13041-71-9

Basic information

• Product Name: Benzene, 1-iodo-4-(2-phenylethenyl)-, (E)-
• CAS NO: 13041-71-9
• Molecular Formula: C14H11I
• Molecular Weight: 306.146
• Mol File: 13041-71-9.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: Benzene, 1-iodo-4-(2-phenylethenyl)-, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-iodo-4-(2-phenylethenyl)-, (E)-(13041-71-9)
• EPA Substance Registry System: Benzene, 1-iodo-4-(2-phenylethenyl)-, (E)-(13041-71-9)

Safety Data

• Hazardous Substances Data: 13041-71-9(Hazardous Substances Data)

Upstream product

• 57080-47-4 p-Iodbenzyltriphenylarsonium bromid 
• 100-52-7 benzaldehyde 
• 1514-50-7 4-iodobenzenediazonium tetrafluoroborate 
• 92074-28-7 1-phenyl-1-(tributylstannyl)ethene 
• 61130-13-0 [(4-iodophenyl)methyl]triphenylphosphanium bromide 
• 100-42-5 styrene 
• 540-37-4 p-aminoiodobenzene 
• 4309-66-4 p-amino-trans-stilbene 
• 19260-02-7 C₈H₇IN₂O₂ 
• 100726-99-6 1-iodo-4-((phenylsulfonyl)methyl)benzene 
• 2351-50-0 4-iodostyrene 
• 71-43-2 benzene 
• 135654-49-8 diphenyl(2,2,2-trifluoroethyl)sulfonium trifluoromethanesulfonate 
• 147531-11-1 trifluoromethanesulfonic acid diphenyl(trifluoromethyl)sulfonium salt 

Relevant articles and documents

Biological evaluation of novel cyclopropyl analogues of stilbene, stilbenediol, and phenanthrene for estrogenic and antiestrogenic activity

The triphenylethylene-type antiestrogens, such as tamoxifen, are known to be useful in the treatment of estrogen-dependent tumors. However, these compounds display mixed estrogen agonist/antagonist activity which may limit their therapeutic effectiveness. This problem of mixed activity led to the synthesis and identification of a cyclopropyl derivative of cis-stilbene which we have named Analog I. This compound (1,1-dichloro-cis-2,3-diphenylcyclopropane) displayed only antiestrogenic activity in the mouse. The present study was designed to evaluate cyclopropyl derivatives of Analog II for estrogenic and antiestrogenic activity in the rate using the standard 3-d uterotropic assay and the uterine cytoplasmic estrogen receptor assay. Five compounds (B-F) which are cyclopropyl derivatives of stilbene, stilbenediol, and phenanthrene were evaluated in this study. Three of the compounds (B-D) displayed neither estrogenic nor antiestrogenic activity in the rat. The relative estrogenic activities of E and F were 11.3 and 1.5%, respectively, of diethylstilbestrol in the uterotropic assay, and 39 and 6.2%, respectively, of estradiol in the estrogen receptor assay. Neither E nor F was found to display antiestrogenic activity in the rat. The results indicate that the relative estrogenic and receptor binding activities of E and F are similar to those previously observed in the mouse, while B-D appear to be inactive in both species.

Copper-mediated cross-coupling of organostannanes with organic iodides at or below room temperature

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Custom-Made Pyrene Photocatalyst-Promoted Desulfonylation of Arylethenyl Sulfones Using Green-Light-Emitting Diodes

The Sonogashira coupling of 1,3,6,8-tetrabromopyrene with 4-[(-)-β-citronellyloxy]phenylethyne was employed to synthesize 1,3,6,8-tetra[4-(citronellyloxy)phenylethynyl]pyrene. The pyrene derivative catalyzed the reductive desulfonylation of ethenyl sulfones via visible-light irradiation (514 nm green light-emitting diodes) in the presence of i -Pr 2NEt. The β-citronellyloxy groups provided the sufficient solubility to the highly π-expanded pyrene catalyst, and their polar oxygen functionalities enabled the easy separation of the catalyst from the products via column chromatography.

Palladium-catalyzed Mizoroki-Heck-type reactions of [Ph2SRfn][OTf] with alkenes at room temperature

The first Pd-catalyzed Mizoroki-Heck-type reaction of [Ph2SRfn][OTf] with alkenes is described. The reaction of [Ph2SRfn][OTf] (Rfn = CF3, CH2CF3) with alkenes in the presence of 10 mol% Pd[P(t-Bu)3]2 and TsOH at room temperature provided the corresponding phenylation products in good to high yields. The bases that benefit the traditional Mizoroki-Heck reactions severely inhibited the transformation with [Ph2SRfn][OTf], whereas acids significantly improved the reaction. This protocol supplies a new class of cross-coupling partners for Mizoroki-Heck-type reactions and gains important insights into the reactivity of phenylsulfonium salts either with or without fluorine-containing alkyl groups as the promising phenylation reagents in organic synthesis.