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Product Name | (E)-3-(1,4-Dioxaspiro[4.5]dec-7-en-7-yl)acrylic acid |
Cas Number | 146989-09-9 |
Formula | C10H12O4 |
Molar Mass | 196.20 g/mol |
Density | 1.3 g/cm³ |
Boiling Point | 335.7 °C at 760 mmHg |
Melting Point | 78-80 °C |
Flash Point | 157.2 °C |
Refractive Index | 1.535 |
Pka | 4.36 |
Solubility | soluble in water |
Smiles | C1COC2(CCCCC2=C1)C=CC(=O)O |
Inchi | InChI=1S/C10H12O4/c1-8(11)9(12)14-10(13)6-4-7-2-5-7/h4,6-10H,2-3,5H2,1H3 |
What is the chemical structure of (E)-3-(1,4-Dioxaspiro[4.5]dec-7-en-7-yl)acrylic acid?
Let's break down the name of the compound "(E)-3-(1,4-Dioxaspiro[4.5]dec-7-en-7-yl)acrylic acid" to determine its chemical structure.
1. The "acrylic acid" part:
Acrylic acid has the formula CH2=CH - COOH.The formula for acrylic acid is CH2=CH-COOH. It consists of a vinyl group (CH2=CH -) attached to a carboxylic acid group (-COOH).It is composed of a vinyl group attached to a carboxylic group (-COOH). This is the basic framework to which the other part of the molecule will be attached.This is the basic structure to which the other parts of the molecule are attached.
2. The "3-(1,4 - Dioxaspiro[4.5]dec - 7 - en - 7 - yl)" part:The "3-(1,4- Dioxaspiro[4.5]dec- 7- en- 7- yl) part
- Spiro compound: A spiro compound has a single atom common to two or more rings.Spiro Compound: A spiro is a compound that has a common atom between two or more rings. In "1,4 - Dioxaspiro[4.5]dec", the "spiro" indicates the presence of a spiro - cyclic structure.The "spiro", in "1,4- Dioxaspiro[4.5]dec", indicates the presence a spiro-cyclic structure. The "1,4 - diox" means that there are two oxygen atoms in the spiro - cyclic system.The "1,4-diox" indicates that there are two oxygen molecules in the spiro-cyclic system.
- Ring sizes: The "[4.5]" indicates the sizes of the two rings that share the spiro - atom.- Ring Sizes: The "[4.5]", indicates the size of the two rings which share the spiro-atom. One ring has 4 non - spiro atoms and the other has 5 non - spiro atoms.One ring contains 4 non-spiro-atoms, and the other 5 non-spiro-atoms. So, in total, there are 4 + 5+ 1 (the spiro - atom) = 10 atoms in the spiro - cyclic system, which is why it is named "dec" (referring to a 10 - membered system when considering the two rings together).The spiro-cyclic system has 10 atoms, or 4 + 5 + 1 (the spiro-atom). This is why the system is called "dec", referring to a system with 10 members when examining the two rings.
- Double bond: The "dec - 7 - en" part indicates that there is a double bond at the 7 - position of the spiro - cyclic system.Double Bond: The "dec-7-en" part indicates there is a dual bond at the 7-position of the spiro-cyclic system.
- Attachment point: The "yl" at the end of "1,4 - Dioxaspiro[4.5]dec - 7 - en - 7 - yl" shows that this spiro - cyclic group is attached at the 7 - position.Attachment Point: The "yl", at the end of the "1,4- Dioxaspiro[4.5]dec- 7- en- 7- yl", shows that the spiro-cyclic group is at the 7-position. And it is attached to the 3 - position of the acrylic acid molecule.It is attached at the 3 -position of the acrylic acid.
3. The "(E)" configuration:
The "(E)" indicates the configuration around the double bond in the acrylic acid part.The "(E)," indicates the configuration of the double bond around the acrylic acid part. In the E configuration, the higher - priority groups are on opposite sides of the double bond.In the E configuration the higher-priority groups are on the opposite side of the double bond. In the case of this compound, for the double bond in the acrylic acid part, the group containing the spiro - cyclic structure and the carboxylic acid group are arranged in the E configuration.In this compound, the E configuration is used for the double bond of the acrylic acid part. The group containing a spiro-cyclic structure, and the carboxylic group are arranged together.
In summary, the chemical structure has a carboxylic acid group (-COOH) attached to a vinyl group (CH2=CH -).The chemical structure is a carboxylic group (-COOH), attached to a vinyl (CH2=CH-). At the 3 - position of this vinyl group, there is an attachment to a 1,4 - dioxaspiro[4.5]dec - 7 - en - 7 - yl group.The vinyl group is attached to a 1,4-dioxaspiro[4.5]dec-7-en-7-yl group at the 3 'position. The double bond in the acrylic acid part has an E - configuration, and the spiro - cyclic part has two oxygen atoms in the ring system with a double bond at the 7 - position.The double bond in acrylic acid has an E-configuration, and the spiro-cyclic part contains two oxygen atoms with a double-bond at the 7-position.
What are the applications of (E)-3-(1,4-Dioxaspiro[4.5]dec-7-en-7-yl)acrylic acid?
(E)-3-(1,4-Dioxaspiro[4.5]dec-7-en-7-yl)acrylic acid is a compound with potential applications in various fields.
In the realm of organic synthesis, it can serve as a valuable building block.It can be a valuable building-block in the organic synthesis field. Its unique structure, featuring the spirocyclic and unsaturated acrylic acid moieties, allows chemists to create more complex organic molecules.Its unique structure with spirocyclic acrylic acid moieties and unsaturated acrylic acids allows chemists create more complex organic molecule. The double bond in the acrylic acid part can participate in a wide range of reactions such as addition reactions.The double bond of the acrylic acid can be used in a variety of reactions, including addition reactions. For example, it can undergo Michael addition reactions with suitable nucleophiles, enabling the formation of new carbon - carbon bonds.It can undergo Michael additions with nucleophiles that are suitable, allowing the formation of new Carbon-Carbon bonds. This property is useful for the construction of diverse organic frameworks, which may find applications in the synthesis of natural products or pharmaceutically active compounds.This property is useful in the construction of organic frameworks that may be used to synthesize natural products or pharmaceutically-active compounds.
In the field of materials science, this compound could potentially be used in the preparation of functional polymers.This compound can be used to prepare functional polymers in the field of materials. By polymerizing (E)-3-(1,4 - Dioxaspiro[4.5]dec-7-en-7-yl)acrylic acid or copolymerizing it with other monomers, materials with specific properties can be created. The spirocyclic unit may contribute to the rigidity and unique conformational characteristics of the polymer chains.The spirocyclic units may contribute to the rigidity of the polymer chains and their unique conformational properties. These polymers could potentially have applications in areas like coatings.These polymers may find applications in coatings. The acrylic acid groups can be cross - linked to form a durable and resistant coating.The acrylic acid groups are cross-linked to form a durable, resistant coating. They might also be used in the production of membranes.They could also be used to produce membranes. The functional groups on the compound could interact with specific substances, allowing for the development of membranes with selective permeability for certain molecules or ions.The functional groups of the compound may interact with specific substances to allow the development membranes that have selective permeability.
In the context of medicinal chemistry, the compound's structure may hold promise for the development of new drugs.The structure of the compound may be promising in the context of medicinal chemical research, as it could lead to the development of new drugs. The spirocyclic ring system can influence the compound's binding affinity and selectivity towards specific biological targets.The spirocyclic rings can influence the compound’s affinity and selectivity for specific biological targets. The acrylic acid part can be modified to introduce other functional groups that are crucial for drug - receptor interactions.The acrylic acid can be modified in order to introduce functional groups that are critical for drug-receptor interactions. For instance, it could potentially be designed to target enzymes or receptors involved in disease - related pathways.It could be designed to target receptors or enzymes involved in disease-related pathways. However, extensive research, including in - vitro and in - vivo studies, would be required to fully explore and validate its potential as a lead compound in drug discovery.To fully explore and validate the potential of this compound as a drug discovery lead, extensive research would be needed, including in-vitro and in-vivo studies. Overall, (E)-3-(1,4 - Dioxaspiro[4.5]dec-7-en-7-yl)acrylic acid has the potential to play important roles in organic synthesis, materials science, and medicinal chemistry.
What are the physical properties of (E)-3-(1,4-Dioxaspiro[4.5]dec-7-en-7-yl)acrylic acid?
(E)-3-(1,4-Dioxaspiro[4.5]dec-7-en-7-yl)acrylic acid is a compound with distinct physical properties.
In terms of appearance, it is likely to be a solid at room temperature.It is likely to appear as a solid when at room temperature. The presence of multiple ring structures, including the spiro - cyclic system with two oxygen - containing rings (the 1,4 - dioxaspiro[4.5]decane moiety), contributes to its relatively rigid molecular structure. This rigidity often leads to the formation of a solid lattice through intermolecular forces such as van der Waals forces and potentially hydrogen bonding if the carboxylic acid group is involved.This rigidity can lead to the formation a solid lattice by intermolecular forces, such as van der Waals and hydrogen bonding when the carboxylic acids are involved.
Regarding solubility, the carboxylic acid group (-COOH) imparts some degree of hydrophilicity to the molecule.The carboxylic acid group (COOH) confers a degree of hydrophilicity on the molecule. However, the large hydrophobic spiro - cyclic hydrocarbon part can limit its solubility in purely aqueous solvents.The large hydrophobic spiro-cyclic hydrocarbon can limit its solubility when used in pure aqueous solutions. It may show better solubility in polar organic solvents such as ethanol, methanol, or acetone.It may be more soluble in polar organic solvents like acetone, ethanol, and methanol. The balance between the hydrophilic carboxylic acid group and the hydrophobic spiro - cyclic region means that it will have intermediate solubility characteristics compared to highly polar or highly non - polar compounds.The balance between the hydrophilic group of carboxylic acids and the hydrophobic region of the spiro-cyclic region will give it intermediate solubility characteristics when compared to highly non-polar or highly polar compounds.
The melting point of (E)-3-(1,4 - dioxaspiro[4.5]dec-7 - en - 7 - yl)acrylic acid is expected to be relatively high.The melting point is expected to relatively high for (E)-3 - (1,4 - dioxaspiro[4.5]dec-7- en – 7-yl)acrylic acids. The strong intermolecular forces resulting from the hydrogen - bonding capabilities of the carboxylic acid group and the close - packed arrangement due to the rigid spiro - cyclic structure contribute to this.This is due to the strong intermolecular force resulting from the hydrogen-bonding abilities of the carboxylic acids and the tightly packed arrangement caused by the rigid spiro-cyclic structure. The exact melting point would depend on factors like crystal packing and purity of the compound.The melting point of a compound will depend on factors such as crystal packing and purity.
In terms of density, the presence of oxygen atoms in the dioxaspiro ring and the carbon - rich structure suggest a density that is likely to be higher than that of water, given the relatively high atomic mass of carbon and oxygen and the compact nature of the spiro - cyclic structure.The presence of oxygen in the dioxaspiro structure and the carbon-rich structure suggest that the density is likely to exceed that of water. This is due to the relatively high atomic masses of carbon and oxygen, and the compact structure of the spiro-cyclic structure.
The compound may also have characteristic optical properties.The compound can also have optical properties. The presence of the double bond in the acrylic acid part and the cyclic structures can lead to specific absorption in the ultraviolet - visible spectrum.The double bond in the acrylic acids part and the cyclic structure can lead to a specific absorption of the ultraviolet-visible spectrum. The p - electrons in the double bonds and the conjugated systems (if any) can absorb light at certain wavelengths, which could be useful for identification and analysis purposes using spectroscopic techniques.The p-electrons in the double bonds, and conjugated systems if any, can absorb light. This could be useful to identify and analyze using spectroscopic methods.
Overall, the physical properties of (E)-3-(1,4 - dioxaspiro[4.5]dec-7 - en - 7 - yl)acrylic acid are a result of the combination of its unique spiro - cyclic structure and the reactive carboxylic acid and unsaturated acrylic acid functional groups.Overall, the physical characteristics of (E-3)-3-(1,4-dioxaspiro[4.5]dec-7-en- 7-yl)acrylic are a combination of its unique spiro-cyclic structure with the reactive carboxylic acids and unsaturated acrylic acid functional groups.
How is (E)-3-(1,4-Dioxaspiro[4.5]dec-7-en-7-yl)acrylic acid synthesized?
The synthesis of (E)-3-(1,4 - Dioxaspiro[4.5]dec - 7 - en - 7 - yl)acrylic acid can potentially be achieved through a multi - step process.A multi-step process can be used to synthesize (E)-3 - (1,4 - Dioxaspiro[4.5]dec-7 - en-7 - yl )acrylic acid. Here is a possible synthetic route:Here is one possible route to synthesize the compound:
Step 1: Preparation of the spirocyclic intermediateStep 1 : Preparation the spirocyclic Intermediate
1. Start with a compound containing a suitable cyclohexane - like structure with two oxygen atoms in a 1,4 - dioxaspiro[4.5] framework.Start with a compound containing a cyclohexane-like structure with two oxygen atoms within a 1,4 – dioxaspiro[4.5] frame. One way could be to react a cyclic diol with an appropriate aldehyde or ketone in the presence of an acid catalyst to form the spiro - acetal or spiro - ketal.In the presence of an acid catalyser, a cyclic acetal or ketal can be formed by reacting a cyclic dilol with corresponding aldehydes or ketones. For example, 1,4 - cyclohexanediol could be reacted with a 5 - carbon aldehyde (such as valeraldehyde) under acidic conditions (e.g., p - toluenesulfonic acid in an organic solvent like toluene) with azeotropic removal of water.For example, 1,4-cyclohexanediol can be reacted under acidic conditions with a 5-carbon aldehyde, such as valeraldehyde, in an organic solvent, like toluene, with azeotropic water removal. This would form the 1,4 - dioxaspiro[4.5]decane core structure.
2. To introduce the double bond in the 7 - position of the spirocycle, a dehydration reaction might be necessary.Dehydration may be required to introduce the double bond at the 7 - position in the spirocycle. If the spiro - acetal/ketal has a hydroxyl group in the appropriate position, treatment with a strong dehydrating agent such as sulfuric acid or phosphoric acid under controlled temperature conditions could lead to the formation of the 1,4 - dioxaspiro[4.5]dec - 7 - ene.If the spiro-acetal/ketal contains a hydroxyl in the correct position, treatment with strong dehydrating agents such as sulfuric or phosphoric acids under controlled temperature conditions can lead to the 1,4-dioxaspiro[4.5]dec-7-ene.
Step 2: Introduction of the acrylic acid moietyStep 2 - Introduction of the acrylic acid moiety
1. Once the 1,4 - dioxaspiro[4.5]dec - 7 - ene intermediate is obtained, it can be reacted with a reagent to introduce the acrylic acid part.Once the 1,4-dioxaspiro[4.5]dec-7-ene intermediate has been obtained, it can then be reacted to introduce the acrylic-acid part. One approach could be a Wittig - type reaction.A Wittig-type reaction could be used. First, prepare a phosphonium ylide.Prepare a phosphonium-ylide first. For example, react triphenylphosphine with an appropriate alkyl halide (such as allyl bromide) to form an allyl - triphenylphosphonium salt.Reacting triphenylphosphine to an alkyl chloride (such allyl bromide), you can form an allyl-triphenylphosphonium ylide. Treatment of this salt with a strong base (like butyllithium) generates the allyl - triphenylphosphonium ylide.This salt can be treated with a strong base, such as butyllithium, to produce the allyl-triphenylphosphonium sodium ylide.
2. React the 1,4 - dioxaspiro[4.5]dec - 7 - ene intermediate with the allyl - triphenylphosphonium ylide.React the 1,4-dioxaspiro[4.5]dec-7-ene intermediate with allyl-triphenylphosphonium. The ylide will react with a carbonyl - like functionality (if present or generated in - situ, for example, by mild oxidation of an alcohol group in the spirocycle to an aldehyde) to form the (E)-3-(1,4 - Dioxaspiro[4.5]dec - 7 - en - 7 - yl)acrylic acid.The ylide reacts with a carbonyl-like functionality (if present, or generated in-situ, for example by mild oxidation to an aldehyde of an alcohol group within the spirocycle) to form (E)-3 - (1,4 – Dioxaspiro[4.5]dec- 7 – en – 7 – yl)acrylic acids. The reaction typically occurs in an organic solvent like THF or dichloromethane at a suitable temperature, often around room temperature or slightly elevated, depending on the reactivity of the starting materials.The reaction usually occurs in a suitable organic solvent such as THF or Dichloromethane, at a temperature that is either slightly elevated or around room temperature, depending on the reactivity and the starting materials.
3. After the reaction, the product can be isolated and purified.After the reaction, it is possible to isolate and purify the product. This may involve techniques such as extraction (using appropriate organic solvents and aqueous solutions to separate the product from by - products), followed by column chromatography on a silica gel column to obtain pure (E)-3-(1,4 - Dioxaspiro[4.5]dec - 7 - en - 7 - yl)acrylic acid.This can involve techniques like extraction (using appropriate aqueous and organic solvents to separate the product from its by-products), followed by column-chromatography on a silicon gel column to obtain (E)-3 - (1,4 – Dioxaspiro[4.5]dec- 7- en- 7- yl - acrylic acid. The purity of the product can be confirmed using spectroscopic methods like NMR (nuclear magnetic resonance) and IR (infrared) spectroscopy.Spectroscopic methods such as NMR (nuclear magnet resonance) and IR spectroscopy can be used to confirm the purity of the product.
What are the safety precautions when handling (E)-3-(1,4-Dioxaspiro[4.5]dec-7-en-7-yl)acrylic acid?
When handling (E)-3-(1,4 - Dioxaspiro[4.5]dec - 7 - en - 7 - yl)acrylic acid, several safety precautions should be taken.Safety precautions are necessary when handling (E)-3 - (1,4 - Dioxaspiro[4,5]dec-7 - en-7 - yl -)acrylic acid.
First, in terms of personal protective equipment.Personal protective equipment is the first thing to consider. Wear appropriate chemical - resistant gloves.Wear gloves that are resistant to chemicals. Nitrile gloves are often a good choice as they can provide a barrier against many chemicals.Nitrile gloves can be a good option as they provide a barrier to many chemicals. This helps prevent skin contact, which could potentially lead to irritation, allergic reactions, or absorption of the chemical into the body.This can help prevent skin contact that could lead to irritation, allergy reactions, or absorption into the body. Additionally, safety goggles should be worn at all times.Safety goggles must also be worn at any time. The eyes are extremely sensitive, and any splashes of this chemical could cause serious damage, including eye burns or loss of vision.Eyes are very sensitive and any splashes could cause serious eye damage, including burns or vision loss. A lab coat or other protective clothing should be donned to protect the body from spills and splashes.Wear a lab coat or other protective clothing to protect your body from splashes and spills.
Second, work in a well - ventilated area.Second, make sure you are working in an area that is well-ventilated. This chemical may release vapors, and if the area is not well - ventilated, these vapors can accumulate.If the area is poorly ventilated, vapors may accumulate. Inhalation of the vapors can irritate the respiratory tract, causing coughing, shortness of breath, or more serious respiratory problems over time.Inhaling the vapors may cause irritation of the respiratory tract. This can lead to coughing, shortness in breath, or other respiratory problems. A fume hood is an ideal place to conduct any operations involving this chemical.The fume hood will be the best place to perform any operation involving this chemical. The fume hood will draw away the vapors, ensuring that the air you breathe is free from potentially harmful concentrations of the chemical.The fume hood draws away the vapors and ensures that the air is free of potentially harmful concentrations.
Third, proper storage is crucial.Third, proper storage of the acid is essential. Store (E)-3-(1,4 - Dioxaspiro[4.5]dec - 7 - en - 7 - yl)acrylic acid in a cool, dry place away from sources of heat and ignition.Store (E-3)-(1,4-dioxaspiro[4.5]dec-7 - en-7-yl)acrylic in a dry, cool place away from heat sources and ignition. Some chemicals can become unstable when exposed to heat, which may lead to decomposition or even explosion in extreme cases.Heat can cause some chemicals to become unstable, resulting in decomposition and even explosion. Keep it in a container that is tightly sealed to prevent leakage and evaporation.Keep it in a tightly sealed container to prevent leakage or evaporation. Label the container clearly with the chemical name, its hazards, and any other relevant information.Label the container with the chemical's name, any hazards it may pose, and other relevant information.
Fourth, in case of accidental exposure.Fourth, in the event of accidental exposure. If it comes into contact with the skin, immediately wash the affected area with plenty of water for at least 15 minutes.If it comes in contact with your skin, wash the affected area immediately with plenty of water and for at least 15 min. Remove any contaminated clothing during this process.During this process, remove any contaminated clothing. If it gets into the eyes, flush the eyes with copious amounts of water for at least 15 minutes while keeping the eyelids open and seek immediate medical attention.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. If inhaled, move to fresh air immediately.If inhaled, get to fresh air as soon as possible. If breathing is difficult, provide oxygen and call for medical help.If breathing is difficult provide oxygen and seek medical attention. In case of ingestion, do not induce vomiting unless instructed to do so by a medical professional, and seek medical assistance right away.In the event of ingestion, you should not induce vomiting without medical advice. Seek medical help immediately.
Finally, be aware of the chemical's reactivity.Be aware of the chemical’s reactivity. Know what other substances it may react with and avoid mixing it with incompatible chemicals.Know what other substances may react with it and avoid mixing incompatible chemicals. This can prevent dangerous chemical reactions such as fires, explosions, or the release of toxic gases.This can help prevent dangerous chemical reactions, such as fires or explosions.