98991-08-3

Basic information

• Product Name: 2-iodo-1-methoxy-3-nitro-benzene
• Synonyms: 2-iodo-1-methoxy-3-nitro-benzene;2-Iodo-3-nitroanisole
• CAS NO: 98991-08-3
• Molecular Formula: C₇H₆INO₃
• Molecular Weight: 279.03
• Product Categories: Anisoles, Alkyloxy Compounds & Phenylacetates;Iodine Compounds;Nitro Compounds
• Mol File: 98991-08-3.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-iodo-1-methoxy-3-nitro-benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-iodo-1-methoxy-3-nitro-benzene(98991-08-3)
• EPA Substance Registry System: 2-iodo-1-methoxy-3-nitro-benzene(98991-08-3)

Safety Data

• Hazardous Substances Data: 98991-08-3(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
2-iodo-1-methoxy-3-nitro-benzene is used as a building block for the synthesis of various organic compounds. Its reactivity allows it to participate in a range of chemical reactions, making it a versatile component in the creation of new molecules.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 2-iodo-1-methoxy-3-nitro-benzene is used as a precursor in the synthesis of biologically active compounds and pharmaceutical drugs. Its unique structure and reactivity contribute to the development of new therapeutic agents.
Used in Chemical Reactions:
2-iodo-1-methoxy-3-nitro-benzene is used as a reactant in nucleophilic substitution, aromatic electrophilic substitution, and reduction reactions. These reactions are essential for the modification and functionalization of the compound, enabling the creation of a variety of new chemical entities.
Safety Precautions:
It is important to handle 2-iodo-1-methoxy-3-nitro-benzene with caution as it is considered hazardous. It can cause skin and eye irritation, as well as potential health risks if ingested or inhaled. Proper safety measures, such as wearing protective gear and working in a well-ventilated area, should be taken to minimize exposure and ensure safe handling.

Upstream product

• 197243-48-4 2-iodo-3-nitrophenol 
• 77-78-1 dimethyl sulfate 
• 74-88-4 methyl iodide 
• 603-85-0 2-Amino-3-nitrophenol 
• 554-84-7 meta-nitrophenol 

Downstream Products

• 98991-09-4 2-iodo-3-methoxyphenylamine 
• 1258849-43-2 3-(2-methoxy-6-nitrophenyl)-1-methyl-1H-pyrrole-2,5-dione 
• 168105-48-4 C₇₂H₇₀O₁₀ 
• 1436417-40-1 C₄₀H₃₇NO₆ 
• 1436417-41-2 C₄₀H₃₆BrNO₆ 
• 1436417-39-8 C₃₁H₂₇NO₅ 

Relevant articles and documents

Synthetic method for optically pure double-helix oligomeric tetra-benzocyclooctene substances

The invention discloses a synthetic method for optically pure double-helix oligomeric tetra-benzocyclooctene substances. The synthetic method comprises the following steps: (1) carrying out oxidative cross-coupling on diiodo dimethoxy biphenyl (51) and 2,2',6,6'-biphenyl tetrabromide (97) to obtain 1,16-dibromo-8,9-dimethoxy tetra-benzocyclooctene (96); (2) splitting the compound (96), thus obtaining optically pure (S, S)-96 and (R, R)-96; (3) taking the compound (96) as a raw material, synthesizing an intermediate (116) containing 6 benzene rings; (4) splitting the intermediate (116) to obtain (M)-116 and (P)-116; (5) making the optically pure (S, S)-96 and (M)-116 reacted to obtain target products, namely (M) -117, (M)-149 and (M)-150; and/or: making the (R, R)-96 and (P)-116 reacted to obtain target products, namely (P)-117, (P)-149 and (P)-150.

Total synthesis of dictyodendrins B and E, and formal synthesis of dictyodendrin C

A full account of the concise total syntheses of dictyodendrins B and E, and the formal synthesis of dictyodendrin C are described. A palladium-catalysed Larock indole synthesis was used to form the highly substituted indole core, and a palladium-mediated

Total synthesis of indole-3-acetonitrile-4-methoxy-2-C-β-d- glucopyranoside. Proposal for structural revision of the natural product

Indole-3-acetonitrile-4-methoxy-2-C-β-d-glucopyranoside (1), a novel C-glycoside from Isatis indigotica with important cytotoxic activity, has been prepared in ten steps from ethynyl-β-C-glycoside 3 and 2-iodo-3-nitrophenyl acetate 6. Key steps in the synthesis include a Sonogashira coupling and a CuI-mediated indole formation. NMR spectroscopic data for synthetic 1 differs from that reported for the natural product. A revised structure for the natural product, containing an alternate carbohydrate substituent, is proposed. The Royal Society of Chemistry 2012.

A Pd[0]-catalyzed Ullmann cross-coupling/reductive cyclization approach to C-3 mono-alkylated oxindoles and related compounds

The Pd[0]-catalyzed Ullmann cross-coupling of o-nitrohaloarenes 1a-e with the brominated heterocycles 2a-f delivers the expected products 3a-j in good to excellent yields. The reductive cyclization of such products, as well as N-acyl derivatives 3k, l, and m, has been investigated and provided the C-3 mono-substituted oxindoles 5a-d, f, g, k, and m, the direct reduction products 4i and j or indole 5l.

Chiral biphenylamide derivative: An efficient organocatalyst for the enantioselective synthesis of α-hydroxy phosphonates

The aldol reactions of α-keto phosphonates and aldehydes were facilitated by an axially chiral biphenylprolinamide under mild conditions, affording the synthetically and pharmaceutically useful products in high yields and excellent enantioselectivities.

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.

An efficient access to (R)- and (S)-6,6'-dimethoxy-2,2'-diiodo-1,1'-biphenyl

In a better procedure than the known for (rac)-2a, the diamine (rac)-2b was resolved for the first time with the new resolving agent (R,R)- and (S,S)-2,3-di(phenylaminocarbonyl)tartaric acid (5c) (40-45% weight yields; >99% ee). The diamines (R)- and (S)-2a and 2b were converted with >98% stereochemical retention into the diiodides (R)- and (S)-3a and 3b and subsequently, without loss of optical purity, diphenylphosphinated to the known diphosphines (R)- and (S)-4a and 4b.