6214-23-9

Basic information

• Product Name: 2-Propenoic acid, 3-iodo, methyl ester, (Z)-
• Synonyms: 2-Propenoic acid, 3-iodo, methyl ester, (Z)-;(Z)-3-Iodopropenoic acid methyl ester 95/5 Z/E;(Z)-3-Iodo Propenoic Acid Methyl Easter;(Z)-Methyl 3-iodoacrylate
• CAS NO: 6214-23-9
• Molecular Formula: C₄H₅IO₂
• Molecular Weight: 211.99
• Mol File: 6214-23-9.mol
• Article Data: 37

Chemical Properties

• Boiling Point: 182.1°C at 760 mmHg
• Flash Point: 63.9°C
• Appearance: /
• Density: 1.918g/cm³
• Vapor Pressure: 0.823mmHg at 25°C
• Refractive Index: 1.553
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: 2-Propenoic acid, 3-iodo, methyl ester, (Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propenoic acid, 3-iodo, methyl ester, (Z)-(6214-23-9)
• EPA Substance Registry System: 2-Propenoic acid, 3-iodo, methyl ester, (Z)-(6214-23-9)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 6214-23-9(Hazardous Substances Data)

Usage

General Description

2-Propenoic acid, 3-iodo, methyl ester, (Z)-, also known as (Z)-3-Iodomethyl acrylate, is a chemical compound with the molecular formula C4H5IO2. It is a clear colorless to slightly yellowish liquid with a pungent odor. 2-Propenoic acid, 3-iodo, methyl ester, (Z)- is primarily used as a building block in organic synthesis and as a reagent in chemical reactions. It is also used in the manufacture of pharmaceuticals and agrochemicals. (Z)-3-Iodomethyl acrylate is not known to occur naturally and is typically synthesized in the laboratory. It is important to handle this compound with care as it is a hazardous material and can cause skin and eye irritation upon contact.

InChI:InChI=1/C4H5IO2/c1-7-4(6)2-3-5/h2-3H,1H3/b3-2-

Upstream product

• 67-56-1 methanol 
• 6214-35-3 (Z)-3-iodoprop-2-enoic acid 
• 922-67-8 propynoic acid methyl ester 

Downstream Products

• 311-28-4 tetra-(n-butyl)ammonium iodide 
• 6213-88-3 (E)-methyl 3-iodoacrylate 
• 1263054-20-1 C₁₃H₁₂O₂ 
• 27948-26-1 (Z)-methyl 5-phenylpent-2-en-4-ynoate 
• 41769-31-7 methyl 5-phenylpent-2-en-4-ynoate 
• 1345714-85-3 (Z)-ethyl 3-(2-formylphenyl)acrylate 

Relevant articles and documents

Biomimetic synthesis toward the transtaganolides/basiliolides

(Figure Presented) A concise biomimetic approach toward transtaganolides C and D involving an Ireland-Claisen rearrangement/intramolecular Diels-Alder reaction sequence suggesting the involvement of pericyclic reactions in the biosynthesis of these biologically active plant metabolites is presented. A final coupling reaction establishes the carbon framework of the transtaganolides.

Gold (I/III)-Catalyzed Trifluoromethylthiolation and Trifluoromethylselenolation of Organohalides

The first C?SCF3/SeCF3 cross-coupling reactions using gold redox catalysis [(MeDalphos)AuCl], AgSCF3 or Me4NSeCF3, and organohalides as substrates are reported. The new methodology enables a one-stop shop synthesis of aryl/alkenyl/alkynyl trifluoromethylthio- and selenoethers with a broad substrate scope (>60 examples with up to 97 % isolated yield). The method is scalable, and its robustness is evidenced by the late-stage functionalization of various bioactive molecules, which makes this reaction an attractive alternative in the synthesis of trifluoromethylthio- and selenoethers for pharmaceutical and agrochemical research and development.

Compound, preparation method and application of compound in preparation of medicine for treating small cell lung cancer

The invention provides a compound, a preparation method thereof and an application of the compound in preparation of drugs for treating small cell lung cancer. The structural formula of the compound is shown in the specification, and the compound generates a synergistic effect on small cell lung cancer tumor cells by blocking the activity of PARP and/or XPO1 protein. Researches show that the compound provided by the invention can effectively inhibit proliferation of small cell lung cancer cells in vivo and in vitro, and can be applied to drugs for treating small cell lung cancer.

Enantioselective Synthesis of α-Chiral Propargylic Silanes by Copper-Catalyzed 1,4-Selective Addition of Silicon Nucleophiles to Enyne-Type α,β,γ,δ-Unsaturated Acceptors

A copper-catalyzed deconjugative addition of silicon nucleophiles to a broad range of enyne-type α,β,γ,δ-unsaturated acceptors with high enantiocontrol is reported. The method is 1,4-selective with hardly any formation of the 1,6-adduct. The double-bond geometry is shown to be critical for achieving this chemoselectivity: exclusive 1,4-addition for E and predominant 1,6-addition for Z. By this, E-configured enynoates, enynamides, and enynones have been converted to the corresponding α-chiral propargylic silanes with excellent enantiomeric excesses.