acids. The reaction is driven forward by removing water, for example, through azeotropic distillation.The reaction is accelerated by removing the water, such as through azeotropic distillation.
2. From Isoprene - based Routes2.
- Isoprene can be used as a starting point.Isoprene is a good starting point. First, isoprene can be oxidized to introduce functional groups.Isoprene is first oxidized in order to introduce functional groups. One possible oxidation method is using a suitable oxidizing agent such as ozone or a peracid.A suitable oxidizing agent, such as ozone, or a peracid can be used to oxidize isoprene. The oxidation of isoprene can lead to the formation of intermediate compounds with carbonyl or carboxyl - like functionalities.The oxidation process of isoprene may lead to intermediate compounds with carboxyl or carbonyl functionalities.
- If isoprene is oxidized in a controlled manner, an intermediate with a structure suitable for further modification to 3,3 - dimethylacrylic acid can be obtained.If isoprene in a controlled way is oxidized, an intermediate with the structure suitable for further modification can be obtained. After obtaining the appropriate carboxylic acid intermediate, similar to the previous method, esterification with methanol in the presence of an acid catalyst can be carried out to form methyl 3,3 - dimethylacrylic acid.Similar to the previous method of obtaining the carboxylic acid, the esterification of methanol with an acid catalyst is carried out after obtaining the carboxylic intermediate.
3. From tert - Butyl - related CompoundsFrom tert-Butyl-related Compounds
- tert - Butyl halides can be used as starting materials.As a starting material, - tert- Butyl Halides can be used. For example, tert - butyl chloride can react with a suitable reagent containing a carbon - carbon double - bond - forming functionality, along with a metal catalyst like palladium - based catalysts in some cases.In some cases, tert-butyl chloride can be used in conjunction with a reagent that contains a carbon-carbon double-bond forming functionality.
- Through a series of reactions including substitution and elimination steps, a compound with the 3,3 - dimethyl - 1 - acrylic acid backbone can be formed.Through a series reactions, including substitution and elimination steps can be formed a compound with a 3,3 – dimethyl – 1 – acrylic acid backbone. Once the acid is obtained, esterification with methanol under acidic conditions gives methyl 3,3 - dimethylacrylic acid.Once the acid has been obtained, esterification of methanol in acidic conditions produces methyl 3,3-dimethylacrylic acid.
These synthetic methods require careful control of reaction conditions such as temperature, reaction time, and reagent stoichiometry to ensure high yields and purity of the final product, methyl 3,3 - dimethylacrylic acid.To ensure high yields of methyl 3,3-dimethylacrylic acid, these synthetic methods require the careful control of reaction conditions, such as temperature, time of reaction, and reagent ratios.
What are the safety precautions when handling Methyl 3,3-Dimethylacrylic acid?
Methyl 3,3 - Dimethylacrylic acid is a chemical compound that requires certain safety precautions during handling.Methyl 3,3-dimethylacrylic acid, a chemical compound, requires special precautions when handling.
Firstly, in terms of personal protective equipment.First, personal protective equipment. Wear appropriate chemical - resistant gloves.Wear gloves that are resistant to chemicals. Nitrile gloves are often a good choice as they can resist the corrosive effects of this acid to a certain extent.Nitrile gloves can be a good option as they are resistant to the corrosive effect of this acid. This helps prevent skin contact, which could lead to irritation, burns, or absorption into the body.This will help prevent skin contact that could cause irritation, burns or absorption. Also, wear safety goggles or a face shield.Wear safety goggles, or a face shield. Chemical splashes to the eyes can cause serious and potentially permanent damage, so protecting the eyes is crucial.Protecting the eyes from chemical splashes is important. They can cause serious, and even permanent damage. Additionally, put on a chemical - resistant apron or lab coat.Wear a lab coat or apron that is resistant to chemicals. This provides an extra layer of protection for the body against spills and splashes, safeguarding clothing and skin from direct contact with the acid.This will provide an extra layer of protection against spills and splashes. It will also protect clothing and skin directly from the acid.
Secondly, ensure proper ventilation. Work in a well - ventilated area, preferably under a fume hood.Work in an area that is well-ventilated, preferably under the fume hood. Methyl 3,3 - Dimethylacrylic acid may release vapors that can be irritating to the respiratory system.Methyl 3,3-dimethylacrylic acid can release vapors which can be irritating to respiratory systems. Inhalation of these vapors can cause coughing, shortness of breath, and other respiratory problems.Inhaling these vapors may cause coughing, shortness in breath, and other respiratory issues. A fume hood effectively captures and exhausts these vapors, reducing the risk of inhalation.A fume hood captures and exhausts the vapors effectively, reducing inhalation risk.
Thirdly, when handling the substance, be careful with storage.Thirdly, you should be careful when storing the substance. Store it in a cool, dry place away from heat sources, flames, and oxidizing agents.Store it in a dry, cool place, away from heat sources, oxidizing agents, and flames. Heat can increase the volatility of the acid, and contact with oxidizing agents may lead to violent reactions.Heat can increase the acid's volatility, and contact with an oxidizing agent may cause violent reactions. Keep it in a tightly - sealed container to prevent leakage and evaporation.Keep it in a tightly-sealed container to prevent leaking and evaporation.
Fourthly, in case of accidental contact.Fourthly, in the event of accidental contact. If it comes into contact with the skin, immediately rinse the affected area with plenty of water for at least 15 minutes.If it comes in contact with your skin, rinse immediately with plenty of water and for at least 15 min. This helps to dilute and remove the acid from the skin.This helps to dilute the acid and remove it from the skin. If it gets into the eyes, flush the eyes with copious amounts of water for at least 15 minutes while keeping the eyelids open.If it gets in the eyes, flush them with plenty of water for 15 minutes while keeping your eyelids wide open. Seek immediate medical attention in both cases.In both cases, seek immediate medical attention. If there is an accidental spill, contain the spill area to prevent the spread of the acid.Contain the spill area if it is accidental to prevent the spread. Use absorbent materials like sand or vermiculite to soak up the liquid.To absorb the liquid, use absorbent materials such as sand or Vermiculite. Then, dispose of the contaminated absorbent materials according to local regulations.Then dispose of the contaminated materials in accordance with local regulations.
Finally, always be aware of the potential hazards associated with Methyl 3,3 - Dimethylacrylic acid.Always be aware of the potential dangers associated with Methyl 3 3 - Dimethylacrylic Acid. Read and understand the safety data sheet thoroughly before handling.Before handling, read and understand the safety information sheet. This knowledge will enable you to take appropriate preventive measures and respond correctly in case of emergencies.This knowledge will allow you to take the appropriate preventive measures, and respond correctly in an emergency.
What is the price of Methyl 3,3-Dimethylacrylic acid?
The price of Methyl 3,3 - Dimethylacrylic acid can vary significantly depending on several factors.The price of Methyl 3,5 - Dimethylacrylic Acid can vary significantly depending upon several factors.
One of the main factors is the purity of the compound.Purity is a major factor. Higher - purity Methyl 3,3 - Dimethylacrylic acid typically commands a higher price.The price of higher - purity Methyl 3,5 - Dimethylacrylic Acid is usually higher. For research - grade products with very high purity levels, often above 98% or even 99%, the price per unit mass can be relatively expensive.The price per unit mass of research-grade products with high purity levels can be expensive. These are often above 98% and even 99%. These high - purity versions are in demand for applications in pharmaceutical research, where even trace impurities can affect experimental results.These high-purity versions are used in pharmaceutical research where even a trace of impurity can affect the results.
The scale of purchase also plays a crucial role.The size of the purchase is also important. Buying in small quantities, say a few grams, from chemical suppliers for laboratory use can be costly on a per - gram basis.The cost of buying small quantities from chemical suppliers, such as a few grams for laboratory use, can be high. Retail prices for small amounts might range from several tens to a few hundred dollars per gram.Retail prices for small quantities can range from a few tens of dollars to a few hundreds per gram. However, when purchasing in bulk, such as kilograms or more, the unit price usually drops significantly.When purchasing in bulk (such as kilograms) the unit price is usually significantly lower. Industrial - scale buyers can negotiate better prices due to the large volumes involved.Due to the large quantities involved, industrial buyers can negotiate better rates.
The source of the compound also impacts the price.The source of the compound can also affect the price. If it is sourced from a well - established and reliable chemical manufacturer with a reputation for quality control, the price may be higher compared to products from less - known or unregulated sources.If the compound is sourced from an established and reliable chemical producer with a reputation of quality control, then it may cost more than products from lesser-known or unregulated suppliers. Additionally, the cost of production, including raw materials, energy, and manufacturing processes, influences the final price.The cost of production (including raw materials, energy and manufacturing processes) also influences the final price. Fluctuations in the prices of the starting materials used to synthesize Methyl 3,3 - Dimethylacrylic acid can cause the price of the final product to change.The price of the raw materials used to make Methyl 3,3-Dimethylacrylic Acid can fluctuate.
Geographical location can also be a factor.The geographical location can also play a role. In regions with higher costs of living, transportation, and regulatory requirements, the price of the chemical may be elevated.In regions with high costs of living, transportation and regulatory requirements, prices of chemicals may be higher. Shipping costs, especially for international transactions, can add to the overall price paid by the buyer.Shipping costs can increase the price of the chemical, especially if the transaction is international.
As a rough estimate, for small - scale laboratory purchases of relatively high - purity Methyl 3,3 - Dimethylacrylic acid, one might expect to pay around $50 - $200 per gram.For small - scale laboratory purchases, you can expect to pay between $50 and $200 per gram for Methyl 3,3-Dimethylacrylic Acid of relatively high purity. For larger - scale industrial purchases, the price could drop to perhaps $10 - $50 per kilogram, depending on the factors mentioned above.For industrial purchases on a larger scale, the price may drop to $10 - 50 per kilogram depending on the factors listed above. It's important to note that these are just approximate figures, and the actual price should be obtained by contacting chemical suppliers directly for the most accurate and up - to - date pricing information.These are only approximate figures. For the most accurate pricing information, you should contact chemical suppliers directly.