81758-22-7

Basic information

• Product Name: 1-(2-iodophenyl)prop-2-yn-1-ol
• Synonyms: 1-(2-iodophenyl)prop-2-yn-1-ol
• CAS NO: 81758-22-7
• Molecular Weight: 258.058
• Mol File: 81758-22-7.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 1-(2-iodophenyl)prop-2-yn-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-iodophenyl)prop-2-yn-1-ol(81758-22-7)
• EPA Substance Registry System: 1-(2-iodophenyl)prop-2-yn-1-ol(81758-22-7)

Safety Data

• Hazardous Substances Data: 81758-22-7(Hazardous Substances Data)

Upstream product

• 26260-02-6 2-iodobenzaldehyde 
• 5159-41-1 2-iodobenzyl alcohol 
• 4301-14-8 acetylenemagnesium bromide 
• 74-86-2 acetylene 

Downstream Products

• 6626-65-9 11H-indeno<1,2-b>quinolin-11-ol 
• 131251-43-9 1-iodo-2-(prop-2-yn-1-yl)benzene 

Relevant articles and documents

Modular Synthesis of Triazole-Based Chiral Iodoarenes for Enantioselective Spirocyclizations

A new triazole-based C1-symmetrical chiral iodoarene was synthesized in a highly modular route. Based on enzymatic kinetic resolution of an easily accessible propargylic alcohol both enantiomers were accessible in enantiopure form. By Huisgen-type azide-alkyne cycloaddtion a series of differently substituted iodoarenes was synthesized in high overall yields. Finally this novel iodoarene was successfully applied in the oxidative Kita cyclization of naphthol derivatives. Good yields and high ee values were obtained in the asymmetric spirocyclization via in situ generation of the hypervalent iodine species using mCPBA as the terminal oxidant. (Figure presented.).

Stereoselective, Cascade Synthesis of trans-Enynones through Coupling-Isomerization Reaction

A mild, cascade methodology based on the modified Cadiot-Chodkiewicz reaction was developed for the stereoselective synthesis of trans-enynones. By this methodology, structurally divergent trans-enynones, which are embedded with sensitive functional groups, were synthesized. Control experiments suggested that the CuCl alone does not have a role in the isomerization step, whereas the CuCl-piperidine complex (formed during the cross coupling) may have a rate enhancing effect. Furthermore, additional sets of control experiments favor the involvement of unimolecular [1,2]-H shift rather than a homobimolecular proton abstraction during the isomerization step.

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.