98991-09-4

Basic information

• Product Name: 2-Iodo-3-methoxyaniline
• Synonyms: 2-Iodo-3-methoxyaniline;3-AMino-2-iodoanisole[2-Iodo-3-Methoxyaniline];2-Iodo-3-methoxy-phenylamine;3-Amino-2-iodoanisole
• CAS NO: 98991-09-4
• Molecular Formula: C₇H₈INO
• Molecular Weight: 249.04899
• Product Categories: Anilines, Amides & Amines;Anisoles, Alkyloxy Compounds & Phenylacetates;Iodine Compounds
• Mol File: 98991-09-4.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• Density: 1.807±0.06 g/cm3 (20 oC 760 Torr), Calc.*
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• CAS DataBase Reference: 2-Iodo-3-methoxyaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Iodo-3-methoxyaniline(98991-09-4)
• EPA Substance Registry System: 2-Iodo-3-methoxyaniline(98991-09-4)

Safety Data

• Hazardous Substances Data: 98991-09-4(Hazardous Substances Data)

Usage

General Description

2-Iodo-3-methoxyaniline, also known as 5-amino-2-iodo-1-methoxybenzene, is a chemical compound with the molecular formula C7H8INO. It is a brown solid that is often used in the synthesis of pharmaceuticals and organic compounds. 2-Iodo-3-methoxyaniline is primarily utilized as an intermediate in the production of dyes and pigments, as well as in the development of other chemical compounds. This chemical is also used in the preparation of various organic materials and is a key component in the manufacture of pharmaceuticals. Additionally, 2-Iodo-3-methoxyaniline is utilized in analytical research and as a reagent in the laboratory setting. It is important to handle this compound with care, as it can be hazardous if not managed properly.

InChI:InChI=1S/C7H8INO/c1-10-6-4-2-3-5(9)7(6)8/h2-4H,9H2,1H3

Upstream product

• 98991-08-3 2-iodo-1-methoxy-3-nitrobenzene 
• 194869-14-2 N-tert-butoxycarbonyl-2-iodo-3-methoxyaniline 
• 197243-48-4 2-iodo-3-nitrophenol 
• 60144-52-7 tert-butyl 3-methoxyphenylcarbamate 
• 536-90-3 m-Anisidine 

Downstream Products

• 98991-10-7 3-methoxy-1,2-diiodobenzene 
• 111258-23-2 methyl 4-methoxy-1H-indole-2-carboxylate 
• 6933-50-2 4-methoxy-9H-carbazole 
• 98945-48-3 8-methoxy-1-biphenylenol 
• 1433218-73-5 N-(2-bromoethyl)-N-(2-iodo-3-methoxyphenyl)-4-methylbenzenesulfonamide 
• 1433218-55-3 C₁₆H₁₇NO₃S₂ 
• 1449225-69-7 C₁₄H₁₄INO₃S 

Relevant articles and documents

Remarkable switch in the regiochemistry of the iodination of anilines by N-iodosuccinimide: Synthesis of 1,2-dichloro-3,4-diiodobenzene

Direct iodination of anilines by NIS in polar solvents (such as DMSO) affords p-iodinated products with up to >99% regioselectivity. Switching to less polar solvents (such as benzene) in the presence of AcOH inverts this outcome toward dramatically increased or preferential generation of the o-isomers, also with up to >99% regioselectivity. This finding was exploited in the synthesis of 1,2-dichloro-3,4-diiodobenzene. Georg Thieme Verlag Stuttgart - New York.

Solvent-free Heck-Jeffery reactions under ball-milling conditions applied to the synthesis of unnatural amino acids precursors and indoles

The syntheses of various amino- and hydroxy-substituted dehydrophenylalanine derivatives using the Heck-Jeffery protocol under non-solvent conditions in a ball mill are presented. The influences of electron-withdrawing groups and of the location of the heteroatom substituent relative to the halide are discussed. Suitably substituted ortho-amino dehydrophenylalanine derivatives undergo a cyclization-elimination reaction to the corresponding 2-substituted indoles. Georg Thieme Verlag Stuttgart.

The Synthesis and Ionization of Some Derivatives of 1-Biphenylenol

2,7-Dimethyl-1,8-biphenylenediol has been synthesized from 2-methyl-5-nitrophenol in nine steps. 1,5-Biphenylenediol has been prepared by dimerization of 3-methoxybenzyne, separation of isomers, and demethylation. 8-Methoxy-1-biphenylenol has been made by the partial demethylation of 1,8-dimethoxybiphenylene.Ionization constants (pK1 8.04, pK2 11.47, pK1 8.35, pK2 9.97, and pK 9.15, respectively) have been determined for these compounds and for 1,8-biphenylenediol (pK1 8.01, pK2 11.00) and 1- biphenylenol (pK 8.64) by ultraviolet spectrophotomeric measurements in aqueous solution.