163041-47-2

Basic information

• Product Name: (Z)-Methyl 2-iodo-3-Methoxyacrylate
• Synonyms: (Z)-Methyl 2-iodo-3-Methoxyacrylate;(Z)-Methyl 3-(pyridin-4-yl)acrylate
• CAS NO: 163041-47-2
• Molecular Formula: C₅H₇IO₃
• Molecular Weight: 242.01175
• Mol File: 163041-47-2.mol
• Article Data: 11

Chemical Properties

• Melting Point: 51.0-51.5 °C
• Boiling Point: 242.4±35.0 °C(Predicted)
• Appearance: /
• Density: 1.817±0.06 g/cm3(Predicted)
• CAS DataBase Reference: (Z)-Methyl 2-iodo-3-Methoxyacrylate(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-Methyl 2-iodo-3-Methoxyacrylate(163041-47-2)
• EPA Substance Registry System: (Z)-Methyl 2-iodo-3-Methoxyacrylate(163041-47-2)

Safety Data

• Hazardous Substances Data: 163041-47-2(Hazardous Substances Data)

Usage

General Description

(Z)-Methyl 2-iodo-3-methoxyacrylate is a chemical compound with the chemical formula C6H9IO3. It is a clear, colorless liquid that is primarily used as an intermediate in the synthesis of organic compounds. (Z)-Methyl 2-iodo-3-Methoxyacrylate is commonly utilized in the pharmaceutical and agrochemical industries as a building block for the production of various bioactive molecules. Additionally, (Z)-Methyl 2-iodo-3-methoxyacrylate is also used in academic research for its unique chemical properties and reactivity. However, it is important to handle this chemical with caution, as it is potentially hazardous and should be handled and stored according to best laboratory practices to minimize any risks.

Upstream product

• 5788-17-0 methyl (2E)-3-methoxy-2-propenoate 
• 5199-50-8 methyl 2-iodoacetate 
• 107-31-3 Methyl formate 
• 34846-90-7 methyl 3-methoxyprop-2-enoate 

Downstream Products

• 103455-21-6 methyl (E)-2-phenyl-3-methoxy-2-propenate 
• 163041-49-4 methyl (E)-2-(4-methylphenyl)-3-methoxy-2-propenate 
• 103455-39-6 methyl (E)-2-(4-chlorophenyl)-3-methoxy-2-propenate 
• 103455-38-5 methyl (E)-2-(2-chlorophenyl)-3-methoxy-2-propenate 
• 215934-32-0 azoxystrobin 
• 103497-78-5 (E)-3-methoxy-2-(2-benzyloxyphenyl)acrylic acid methyl ester 
• 131860-97-4 (E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate 
• 1266105-08-1 6-(4-(2-cyanophenoxy)-6-(2-((E)-1-(methoxycarbonyl)-2-methoxyvinyl)phenoxy)pyrimidin-2-yl)hexanoic acid 
• 114077-42-8 (E)-3-methoxy-2-(2-hydroxyphenyl)-acrylic acid methyl ester 
• 1266105-11-6 (E)-methyl 2-(2-(benzyloxy)-5-bromophenyl)-3-methoxyacrylate 
• 65105-52-4 methyl (2E,3Z,5E)-6-(4-chloro-3-methoxyphenyl)-2-methoxymethylidene-3-methylhexa-3,5-dienoate 

Relevant articles and documents

MICROBIOCIDAL COMPOUNDS

Compounds of the formula (I), wherein the substituents are as defined in claim 1, useful as a pesticides, especially as fungicides.

MICROBIOCIDAL COMPOUNDS

Compounds of the formula (I) wherein the substituents are as defined in claim 1, useful as a pesticides, especially as fungicides.

Dehydration-type Ti-Claisen Condensation (Carbonhomologation) of α-Heteroatom-substituted Acetates with Alkyl Formates: Utilization as (Z)-Stereodefined Cross-coupling Partners and Application to Concise Synthesis of Strobilurin A

TiCl4?Et3N or ?Bu3N reagent conducted a highly (Z)-stereoselective carbon homologation (dehydration type Ti-Claisen condensation) of alkyl α-heteroatom (halo and sulfonyloxy)-substituted acetates (XCH2CO2R) with alkyl formates (HCO2R) to afford various alkyl β-alkoxy-α-halo or sulfonyloxy-substituted acrylates (24 examples; 51%–91% yield). Stereoretentive Suzuki-Miyaura, Negishi, and Sonogashira cross-couplings using the obtained methyl β-methoxy-α-halo or sulfonyloxy-substituted acrylates proceeded smoothly to produce a variety of β-alkoxy-α-substituted acrylates in moderate to high yield (35 examples; 29%–99% yield). As a successful application, a 3-step straightforward synthesis of strobilurin A was performed utilizing the present reaction sequence (dehydration type Ti-Claisen condensation and Suzuki-Miyaura cross-coupling), wherein the geometry of the three consecutive olefins (2E,3Z,5E) was completely maintained. (Figure presented.).