31930-36-6

Basic information

• Product Name: CIS-3-IODOACRYLIC ACID ETHYL ESTER
• Synonyms: CIS-3-IODOACRYLIC ACID ETHYL ESTER;ETHYL CIS-3-IODOACRYLATE;Ethyl cis-3-Iodoacrylate (stabilized with Copper chip);(Z)-ethyl 3-iodoacrylate;Ethyl cis-3-iodoacrylate 98%;Ethyl cis-3-Iodoacrylate Ethyl cis-3-Iodoacrylate (stabilized with Copper chip)
• CAS NO: 31930-36-6
• Molecular Formula: C₅H₇IO₂
• Molecular Weight: 226.01
• Product Categories: C2 to C5;Carbonyl Compounds;Esters;Building Blocks;C2 to C5;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
• Mol File: 31930-36-6.mol
• Article Data: 37

Chemical Properties

• Boiling Point: 85 °C20 mm Hg(lit.)
• Flash Point: 210 °F
• Appearance: /
• Density: 1.765 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.359mmHg at 25°C
• Refractive Index: n20/D 1.533(lit.)
• Storage Temp.: Refrigerator
• Solubility: Chloroform, Ethyl Acetate (Slightly)
• CAS DataBase Reference: CIS-3-IODOACRYLIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: CIS-3-IODOACRYLIC ACID ETHYL ESTER(31930-36-6)
• EPA Substance Registry System: CIS-3-IODOACRYLIC ACID ETHYL ESTER(31930-36-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 31930-36-6(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 31930-36-6 differently. You can refer to the following data:
1. Ethyl Cis-?3-?iodoacrylate is a reactant used in the synthesis of complex naphtho(benzo)furans as well as in the cobalt-catayzed cross coupling of functionalized organozinc pivalates.
2. Ethyl cis-3-iodoacrylate may be used in the synthesis of the following:vinyl sulfides(Z)-1-iodohept-1-en-3-ol(E)-1-iodohept-1-en-3-ol(Z)-β-iodoacrolein6-oxo-M1Guo

General Description

Ethyl cis-3-iodoacrylate (cis-ethyl-β-iodoacrylate, ethyl (Z)-β-iodoacrylate) is Z-vinyl iodide derivative. It is reported to be prepared from ethyl propiolate by treating with sodium iodide. Its Suzuki coupling reaction with cyclic vinyl boronic acids has been studied.

InChI:InChI=1/C5H7IO2/c1-2-8-5(7)3-4-6/h3-4H,2H2,1H3/b4-3-

Upstream product

• 623-47-2 propynoic acid ethyl ester 
• 64-17-5 ethanol 
• 6214-35-3 (Z)-3-iodoprop-2-enoic acid 
• 6372-02-7 (E)-3-iodoacrylic acid 
• 71815-44-6 (E/Z)-3-iodoacrylic acid 
• 16205-84-8 ethyl 3-(trimethylsilyl)propynoate 

Downstream Products

• 165522-44-1 (Z)-1-Iodo-3-phenylprop-1-en-3-ol 
• 342374-97-4 (2E,4E)-(R)-10-(tert-Butyl-diphenyl-silanyloxy)-7-methyl-deca-2,4-dienoic acid ethyl ester 
• 356788-89-1 1,1-dimethylethyl 2(S)-[(1Z)-3-ethoxy-3-oxo-1-propenyl]-1-pyrrolidinecarboxylate 
• 350022-50-3 1,1-dimethylethyl 2(R)-[(1Z)-3-ethoxy-3-oxo-1-propenyl]-1-pyrrolidinecarboxylate 
• 38447-06-2 ethyl (2Z,4E)-5-phenyl-2,4-pentadienoate 
• 31930-36-6 ethyl (E)-3-iodopropenoate 
• 1441-57-2 diethylmuconate 
• 1631-25-0 N-cyclohexylmaleimide 

Relevant articles and documents

Synthesis of 2E,4E,6E,11Z-octadecatetraenoic acid of the Rhizobium leguminosarum biovar viciae Nod factor

2E,4E,6E,11Z-Octadecatetraenoic acid was synthesized in a good yield and in a stereospecific manner by coupling a vinylborane compound and ethyl trans-3-iodoacrylate. The trienic system (E,E,E) was obtained by successive use of metal-catalyzed coupling and hydro-metallation reactions.

Substituent Effects in the Intramolecular Diels-Alder Reaction of 6-Furylhexenoates

The series of furyl enone esters, 4a-c, were synthesized from furan or furfural by straightforward routes. Their thermal intramolecular Diels-Alder reactions to give the tricyclic ketones 5a-c were studied in acetonitrile and toluene at two temperatures and the kinetics of the reactions determined. A comparison of these data with that obtained for the corresponding esters 2 to give the lactones 3 indicates that the rate enhancements seen for the esters (rate of dimethyl 310 times that of monomethyl) are much larger than those seen for the ketones (rate of dimethyl 6.8 times that of monomethyl). Thus, this is additional evidence for the earlier hypothesis that the presence of the oxygen atom in the tether is a factor responsible for the larger than normal rate enhancements.

Synthesis, radiolabeling, and preliminary in vivo evaluation of [68ga] ipcat-nota as an imaging agent for dopamine transporter

Introduction: Novel radiotracer development for imaging dopamine transporters is a subject of interest because although [99mTc]TRODAT-1, [123I]β-CIT, and [123I]FP-CIT are commercially available;99Mo/99mTc generator is in short supply and123I production is highly dependent on compact cyclotron. Therefore, we designed a novel positron emission tomography (PET) tracer based on a tropane derivative through C-2 modification to conjugate NOTA for chelating68Ga, a radioisotope derived from a68Ge/68Ga generator. Methods: IPCAT-NOTA 22 was synthesized and labeled with [68Ga]GaCl4 ? at room tem-perature. Biological studies on serum stability, LogP, and in vitro autoradiography (binding assay and competitive assay) were performed. Furthermore, ex vivo autoradiography, biodis-tribution, and dynamic PET imaging studies were performed in Sprague Dawley rats. Results: [68Ga]IPCAT-NOTA 24 obtained had a radiochemical yield of ≥90% and a specific activity of 4.25 MBq/nmol. [68Ga]IPCAT-NOTA 24 of 85% radiochemical purity (RCP%) was stable at 37°C for up to 60 minutes in serum with a lipophilicity of 0.88. The specific binding ratio (SBR%) reached 15.8 ± 6.7 at 60 minutes, and the 85% specific uptake could be blocked through co-injection at 100-and 1000-fold of the cold precursor in in vitro binding studies. Tissue regional distribution studies in rats with [68Ga]IPCAT-NOTA 24 showed striatal uptake (0.02% at 5 minutes and 0.007% at 60 minutes) with SBR% of 6%, 25%, and 62% at 5–15, 30–40, and 60–70 minutes, respectively, in NanoPET studies. The RCP% of [68Ga]IPCAT-NOTA 24 at 30 minutes in vivo remained 67.65%. Conclusion: Data described here provide new information on the design of PET probe of conjugate/pendent approach for DAT imaging. Another chelator or another direct method of intracranial injection must be used to prove the relation between [68Ga]IPCAT-NOTA 24 uptake and transporter localization.

Total synthesis of selaginpulvilins A and C

An efficient formal total synthesis of two compounds from the selaginpulvilin family of natural products, selaginpulvilin A and C, has been successfully achieved. The tetradehydro Diels-Alder (TDDA) reaction between an enyne and alkyne has been utilized for the creation of the necessary fluorene skeleton. Attempts at the conversion of selaginpulvilin A to selaginpulvilin B, F and H were unsuccessful.