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90-14-2

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90-14-2 Usage

Chemical Properties

clear yellow to brown liquid

Uses

1-Iodonaphthalene undergoes Pd catalyzed cross-coupling reaction (Stille reaction) with 2,4-dimethoxy-6-(trimethylstannyl)pyrimidine to afford 2,4-dimethoxy-6-(naphthalen-1-yl)pyrimidine.

General Description

Ultrafast relaxation of 1-iodonaphthalene has been studied by time-resolved femtosecond pump-probe mass spectrometry. 1-Iodonaphthalene undergoes Pd catalyzed cross-coupling reaction (Stille reaction) with 2,4-dimethoxy-6-(trimethylstannyl)pyrimidine to afford 2,4-dimethoxy-6-(naphthalen-1-yl)pyrimidine.

Check Digit Verification of cas no

The CAS Registry Mumber 90-14-2 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 0 respectively; the second part has 2 digits, 1 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 90-14:
(4*9)+(3*0)+(2*1)+(1*4)=42
42 % 10 = 2
So 90-14-2 is a valid CAS Registry Number.
InChI:InChI=1/C10H7I/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7H

90-14-2 Well-known Company Product Price

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  • (Code)Product description
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  • TCI America

  • (I0266)  1-Iodonaphthalene  >97.0%(GC)

  • 90-14-2

  • 25g

  • 650.00CNY

  • Detail
  • Alfa Aesar

  • (B22644)  1-Iodonaphthalene, 98%   

  • 90-14-2

  • 10g

  • 620.0CNY

  • Detail
  • Alfa Aesar

  • (B22644)  1-Iodonaphthalene, 98%   

  • 90-14-2

  • 50g

  • 2164.0CNY

  • Detail

90-14-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-Iodonaphthalene

1.2 Other means of identification

Product number -
Other names monoiodonaphthalene

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:90-14-2 SDS

90-14-2Relevant articles and documents

Palladium-Catalyzed Decarbonylative Iodination of Aryl Carboxylic Acids Enabled by Ligand-Assisted Halide Exchange

Boehm, Philip,Cacherat, Bastien,Lee, Yong Ho,Martini, Tristano,Morandi, Bill

supporting information, p. 17211 - 17217 (2021/07/02)

We report an efficient and broadly applicable palladium-catalyzed iodination of inexpensive and abundant aryl and vinyl carboxylic acids via in situ activation to the acid chloride and formation of a phosphonium salt. The use of 1-iodobutane as iodide source in combination with a base and a deoxychlorinating reagent gives access to a wide range of aryl and vinyl iodides under Pd/Xantphos catalysis, including complex drug-like scaffolds. Stoichiometric experiments and kinetic analysis suggest a unique mechanism involving C?P reductive elimination to form the Xantphos phosphonium chloride, which subsequently initiates an unusual halogen exchange by outer sphere nucleophilic substitution.

Orthogonal Stability and Reactivity of Aryl Germanes Enables Rapid and Selective (Multi)Halogenations

Deckers, Kristina,Fricke, Christoph,Schoenebeck, Franziska

supporting information, p. 18717 - 18722 (2020/08/25)

While halogenation is of key importance in synthesis and radioimaging, the currently available repertoire is largely designed to introduce a single halogen per molecule. This report makes the selective introduction of several different halogens accessible. Showcased here is the privileged stability of nontoxic aryl germanes under harsh fluorination conditions (that allow selective fluorination in their presence), while displaying superior reactivity and functional-group tolerance in electrophilic iodinations and brominations, outcompeting silanes or boronic esters under rapid and additive-free conditions. Mechanistic experiments and computational studies suggest a concerted electrophilic aromatic substitution as the underlying mechanism.

Mechanism of Cu-catalyzed aryl boronic acid halodeboronation using electrophilic halogen: Development of a base-catalyzed iododeboronation for radiolabeling applications

Molloy, John J.,O'rourke, Kerry M.,Frias, Carolina P.,Sloan, Nikki L.,West, Matthew J.,Pimlott, Sally L.,Sutherland, Andrew,Watson, Allan J. B.

supporting information, p. 2488 - 2492 (2019/04/10)

An investigation into the mechanism of Cu-catalyzed aryl boronic acid halodeboronation using electrophilic halogen reagents is reported. Evidence is provided to show that this takes place via a boronate-driven ipso-substitution pathway and that Cu is not required for these processes to operate: General Lewis base catalysis is operational. This in turn allows the rational development of a general, simple, and effective base-catalyzed halodeboronation that is amenable to the preparation of 125I-labeled products for SPECT applications.

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