186583-59-5

Basic information

• Product Name: Benzene, 1-iodo-2-methoxy-4-methyl-
• Synonyms: Benzene, 1-iodo-2-methoxy-4-methyl-;1-Iodo-2-methoxy-4-methyl-benzene;2-Iodo-5-methylanisole
• CAS NO: 186583-59-5
• Molecular Formula: C₈H₉IO
• Molecular Weight: 248.06093
• Mol File: 186583-59-5.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: Benzene, 1-iodo-2-methoxy-4-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-iodo-2-methoxy-4-methyl-(186583-59-5)
• EPA Substance Registry System: Benzene, 1-iodo-2-methoxy-4-methyl-(186583-59-5)

Safety Data

• Hazardous Substances Data: 186583-59-5(Hazardous Substances Data)

Usage

Description

Benzene, 1-iodo-2-methoxy-4-methyl-, also known as 4-methyl-2-methoxyiodobenzene, is a chemical compound with the molecular formula C9H10IO. It is a derivative of benzene featuring a methyl group, a methoxy group, and an iodine atom attached to the ring. Benzene, 1-iodo-2-methoxy-4-methylis characterized by its unique structure and reactivity, making it a valuable building block in organic chemistry and a promising intermediate in the synthesis of organic chemicals and pharmaceuticals.

Uses

Used in Organic Synthesis:
Benzene, 1-iodo-2-methoxy-4-methylis used as an intermediate in the synthesis of various organic chemicals. Its structural properties, including the presence of a methyl, methoxy, and iodine group, make it a versatile compound for various reactions and processes in the laboratory.
Used in Pharmaceutical Synthesis:
Benzene, 1-iodo-2-methoxy-4-methylis also used as an intermediate in the synthesis of pharmaceuticals. Its unique structure and reactivity contribute to the development of new drugs and medicinal compounds.
Used in Medicinal Chemistry and Drug Development:
Due to its unique structure and reactivity, benzene, 1-iodo-2-methoxy-4-methylmay have potential applications in the field of medicinal chemistry and drug development. Researchers can explore its properties and reactivity to design and develop new drugs with specific therapeutic effects.
However, it is important to handle this compound with care, as it may pose health and environmental risks due to its toxic and hazardous nature. Proper safety measures and precautions should be taken during its synthesis, storage, and use to minimize potential risks.

Upstream product

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Downstream Products

• 107774-40-3 3-methoxy-4-phenylsulfanyl-toluene 
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• 105901-76-6 2-benzenesulfonyl-5-methyl-phenol 
• 107775-24-6 5-methyl-2-(toluene-2-sulfonyl)-phenol 
• 108123-16-6 3-methoxy-4-(toluene-4-sulfonyl)-toluene 
• 108123-14-4 3-methoxy-4-(toluene-2-sulfonyl)-toluene 
• 23297-05-4 5-methyl-2-[(4-methylphenyl)sulfonyl]phenol 
• 107775-22-4 4-benzenesulfonyl-3-methoxy-toluene 

Relevant articles and documents

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Transition-Metal-Free Decarboxylative Iodination: New Routes for Decarboxylative Oxidative Cross-Couplings

Constructing products of high synthetic value from inexpensive and abundant starting materials is of great importance. Aryl iodides are essential building blocks for the synthesis of functional molecules, and efficient methods for their synthesis from chemical feedstocks are highly sought after. Here we report a low-cost decarboxylative iodination that occurs simply from readily available benzoic acids and I2. The reaction is scalable and the scope and robustness of the reaction is thoroughly examined. Mechanistic studies suggest that this reaction does not proceed via a radical mechanism, which is in contrast to classical Hunsdiecker-type decarboxylative halogenations. In addition, DFT studies allow comparisons to be made between our procedure and current transition-metal-catalyzed decarboxylations. The utility of this procedure is demonstrated in its application to oxidative cross-couplings of aromatics via decarboxylative/C-H or double decarboxylative activations that use I2 as the terminal oxidant. This strategy allows the preparation of biaryls previously inaccessible via decarboxylative methods and holds other advantages over existing decarboxylative oxidative couplings, as stoichiometric transition metals are avoided.

Synthesis of cell-permeable stapled BH3 peptide-based Mcl-1 inhibitors containing simple aryl and vinylaryl cross-linkers

We report the synthesis of a series of distance-matching aryl and vinylaryl cross-linkers for constructing stapled peptides containing cysteines at i,i+7 positions. Langevin dynamics simulation studies helped to classify these cross-linkers into two categories: the rigid cross-linkers with narrower S-S distance distribution and the flexible cross-linkers with wider S-S distance distribution. The stapled Noxa BH3 peptides with the flexible distance-matching cross-linkers gave the highest degree of helicity as well as the most potent inhibitory activity against Mcl-1. However, the stapled peptides with the highest hydrophobicity showed the most efficient cellular uptake. Together, this work illustrates the divergent nature of binding affinity and cellular uptake, and the vital importance of choosing appropriate cross-linkers in constructing stapled peptides with the drug-like properties.