696-62-8 Usage
Description
4-Iodoanisole, with the chemical formula C7H7IO, is an organic compound characterized by its off-white to brown crystalline appearance. It is soluble in ethanol, ether, and chloroform, and has a melting point of 51-52°C and a boiling point of 237°C (96.8kPa). 4-Iodoanisole is insoluble in water and features easily separable and analyzable iodine content. It is widely utilized across various industries due to its diverse applications and properties.
Uses
Used in Medical and Industrial Applications:
4-Iodoanisole is used as a versatile compound for a range of medical and industrial applications. Its iodine derivatives serve as organic building blocks and analytical reagents, contributing to the development and enhancement of various products and processes.
Used in Human and Animal Nutrition Products:
In the field of nutrition, 4-Iodoanisole is utilized as an additive in both human and animal nutrition products, playing a role in maintaining and improving overall health and well-being.
Used as Antiseptics and Disinfectants:
4-Iodoanisole is employed as an antiseptic and disinfectant, leveraging its properties to inhibit the growth of microorganisms and promote a cleaner, safer environment.
Used in Pharmaceutical Intermediates:
4-Iodoanisole is also used as a pharmaceutical intermediate, playing a crucial role in the synthesis of various drugs and medications.
Used in Polarizing Films for Liquid Crystal Display (LCD) Chemicals:
4-Iodoanisole finds application in the production of polarizing films for LCD chemicals, contributing to the advancement of display technology and enhancing the performance of LCD devices.
References
https://www.fishersci.pt/shop/products/4-iodoanisole-98-7/11480113
Preparation
4-Iodoanisole is synthesized by the reaction of anisole with iodine chloride. Add anisole to glacial acetic acid, stir and slowly add iodine chloride. After the addition was completed, the temperature was refluxed for 3.5h. Cool, pour into ice water, and precipitate p-iodoanisole. After it was separated, the free iodine was washed with 5% sodium sulfite, then washed with water, distilled under reduced pressure, and the fractions with a boiling point of 140-160 °C (5.33 kPa) were collected and cooled to 0 °C for filtration. Wash with methanol and recrystallize to obtain the finished product.
Synthesis Reference(s)
The Journal of Organic Chemistry, 58, p. 2058, 1993 DOI: 10.1021/jo00060a020Tetrahedron Letters, 27, p. 3497, 1986 DOI: 10.1016/S0040-4039(00)84832-7
Purification Methods
Crystallise 4-iodoanisole from aqueous EtOH and/or distil it under vacuum. [Beilstein 6 H 208, 6 I 109, 6 II 199, 6 III 744, 6 IV 1075.]
Check Digit Verification of cas no
The CAS Registry Mumber 696-62-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,9 and 6 respectively; the second part has 2 digits, 6 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 696-62:
(5*6)+(4*9)+(3*6)+(2*6)+(1*2)=98
98 % 10 = 8
So 696-62-8 is a valid CAS Registry Number.
InChI:InChI=1/C7H7IO/c1-9-7-4-2-6(8)3-5-7/h2-5H,1H3
696-62-8Relevant articles and documents
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Brenans
, p. 819 (1901)
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A convenient synthetic approach to a novel class of aryldifluoromethyl pyrimidine derivatives containing strobilurin motif as insecticidal agents
Cai, Zengfei,Cao, Yangyang,Du, Xiaohua,Hao, Shulin,Zhang, Wenliang
supporting information, (2021/10/07)
A series of aryldifluoromethyl pyrimidine compounds containing strobilurin were synthesized through bioelectronic isometric design with azoxystrobin as the lead compound and a convenient approach to aryldifluoromethylpyrimidine intermediates was developed, which features mild reaction conditions and simple operation. The title compounds and aryldifluoromethylpyrimidine intermediates were characterized by NMR and HRMS. Both 7c and 7l of the preliminary screening tests showed 100% inhibition against Mythimna separata at 100 mg/L. At 20 mg/L, the lethal rate of 7l against Mythimna separata can be up to 80%.
Aryl Diazonium Salts: Powerful Arylating Agents for Catellani-Typeortho-Arylation
Fu, Ying,Guo, Liang-Liang,Zhang, Yu-Xia
supporting information, p. 17437 - 17444 (2021/12/02)
The Catellani reaction provides an efficient synthetic approach to polyfunctionalized arenes. However, the selectiveortho-arylating reagents employed in these reactions have been strictly limited to activated bromoarenes. As demonstrated in this work, aryl diazonium salts bearing both electron-donating and electron-withdrawing substituents, after in situ transformations with KI into the corresponding iodoarenes, were efficient arylating reagents for Catellani typeortho-arylation approaches.
Copper-Catalyzed Cycloaddition of Heterobicyclic Alkenes with Diaryl Disulfides to Synthesize Dihydrobenzo[b]thiophene Derivatives
Lin, Qifu,Yang, Wen,Yao, Yongqi,Li, Yue,Wang, Lin,Yang, Dingqiao
, p. 4193 - 4204 (2021/03/09)
A novel copper-catalyzed cycloaddition of diaryl disulfides to heterobicyclic alkenes has been developed. The C - S and C - C bonds can be formed simultaneously on the C═C bond of the olefins via a single-step cycloaddition to afford a series of 2,3-dihydrobenzo[b]thiophene derivatives. This reaction exhibits excellent diastereoselectivity and relatively broad substrate scope. Various functional groups attached to the substrates are tolerated in this protocol to give the corresponding exo adducts in moderate yields.
