Dimethyl 5-Iodobenzene-1,3-Dicarboxylate

5-Iodobenzene-1,3-dicarboxylic acid dimethyl ester, this material has the characteristics of an ester, and its ester group can be hydrolyzed. Under the catalyzed conditions of acid or base, the hydrolysis reaction varies. When catalyzed by acid, mild heating, ester bonds are gradually broken to form 5-iodobenzene-1,3-dicarboxylic acid and methanol. This reaction is reversible, and the product needs to be removed to promote the right shift of the reaction. When catalyzed by base, the hydrolysis becomes more complete, resulting in 5-iodobenzene-1,3-dicarboxylate and methanol. Subsequent acid addition can obtain 5-iodobenzene-1,3-dicarboxylic acid.
Its iodine atom is also active and can participate in many nucleophilic substitution reactions. When suitable nucleophilic reagents, such as reagents containing nucleophilic centers such as carbon, nitrogen, and oxygen, iodine atoms can be replaced to derive new compounds. For example, when reacting with Grignard reagents, iodine is replaced by hydrocarbon groups to form products with new carbon-carbon bonds, which is a common means for organic synthesis to construct complex structures.
From the perspective of electronic effects, iodine and ester groups are electron-absorbing groups, which reduce the electron cloud density of benzene rings and cause the activity of benzene ring electrophilic substitution reactions. The orientation of the substitution reaction is affected by the combined localization effect of the two Usually, the two make the subsequent electrophilic substitution reaction mainly occur in the meso-site, due to the reduction of adjacent and para-site electron cloud densities.
This compound may also participate in metal-catalyzed coupling reactions, such as with compounds containing unsaturated bonds, under the action of metal catalysts such as palladium, to achieve carbon-carbon bond coupling, expand the molecular carbon skeleton, and have a wide range of uses in the fields of materials science and medicinal chemistry, laying the foundation for the creation of new functional materials and drugs.

The method of preparing dimethyl 5-iodobenzene-1,3-dicarboxylic acid ester has been explored by many talents and abilities throughout the ages, and several are commonly described.
First, 5-iodoisophthalic acid is used as the starting material. First, 5-iodoisophthalic acid is mixed with an appropriate amount of methanol, and an appropriate amount of concentrated sulfuric acid is added to the reaction vessel as a catalyst. Temperature control heating, this process needs to be carefully paid attention to the fluctuation of temperature to prevent side reactions from breeding due to excessive temperature. Methanol and 5-iodoisophthalic acid undergo esterification reaction, and after a few years, the reaction gradually becomes complete. After the reaction is completed, the reaction liquid is cooled, and then an appropriate amount of organic solvent is extracted to collect the organic phase. After washing, drying, distillation and other steps to remove impurities, the final product is dimethyl 5-iodobenzene-1,3-dicarboxylic acid ester. The raw materials in this way are relatively easy to obtain, and the reaction operation is not complicated. However, concentrated sulfuric acid is highly corrosive, which requires high equipment, and the post-reaction treatment needs to be careful to prevent environmental pollution.
Second, start from dimethyl isophthalate. First, use a suitable halogenation reagent, such as iodine elemental substance and appropriate catalyst and oxidant, to halogenate dimethyl isophthalate, and introduce iodine atoms at a specific position in the benzene ring to generate dimethyl 5-iodobenzene-1,3-dicarboxylic acid ester. This method can directly use esters as the starting materials to avoid the complex operation of esterification steps. However, the selective control of the halogenation reaction is very critical. Fine regulation of reaction conditions, such as temperature, reagent ratio, reaction time, etc., is required to improve the yield and purity of the target product.
Third, palladium-catalyzed cross-coupling reaction strategy is used. The reaction is carried out in a suitable solvent in the presence of palladium catalyst, ligand and base with suitable aryl halide and borate esters or other nucleophiles as raw materials. This reaction condition is relatively mild, and the selectivity and compatibility of substrates are good. It can effectively construct carbon-carbon bonds to obtain the target product. However, the price of palladium catalysts is high, the reaction cost is high, and the reaction system is relatively complex. It is necessary to precisely control various reaction factors in order to achieve the desired reaction effect.

Dimethyl 5-iodobenzene-1,3-dicarboxylate has a wide range of uses. In the field of organic synthesis, it is often a key raw material and can be used to construct many complex and special organic compounds.
For example, in the field of pharmaceutical chemistry, chemists can carefully design and synthesize new drug molecules by skillfully using dimethyl 5-iodobenzene-1,3-dicarboxylate. Iodine atoms and dicarboxylic acid ester groups have unique reactivity. Iodine atoms can participate in coupling reactions, such as Suzuki coupling, Heck coupling, etc., which can introduce various functional groups and expand the structural diversity of molecules. Dicarboxylic acid ester groups can be flexibly converted into other biologically active groups through a series of reactions such as hydrolysis and esterification, laying the foundation for the development of drugs with excellent efficacy and strong specificity.
also has important applications in materials science. Using it as a starting material, materials with unique photoelectric properties can be prepared through specific polymerization reactions or modification methods. For example, when synthesizing conjugated polymer materials, dimethyl 5-iodobenzene-1,3-dicarboxylate is involved, which can regulate the conjugate length and electron cloud distribution of the polymer, thereby affecting the optical absorption, fluorescence emission and other properties of the material. It shows potential application value in the fields of organic Light Emitting Diode (OLED) and solar cells.
In addition, in the preparation of fine chemical products, dimethyl 5-iodobenzene-1,3-dicarboxylate also plays an important role, which can be used to synthesize high-value-added perfumes, pigments and other fine chemicals. With its unique structure, it gives the product special properties and quality.

I don't know the commercial price range of "Dimethyl 5 - iodobenzene - 1,3 - dicarboxylate". However, "Tiangong Kaiwu" is an ancient scientific and technological work, which involves mostly traditional farming, handicraft and other skills, and does not match the price of this product. At present, the price of this product may vary depending on purity, source, market supply and demand. For the exact price, you can consult the supplier of chemical raw materials, the sales platform of chemical reagents, or the market survey of chemical transactions to get the exact price range. Non-ancient books can solve this doubt.

Dimethyl 5-iodobenzene-1,3-dicarboxylate is an organic chemical substance. When storing and transporting, pay attention to the following things:
First, the storage environment should be cool and dry. This compound is afraid of moisture and heat. In a high temperature and humid environment, it is easy to cause chemical reactions and damage its quality. If placed in a damp place, it may hydrolyze, and under high temperature, it may cause decomposition. Therefore, it should be stored in a well-ventilated place with low temperature, and the humidity should be controlled within a certain range.
Second, it must be kept away from fire sources and oxidants. The substance has certain flammability. In case of open flame, hot topic or can burn. If it comes into contact with oxidants, it may react violently or even explode. Therefore, there should be no fire source in the storage place, and it should be stored separately from the oxidant to ensure a safe distance.
Third, when transporting, the packaging must be tight. Choose appropriate packaging materials to ensure that there is no leakage during transportation. If using a sturdy container, add a buffer to prevent shock to prevent package damage due to collision and vibration.
Fourth, strictly abide by relevant regulations. Whether it is storage or transportation, it is necessary to follow the national and local regulations on hazardous chemicals, have corresponding qualifications and procedures, and transport personnel should also be professionally trained to be familiar with the characteristics of the substance and emergency treatment methods.
Fifth, do a good job of marking. On storage containers and transportation vehicles, clearly label the name of the chemical, dangerous characteristics and other information, so that personnel can identify, and if there is an accident, they can quickly take countermeasures. In this way, the safety of dimethyl 5-iodobenzene-1,3-dicarboxylate during storage and transportation is guaranteed, and accidents are avoided.