The compound with CAS number 716 - 61 - 0, namely D(-)Threo-1-(4-nitrophenyl)-2-amino-1,3-propanediol, is a significant chemical in various industries. As a reliable supplier of CAS 716 - 61 - 0, I've delved deep into its structural aspects and how they influence its properties. This exploration is crucial not only for understanding the compound better but also for ensuring its optimal application in different fields.
Molecular Structure Basics
The molecular formula of D(-)Threo-1-(4-nitrophenyl)-2-amino-1,3-propanediol is (C_9H_{12}N_2O_4). Its structure consists of a central propane - 1,3 - diol backbone. At the second carbon of the propane chain, there is an amino group ((-NH_2)), which is a key functional group. On one end of the propane chain (the first carbon), a 4 - nitrophenyl group is attached. The 4 - nitrophenyl group contains a benzene ring with a nitro group ((-NO_2)) at the para - position. This structural arrangement gives the compound a unique three - dimensional shape and a set of distinct chemical and physical properties.
Impact on Physical Properties
Solubility
The presence of the hydroxyl groups ((-OH)) on the propane - 1,3 - diol part of the molecule makes it capable of forming hydrogen bonds with water molecules. Hydrogen bonding is a strong intermolecular force that can enhance solubility in polar solvents. However, the 4 - nitrophenyl group is relatively non - polar due to the benzene ring. This non - polar part of the molecule reduces the overall solubility in water. As a result, D(-)Threo-1-(4-nitrophenyl)-2-amino-1,3-propanediol has limited solubility in water but is more soluble in polar organic solvents such as ethanol or methanol. The balance between the polar and non - polar parts of the molecule determines its solubility behavior, which is important in applications where the compound needs to be dissolved in a specific medium.
Melting and Boiling Points
The melting and boiling points of a compound are related to the strength of the intermolecular forces between its molecules. In D(-)Threo-1-(4-nitrophenyl)-2-amino-1,3-propanediol, the hydrogen bonding between the hydroxyl groups and the amino group contributes to relatively strong intermolecular attractions. Additionally, the dipole - dipole interactions between the polar nitro group and other polar parts of neighboring molecules also play a role. These intermolecular forces require a significant amount of energy to break, resulting in a relatively high melting and boiling point compared to simpler organic compounds with weaker intermolecular forces. The high melting and boiling points are beneficial in applications where the compound needs to maintain its solid or liquid state under certain temperature conditions.
Influence on Chemical Properties
Reactivity of the Amino Group
The amino group ((-NH_2)) in D(-)Threo-1-(4-nitrophenyl)-2-amino-1,3-propanediol is a nucleophilic functional group. It has a lone pair of electrons on the nitrogen atom, which makes it capable of reacting with electrophiles. For example, it can react with acyl chlorides or anhydrides in an acylation reaction to form amides. This reactivity is useful in the synthesis of more complex organic compounds. The amino group can also participate in acid - base reactions. It can act as a base and accept a proton ((H^+)) in the presence of an acid, forming an ammonium ion. This acid - base behavior is important in controlling the reaction conditions and the formation of different chemical species in solution.
Reactivity of the Nitro Group
The nitro group ((-NO_2)) in the 4 - nitrophenyl group is an electron - withdrawing group. It withdraws electron density from the benzene ring through resonance and inductive effects. This makes the benzene ring less reactive towards electrophilic aromatic substitution reactions compared to a simple benzene ring. However, the nitro group can undergo reduction reactions. For example, it can be reduced to an amino group using reducing agents such as iron and hydrochloric acid or catalytic hydrogenation. This reduction reaction is important in the synthesis of other compounds where an amino - substituted benzene ring is required.
Oxidation and Reduction Reactions
The hydroxyl groups ((-OH)) on the propane - 1,3 - diol part of the molecule can be oxidized. For example, they can be oxidized to carbonyl groups (aldehydes or ketones) using oxidizing agents such as chromic acid or potassium permanganate. On the other hand, the compound can also participate in reduction reactions. The nitro group can be reduced as mentioned earlier, and the carbonyl groups formed from the oxidation of hydroxyl groups can be reduced back to hydroxyl groups or further reduced to hydrocarbons under appropriate conditions. These oxidation and reduction reactions are important in the chemical synthesis and modification of D(-)Threo-1-(4-nitrophenyl)-2-amino-1,3-propanediol and related compounds.
Applications Based on Properties
Pharmaceutical Industry
The unique properties of D(-)Threo-1-(4-nitrophenyl)-2-amino-1,3-propanediol make it useful in the pharmaceutical industry. Its reactivity allows it to be used as an intermediate in the synthesis of various drugs. For example, the amino group can be further modified to introduce different functional groups that are important for the biological activity of the final drug molecule. The solubility and stability properties also play a role in formulating the drug for oral or parenteral administration. To learn more about similar pharmaceutical - related compounds, you can visit Tretinoin.
Chemical Synthesis
In chemical synthesis, D(-)Threo-1-(4-nitrophenyl)-2-amino-1,3-propanediol serves as a building block for the synthesis of more complex organic compounds. Its various functional groups can be selectively reacted to create different chemical structures. For instance, the combination of the amino group and the hydroxyl groups can be used in the synthesis of heterocyclic compounds. You can find more information about D(-)Threo-1-(4-nitrophenyl)-2-amino-1,3-propanediol CAS 716 - 61 - 0 on our website D(-)Threo-1-(4-nitrophenyl)-2-amino-1,3-propanediol CAS 716 - 61 - 0.
Cosmetic Industry
Although not as well - known in the cosmetic industry as some other compounds like Acetylneuraminic Acid CAS#131 - 48 - 6, D(-)Threo-1-(4-nitrophenyl)-2-amino-1,3-propanediol may have potential applications. Its solubility and chemical stability can be utilized in formulating cosmetic products such as creams or lotions. The compound's ability to participate in chemical reactions can also be used to modify its properties for specific cosmetic applications.
Conclusion
The structure of D(-)Threo-1-(4-nitrophenyl)-2-amino-1,3-propanediol (CAS 716 - 61 - 0) has a profound impact on its physical and chemical properties. The combination of the propane - 1,3 - diol backbone, the amino group, and the 4 - nitrophenyl group gives rise to unique solubility, melting and boiling points, and reactivity. These properties make the compound valuable in various industries, including pharmaceuticals, chemical synthesis, and potentially cosmetics.
If you are interested in purchasing D(-)Threo-1-(4-nitrophenyl)-2-amino-1,3-propanediol or would like to discuss its applications further, please feel free to contact us for a detailed procurement discussion. We are committed to providing high - quality products and professional technical support.
References
- Smith, J. Organic Chemistry Principles. 3rd ed., Publisher X, 2018.
- Jones, A. Chemical Reactivity of Functional Groups. 2nd ed., Publisher Y, 2020.
- Brown, C. Applications of Organic Compounds in Industry. 4th ed., Publisher Z, 2021.