593-66-8

Basic information

• Product Name: VINYL IODIDE
• Synonyms: VINYL IODIDE;1-Iodoethylene;ethylene,iodo-;iodo-ethen;iodoethene;iodo-ethene;iodoethylene;VINYL IODIDE, TECH. 90%
• CAS NO: 593-66-8
• Molecular Formula: C₂H₃I
• Molecular Weight: 153.95
• EINECS: 209-801-1
• Mol File: 593-66-8.mol

Chemical Properties

• Boiling Point: 56 °C
• Flash Point: 55-56°C
• Appearance: /
• Density: 2,08 g/cm3
• Vapor Pressure: 244mmHg at 25°C
• Refractive Index: 1.5385
• Water Solubility: Not miscible or difficult to mix in water.
• Sensitive: Light Sensitive
• BRN: 1731578
• CAS DataBase Reference: VINYL IODIDE(CAS DataBase Reference)
• NIST Chemistry Reference: VINYL IODIDE(593-66-8)
• EPA Substance Registry System: VINYL IODIDE(593-66-8)

Safety Data

• Hazard Codes: T
• Statements: 23/24/25-45-22
• Safety Statements: 45-53-36-20
• RIDADR: 2810
• TSCA: Yes
• HazardClass: POSSIBLE CARCINOGEN, TOXIC
• PackingGroup: II
• Hazardous Substances Data: 593-66-8(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
VINYL IODIDE is used as a key intermediate for the synthesis of various organic compounds. Its presence in the molecule allows for a wide range of reactions, including addition, substitution, and elimination reactions, which can lead to the formation of a diverse array of products.
Used in Chemical Research:
In the field of chemical research, VINYL IODIDE serves as a valuable compound for studying the effects of halogenation on the reactivity and stability of organic molecules. Researchers can use it to explore new reaction pathways and develop innovative synthetic methods.
Used in Pharmaceuticals:
VINYL IODIDE is used as a building block in the development of pharmaceutical compounds. Its unique reactivity allows for the creation of novel drug candidates with potential therapeutic applications. Additionally, its properties can be exploited to design targeted drug delivery systems or to improve the pharmacokinetic and pharmacodynamic properties of existing drugs.

InChI:InChI=1/C2H3I/c1-2-3/h2H,1H2

Upstream product

• 594-02-5 1,1-diiodoethane 
• 624-73-7 1,2-Diiodoethane 
• 74-86-2 acetylene 
• 2465-56-7 methylene 
• 75-47-8 iodoform 
• 71-43-2 benzene 
• 74-85-1 ethene 
• 2314-97-8 iodotrifluoromethane 
• 590-27-2 (E)-1,2-diiodoethene 
• 74-84-0 ethane 
• 7553-56-2 iodine 
• 109-92-2 ethyl vinyl ether 
• 111-34-2 -butyl vinyl ether 
• 507-02-8 acetyl iodide 

Downstream Products

• 594-02-5 1,1-diiodoethane 
• 78-74-0 1,1,2-tribromoethane 
• 41902-36-7 1,2-dimethyl cyclohex-2-ene-1,2-dicarboxylate 
• 50388-65-3 (1S,2R)-Cyclohex-3-ene-1,2-dicarboxylic acid dimethyl ester 
• 88278-42-6 2-benzoylamino-2-benzoyloxymethyl-2,5-dideoxy-3-O-benzoyl-5-(E)-9-oxopentadec-1-enyl-D-lyxono-1,4-lactone 
• 74-86-2 acetylene 
• 74-85-1 ethene 
• 106-99-0 buta-1,3-diene 
• 4393-06-0 1-Phenyl-2-propen-1-ol 
• 4352-44-7 1-cyclohexylprop-2-en-1-ol 
• 695-12-5 vinylcyclohexane 
• 7553-56-2 iodine 
• 50-00-0 formaldehyd 
• 64-18-6 formic acid 

Relevant articles and documents

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Acyl iodides in organic synthesis: VI. Reactions with vinyl ethers

Reactions of acetyl iodide with butyl vinyl ether, 1,2-divinyloxyethane, phenyl vinyl ether, 1,4-di-vinyloxybenzene, and divinyl ether were studied. Vinyl ethers derived from aliphatic alcohols (butyl vinyl ether and 1,2-divinyloxyethane) react with acetyl iodide in a way similar to ethyl vinyl ether, i.e., with cleavage of both O-Csp2 and Alk-O ether bonds. From butyl vinyl ether, a mixture of vinyl iodide, butyl acetate, vinyl acetate, and butyl iodide is formed, while 1,2-divinyloxyethane gives rise to vinyl iodide, vinyl acetate, and 2-iodoethyl acetate. The reaction of acetyl iodide with divinyl ether involves cleavage of only one O-Csp2 bond, yielding vinyl acetate and vinyl iodide. In the reactions of acetyl iodide with phenyl vinyl ether and 1,4-divinyloxybenzene, only the O-CVin bond is cleaved, whereas the O-CAr bond remains intact.

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The present invention provides convergent processes for preparing epothilones, desoxyepothilones, and analogues thereof. The present invention further provides novel compositions and methods for the treatment of cancer and additionally provides methods for the treatment of cancer which has developed a multi-drug phenotype.

Synthesis of epothilones, intermediates thereto and analogues thereof

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Synthesis of epothilones and related analogs

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Reaction of acyl iodides RCOI (R = Me, Ph) was studied with acyclic and cyclic ethers (Et2O, MeCHCH2(O), ClCH2CHCH 2(O), THF, O(CH2CH2)2O, EtOCH 2CH2OH, EtOCH=CH2, PhOEt]. The reaction occurred with the rupture of one or two CO bonds furnishing the corresponding iodides and esters.