131251-43-9

Basic information

• Product Name: 1-iodo-2-(prop-2-yn-1-yl)benzene
• Synonyms: 1-iodo-2-(prop-2-yn-1-yl)benzene
• CAS NO: 131251-43-9
• Molecular Weight: 242.059
• Mol File: 131251-43-9.mol

Chemical Properties

• CAS DataBase Reference: 1-iodo-2-(prop-2-yn-1-yl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-iodo-2-(prop-2-yn-1-yl)benzene(131251-43-9)
• EPA Substance Registry System: 1-iodo-2-(prop-2-yn-1-yl)benzene(131251-43-9)

Safety Data

• Hazardous Substances Data: 131251-43-9(Hazardous Substances Data)

Upstream product

• 81758-22-7 1-(2-iodophenyl)prop-2-yn-1-ol 
• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 13361-64-3 trimethyl(propargyl)silane 
• 26260-02-6 2-iodobenzaldehyde 
• 131170-46-2 C₉H₈F₃IO₅S 
• 14583-80-3 1-(triphenylgermyl)-2-propyne 
• 27126-76-7 [hydroxy(tosyloxy)iodo]benzene 
• 4104-89-6 triphenylpropargyl stannane 

Downstream Products

• 243-51-6 11H-indeno[1,2-b]quinoline 
• 74190-01-5 1-iodo-2-(prop-2-en-1-yl)benzene 
• 868744-79-0 (E)-3-(o-iodophenyl)-1-bromo-1-propene 
• 112635-25-3 methyl 2-(2-(2,3-dihydro-1-oxo-1H-indenyl))acetate 
• 948-03-8 1-hydroxy-naphthalene-2-carboxylic acid methyl ester 
• 868745-30-6 [(E)-(S)-3-((1S,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-1-(2-vinyl-benzyl)-allyl]-carbamic acid tert-butyl ester 
• 868744-92-7 (E)-(S)-1-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-4-(2-vinyl-phenyl)-but-2-en-1-ol 
• 868744-84-7 (E)-(R)-1-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyl)-4-(2-vinyl-phenyl)-but-2-en-1-ol 
• 868744-78-9 (E)-3-(2-vinylphenyl)-1-bromo-1-propene 
• 179735-85-4 (E)-4-(2-Iodo-phenyl)-but-2-enoic acid methyl ester 

Relevant articles and documents

Acid Activation in Phenyliodine Dicarboxylates: Direct Observation, Structures, and Implications

The use of the hypervalent iodine reagents in oxidative processes has become a staple in modern organic synthesis. Frequently, the reactivity of λ3 iodanes is further enhanced by acids (Lewis or Br?nsted). The origin of such activation, however, has remained elusive. Here, we use the common combination of PhI(OAc)2 with BF3·Et2O as a model to fully explore this activation phenomenon. In addition to the spectroscopic assessment of the dynamic acid-base interaction, for the first time the putative PIDA·BF3 complex has been isolated and its structure determined by X-ray diffraction. Consequences of such activation are discussed from a structural and electronic (DFT) points of views, including the origins of the enhanced reactivity.

On the mechanism of nucleophilic substitution of allenyl(aryl)iodine(III): Formation of propargyl cation and competition with sigmatropic rearrangement

The ratios of nucleophilic substitution versus [3,3] sigmatropic rearrangement for the collapse of allenyl(aryl)-iodine(III), generated from the reaction of aryliodanes with propargylsilanes in the presence of BF3- Et2O in alcohols, were determined. A proposed mechanism involves generation of propargyl cations from the allenyliodine(III) via a unimolecular pathway.

Tandem radical reactions of isonitriles with 2-pyridonyl and other aryl radicals: Scope and limitations, and a first generation synthesis of (±)-camptothecin

Photolysis of N-propargyl-6-halo-2-pyridones and related aromatic halides in the presence of aryl isonitriles provides tetra- and penta-cyclic products in a single step by a sequence of radical addition to the isonitrile followed by two cyclizations. The scope and limitations of the process are described along with a first generation synthesis of racemic camptothecin.

Generation of allenyliodinanes and their reductive iodonio-Claisen rearrangement

Reported for the first time are the generation of allenyliodinanes and their reductive iodonio-Claisen rearrangement. Reaction of propargylsilanes, germanes, and stannanes with aryliodinanes in the presence of BF3-Et2O undergoes a re