6372-02-7

Basic information

• Product Name: (E)-3-Iodo-2-propenoic acid
• Synonyms: (E)-3-Iodo-2-propenoic acid;(E)-3-Iodoacrylic acid;(E)-3-IODOACRYLIC ACID(WX610044)
• CAS NO: 6372-02-7
• Molecular Formula: C₃H₃IO₂
• Molecular Weight: 197.96
• Mol File: 6372-02-7.mol
• Article Data: 24

Chemical Properties

• Melting Point: 144-147 °C
• Boiling Point: 248.3±23.0 °C(Predicted)
• Appearance: /
• Density: 2.325±0.06 g/cm3(Predicted)
• PKA: 3.73±0.10(Predicted)
• CAS DataBase Reference: (E)-3-Iodo-2-propenoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-3-Iodo-2-propenoic acid(6372-02-7)
• EPA Substance Registry System: (E)-3-Iodo-2-propenoic acid(6372-02-7)

Safety Data

• Hazardous Substances Data: 6372-02-7(Hazardous Substances Data)

Usage

General Description

(E)-3-Iodo-2-propenoic acid, also known as iodocrotonic acid, is a chemical compound that belongs to the family of carboxylic acids. It is an organic compound with the molecular formula C3H3IO2. (E)-3-Iodo-2-propenoic acid is characterized by a double bond between the first and second carbon atoms in the propenoic acid molecule, and an iodine atom attached to the third carbon atom. (E)-3-Iodo-2-propenoic acid is used in organic synthesis and is a valuable intermediate for the synthesis of pharmaceuticals and other organic compounds. Its unique structure and reactivity make it an important chemical for various industrial applications. Additionally, its properties as a reagent in organic reactions make it a versatile compound for use in the laboratory and in chemical research.

Upstream product

• 56-23-5 tetrachloromethane 
• 927867-71-8 3,3-diiodopropanoic acid 
• 471-25-0 Propiolic acid 
• 71815-44-6 (E/Z)-3-iodoacrylic acid 
• 10034-85-2 hydrogen iodide 
• 6214-35-3 (Z)-3-iodoprop-2-enoic acid 

Downstream Products

• 31930-36-6 ethyl (E)-3-iodopropenoate 
• 21651-12-7 (E)-2,4-pentadienoic acid 
• 30361-33-2 (2E,4E)-deca-2,4-dienoic acid 
• 24738-48-5 2,4-dodecadienoic acid 
• 24738-49-6 2,4-(E,E)-tetradecadienoic acid 
• 136-72-1 piperic acid 
• 236401-66-4 (3E,5E,7S,8S,11E,13E,15S,16S)-8,16-bis[(1S,2S,3S,4R)-2-hydroxy-4-(4-methoxybenzyloxy)-1,3-dimethylpentyl]-7,15-dimethyl-1,9-dioxacyclohexadeca-3,5,11,13-tetraene-2,10-dione 
• 37428-50-5 (2E)-3-iodo-2-propen-1-ol 
• 6214-35-3 (Z)-3-iodoprop-2-enoic acid 
• 140-10-3 (E)-3-phenylacrylic acid 
• 6213-88-3 (E)-methyl 3-iodoacrylate 
• 13831-01-1 3-(benzylthio)acrylic acid 
• 652976-02-8 (E)-N-benzyl-3-iodopropenamide 

Relevant articles and documents

Total synthesis of the plasmoidal pigment physarorubinic acid, a polyenoyl tetramic acid

The total synthesis of physarorubinic acid, a polyenoyltetramic acid plasmoidal pigment from Physarum polycephalum, is described in a series of steps from (E)-3-iodoacrylic acid 6 and employs aminolysis of the pentaene thioester 11 as a key synthetic step. Lacey-Dieckmann cyclisation and subsequent deprotection then affords physarorubinic acid 1 in high yield and purity.

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.

A low temperature, vinylboronate ester-mediated, iterative cross-coupling approach to xanthomonadin polyenyl pigment analogues

Approaches to the polyene natural product xanthomonadin, an octaenyl electron-deficient bacterial photoprotective agent, and its debromo analogue, were developed. These involved the iterative cross-coupling of multiple C2-fragments, using a vinylboronate