115860-69-0

Basic information

• Product Name: Benzoyl chloride, 5-iodo-2-methoxy-
• CAS NO: 115860-69-0
• Molecular Formula: C8H6ClIO2
• Molecular Weight: 296.492
• Mol File: 115860-69-0.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Benzoyl chloride, 5-iodo-2-methoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoyl chloride, 5-iodo-2-methoxy-(115860-69-0)
• EPA Substance Registry System: Benzoyl chloride, 5-iodo-2-methoxy-(115860-69-0)

Safety Data

• Hazardous Substances Data: 115860-69-0(Hazardous Substances Data)

Upstream product

• 40757-09-3 methyl 2-methoxy-5-iodobenzoate 
• 2786-00-7 2-methoxy-5-iodobenzoic acid 

Downstream Products

• 911847-39-7 (S)-(5-iodo-2-methoxyphenyl)(2-(methoxymethyl)pyrrolidin-1-yl)methanone 
• 911847-22-8 (S)-(2-(methoxymethyl)pyrrolidin-1-yl)(3',4,4'-trimethoxybiphenyl-3-yl)methanone 
• 1354412-93-3 5-(4-cyclopropyl-1H-imidazol-1-yl)-2-methoxybenzoic acid hydrochloride 
• 1354412-90-0 isopropyl 5-iodo-2-methoxybenzoate 
• 115860-70-3 (R)-N-<(1-ethyl-2-pyrrolidinyl)methyl>-5-iodo-2-methoxybenzamide 
• 16789-77-8 [125I]-Iodoglibenclamide 
• 16673-47-5 5-Iodo-2-methoxy-N-[2-(4-sulfamoyl-phenyl)-ethyl]-benzamide 
• 115655-34-0 [125I]-Iodopride 

Relevant articles and documents

Design and synthesis of Fmoc-SPPS-ready iodoarene amino acid pre-catalysts and their reactivity in the catalytic oxytosylation of ketones

A small suite of iodo-aryl amide containing amino acids were synthesized and assessed as catalysts for the hypervalent iodine(III) mediated α-oxytosylation of ketones. The efficiency of each catalyst was determined by comparing the relative rates of catalysis in the direct α-oxytosylation of propiophenone. In addition, these catalysts can be easily converted to congeners that are suitable for Fmoc-solid phase peptide synthesis for facile incorporation into a chiral peptide framework. This work facilitates the broader goal of our program to develop peptide-based enantioselective catalysts for hypervalent iodine chemistry.

Relative Rate Profiles of Functionalized Iodoarene Catalysts for Iodine(III) Oxidations

A series of rate studies were conducted to evaluate the steric and electronic properties that govern the reactivity of iodoarene amide catalysts in the α-oxytosylation of propiophenone. A meta-substituted benzamide catalyst emerged as the most reactive. This catalyst was employed in the α-oxytosylation of a series of substituted propiophenones, returning the α-tosyloxy ketone products in excellent isolated yield.

The enantioselective Birch-Cope sequence for the synthesis of carbocyclic quaternary stereocenters. Application to the synthesis of (+)-mesembrine

A synthetic technique for generating carbocyclic quaternary stereocenters with exceptionally high levels of enantioselectivity is described. A sequence of three reactions, enantioselective Birch reduction-allylation, enol ether hydrolysis, and Cope rearrangement, is used to stereoselectively generate chiral quaternary centers on a 2-cyclohexen-1-one ring. The products of the sequence are 4,4-disubstituted-2-carboxamide-2-cyclohexen-1-one structures which are versatile intermediates in complex natural product synthesis. An application of the sequence to the synthesis of (+)-mesembrine illustrates the utility of these intermediates.