619-58-9 Usage
Description
4-Iodobenzoic acid is an organic compound with the chemical formula C7H5IO3. It is a white crystalline solid that is soluble in water and has a molecular weight of 262.02 g/mol. It is an important intermediate in the synthesis of various organic compounds and has a wide range of applications in different industries.
Uses
Used in Chemical Synthesis:
4-Iodobenzoic acid is used as a key intermediate in the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and dyes. It can be used in various organic reactions such as Suzuki reaction, which is a widely used method for the formation of carbon-carbon bonds.
Used in Organic Chemistry Research:
4-Iodobenzoic acid is used as a reagent in various organic chemistry research applications. It can be used in the synthesis of [hydroxy(4-carboxyphenyl)iodonium]ion in situ, which helps in the cleavage of a variety of alkenes. This reagent is useful for studying the reactivity and selectivity of different alkene substrates.
Used in Pharmaceutical Industry:
4-Iodobenzoic acid is used as an anti-infective, contraceptive agent, and x-ray contrast medium for diagnostic radiology. It has antimicrobial properties and can be used to treat various infections caused by bacteria and fungi. It can also be used as a contraceptive agent to prevent pregnancy and as an x-ray contrast medium to enhance the visibility of internal structures during diagnostic imaging.
Used in Material Science:
4-Iodobenzoic acid can be used in the synthesis of various functional materials, such as conducting polymers, sensors, and catalysts. It can be incorporated into the structure of these materials to impart specific properties and improve their performance.
Synthesis Reference(s)
The Journal of Organic Chemistry, 45, p. 2365, 1980 DOI: 10.1021/jo01300a020
Purification Methods
Crystallise the acid repeatedly from water and EtOH. Sublime it under vacuum at 100o. [Beilstein 9 IV 1035.]
Check Digit Verification of cas no
The CAS Registry Mumber 619-58-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,1 and 9 respectively; the second part has 2 digits, 5 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 619-58:
(5*6)+(4*1)+(3*9)+(2*5)+(1*8)=79
79 % 10 = 9
So 619-58-9 is a valid CAS Registry Number.
InChI:InChI=1/C7H5IO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4H,(H,9,10)/p-1
619-58-9Relevant articles and documents
Transformation of Thioacids into Carboxylic Acids via a Visible-Light-Promoted Atomic Substitution Process
Fu, Qiang,Liang, Fu-Shun,Lou, Da-Wei,Pan, Gao-Feng,Wang, Rui,Wu, Min,Xie, Kai-Jun
supporting information, p. 2020 - 2024 (2022/03/31)
A visible-light-promoted atomic substitution reaction for transforming thiocacids into carboxylic acids with dimethyl sulfoxide (DMSO) as the oxygen source has been developed, affording various alkyl and aryl carboxylic acids in over 90% yields. The atomic substitution process proceeds smoothly through the photochemical reactivity of the formed hydrogen-bonding adduct between thioacids and DMSO. A DMSO-involved proton-coupled electron transfer (PCET) and the simultaneous generation of thiyl and hydroxyl radicals are proposed to be key steps for realizing the transformation.
Carboxylation of sodium arylsulfinates with CO2over mesoporous K-Cu-20TiO2
Chen, Lei,Chen, Yanjiao,Dai, Xuan,Peng, Xinhua,Wu, Tao,Zhang, Wenwei
, p. 772 - 776 (2022/01/22)
A mesoporous ternary metal oxide (K-Cu-20TiO2) from a simple sol-gel method was prepared to catalyze heterogeneously the carboxylation reaction of various sodium arylsulfinates under atmospheric carbon dioxide. The catalyst showed excellent selectivity and good functional group tolerance to carboxylation recycle. The oxidation state of active copper(i) by characterization using FTIR, XRD, TG, XPS and TEM techniques proved to be efficacious to conduct atom economical reactions.
1,2-Dibutoxyethane-Promoted Oxidative Cleavage of Olefins into Carboxylic Acids Using O2 under Clean Conditions
Ou, Jinhua,Tan, Hong,He, Saiyu,Wang, Wei,Hu, Bonian,Yu, Gang,Liu, Kaijian
, p. 14974 - 14982 (2021/10/25)
Herein, we report the first example of an effective and green approach for the oxidative cleavage of olefins to carboxylic acids using a 1,2-dibutoxyethane/O2 system under clean conditions. This novel oxidation system also has excellent functional-group tolerance and is applicable for large-scale synthesis. The target products were prepared in good to excellent yields by a one-pot sequential transformation without an external initiator, catalyst, and additive.