13194-69-9

Basic information

• Product Name: 2-IODO-5-METHYLANILINE
• Synonyms: 2-IODO-5-METHYLANILINE;3-IODO-5-METHYLANILINE;BenzenaMine,2-iodo-5-Methyl-
• CAS NO: 13194-69-9
• Molecular Formula: C₇H₈IN
• Molecular Weight: 233.05
• Mol File: 13194-69-9.mol
• Article Data: 10

Chemical Properties

• Melting Point: 37-39
• Boiling Point: 266.5 °C at 760 mmHg
• Flash Point: 115 °C
• Appearance: /
• Density: 1.791 g/cm³
• Vapor Pressure: 0.0086mmHg at 25°C
• Refractive Index: 1.663
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 2.66±0.10(Predicted)
• CAS DataBase Reference: 2-IODO-5-METHYLANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-IODO-5-METHYLANILINE(13194-69-9)
• EPA Substance Registry System: 2-IODO-5-METHYLANILINE(13194-69-9)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 13194-69-9(Hazardous Substances Data)

Usage

General Description

2-Iodo-5-methylaniline is a chemical compound with the molecular formula C7H8IN. It is a derivative of aniline, with a methyl group and an iodine atom attached to the 2 and 5 positions, respectively. 2-IODO-5-METHYLANILINE is used as a building block in the synthesis of pharmaceuticals, dyes, and other organic compounds. It is also used as an intermediate in the production of agrochemicals and other specialty chemicals. 2-Iodo-5-methylaniline is a solid at room temperature and is typically handled and stored in a controlled environment to prevent exposure and ensure safety.

InChI:InChI=1/C7H8IN/c1-5-2-3-6(8)7(9)4-5/h2-4H,9H2,1H3

Upstream product

• 5326-39-6 4-iodo-3-nitrotoluene 
• 7732-18-5 water 
• 108-44-1 1-amino-3-methylbenzene 
• 89-62-3 4-methyl-2-nitroaniline 
• 142-71-2 copper diacetate 
• 64-19-7 acetic acid 

Downstream Products

• 1608-47-5 4-Methyl-1,2-diiodobenzene 
• 35928-80-4 6-iodo-3-methyl-phenol 
• 117832-10-7 2,4-diiodo-5-methyl-aniline 
• 52164-28-0 N-(2-iodo-5-methylphenyl)acetamide 
• 95-26-1 2,5-dimethylbenzothiazole 
• 14779-17-0 2-amino-5-methylbenzothiazole 
• 3652-91-3 2-methyl-9H-carbazole 
• 27356-39-4 7-methyl-2-phenylquinoline 
• 89641-12-3 2,3,4,6-tetraiodo-toluene 
• 89975-84-8 2,4,6-triiodo-3-methyl-aniline 
• 29682-41-5 2,5-dichloroiodobenzene 

Relevant articles and documents

Modular counter-Fischer?indole synthesis through radical-enolate coupling

A single-electron transfer mediated modular indole formation reaction from a 2-iodoaniline derivative and a ketone has been developed. This transition-metal-free reaction shows a broad substrate scope and unconventional regioselectivity trends. Moreover, important functional groups for further transformation are tolerated under the reaction conditions. Density functional theory studies reveal that the reaction proceeds by metal coordination, which converts a disfavored 5-endo-trig cyclization to an accessible 7-endo-trig process.

Palladium-Catalyzed Incorporation of Two C1 Building Blocks: The Reaction of Atmospheric CO2 and Isocyanides with 2-Iodoanilines Leading to the Synthesis of Quinazoline-2,4(1H,3H)-diones

A Pd-catalyzed insertion and cycloaddition of CO2 and isocyanide into 2-iodoanilines under atmospheric pressure has been developed and affords quinazoline-2,4(1H,3H)-diones through the formation of new C-C, C-O, and C-N bonds under mild conditions. This reaction provides a new and practical method not only for the construction of quinazoline-2,4(1H,3H)-diones but also for the efficient utilization of carbon dioxide.

Silver-catalyzed incorporation of carbon dioxide into o-alkynylaniline derivatives

Benzoxazine-2-one derivatives are important heterocycle structures because of their various pharmaceutical activities, though their synthetic methods had been limited. In some cases, toxic reagents, such as phosgene or carbon monoxide, are required. It was found that a silver catalyst successfully promoted the incorporation of CO2 into o-alkynylanilines to afford the corresponding benzoxazine-2-ones bearing Z exo-olefin via 6-exo-dig cyclization at the activated C-C triple bond.