34450-62-9

Basic information

• Product Name: ETHYL CIS-3-IODOCROTONATE, 97
• Synonyms: ETHYL CIS-3-IODOCROTONATE, 97;ETHYL CIS-3-IODOCROTONATE, 97%;(Z)-ethyl 3-iodobut-2-enoate;2-Butenoic acid, 3-iodo-, ethyl ester, (2Z)-;Ethyl (Z)-3-Iodo-2-butenoate
• CAS NO: 34450-62-9
• Molecular Formula: C₆H₉IO₂
• Molecular Weight: 240.03893
• Mol File: 34450-62-9.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 215 °C(lit.)
• Flash Point: 107 °C
• Appearance: /
• Density: 1.639 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.529(lit.)
• CAS DataBase Reference: ETHYL CIS-3-IODOCROTONATE, 97(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL CIS-3-IODOCROTONATE, 97(34450-62-9)
• EPA Substance Registry System: ETHYL CIS-3-IODOCROTONATE, 97(34450-62-9)

Safety Data

• Hazardous Substances Data: 34450-62-9(Hazardous Substances Data)

Usage

General Description

Ethyl cis-3-iodocrotonate, 97 is a chemical compound primarily used in organic synthesis and research. It is a clear, colorless to pale yellow liquid with a strong odor. ETHYL CIS-3-IODOCROTONATE, 97 is commonly utilized in the production of pharmaceuticals, agrochemicals, and fragrance compounds. It is also used as an intermediate in the manufacturing of a variety of chemicals. With a purity of 97%, it is considered a high-quality and reliable reagent for use in chemical reactions and processes. Overall, ethyl cis-3-iodocrotonate, 97 is a versatile and valuable compound with a wide range of applications in the chemical industry.

Upstream product

• 64-17-5 ethanol 
• 34450-60-7 (Z)-3-iodobut-2-enoic acid 
• 4341-76-8 Ethyl 2-butynoate 

Downstream Products

• 21053-63-4 methyl-3 phenyl-4 Δ²⁽³⁾-butyrolactone 
• 1268686-82-3 5-(4-chlorophenyl)-4-methylfuran-2(5H)-one 

Relevant articles and documents

Enantioselective Lactonization by π-Acid-Catalyzed Allylic Substitution: A Complement to π-Allylmetal Chemistry

Asymmetric allylic alkylation (AAA) is a powerful method for the formation of highly useful, non-racemic allylic compounds. Here we present a complementary enantioselective process that generates allylic lactones via π-acid catalysis. More specifically, a

Kinetic Resolution and Dynamic Kinetic Resolution of γ-Aryl-Substituted Butenolides via Copper-Catalyzed 1,4-Hydroboration

Kinetic resolution (KR) and dynamic kinetic resolution (DKR) of γ-aryl and heteroaryl-substituted butenolides via CuH-catalyzed 1,4-hydroboration using pinacolborane is reported. With a copper-Ph-BPE catalyst, selectivity factors were extremely high (s=>400) with regard to the kinetic resolution of β-methyl-γ-phenyl butenolide; DKR was possible in the presence of an amine base (DBU), which facilitated racemization of the starting unsaturated lactones. The reaction provided easy access to highly enantioenriched γ-butyrolactones (>99% ee) containing β,γ-substituents. (Figure presented.).

Metal-Free Transfer Hydroiodination of C-C Multiple Bonds

The design and a gram-scale synthesis of a bench-stable cyclohexa-1,4-diene-based surrogate of gaseous hydrogen iodide are described. By initiation with a moderately strong Br?nsted acid, hydrogen iodide is transferred from the surrogate onto C-C multiple bonds such as alkynes and allenes without the involvement of free hydrogen iodide. The surrogate fragments into toluene and ethylene, easy-to-remove volatile waste. This hydroiodination reaction avoids precarious handling of hydrogen iodide or hydroiodic acid. By this, a broad range of previously unknown or difficult-to-prepare vinyl iodides can be accessed in stereocontrolled fashion.