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Chemical Structure| 180868-99-9 Chemical Structure| 180868-99-9

Structure of 180868-99-9

Chemical Structure| 180868-99-9

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Product Details of [ 180868-99-9 ]

CAS No. :180868-99-9
Formula : C10H8Cl2O3
M.W : 247.08
SMILES Code : O=C(C(C1=CC=CC(Cl)=C1Cl)=O)OCC
MDL No. :MFCD09801402

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Application In Synthesis of [ 180868-99-9 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 180868-99-9 ]

[ 180868-99-9 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 7664-93-9 ]
  • [ 2401-21-0 ]
  • [ 4755-77-5 ]
  • [ 180868-99-9 ]
YieldReaction ConditionsOperation in experiment
With magnesium; In water; cadmium(II) chloride; benzene; Method A Grignard reagent was prepared in conventional manner as follows: The dichloroiodobenzene was added to magnesium over 1-2 hours and the resulting solution was refluxed for about 4 hours. As all the Mg had not dissolved the Grignard was allowed to stir at room temperature overnight. The flask was then cooled in ice and the dry cadmium chloride added portionwise over 10 minutes. When all the cadmium chloride had been added the reaction mixture was allowed to warm to room temperature and was then heated under reflux for 45 minutes. The ether was evaporated off and the residue washed twice with dry benzene which, in was turn, also evaporated off. The residue was then taken and treated with ethyl oxalyl chloride in 20 mls dry benzene. This was added slowly from a dropping funnel with stirring. The reaction was very vigorous. When addition was complete and spontaneous reflux had subsided the reaction mixture was refluxed for a further hour. The reaction mixture was then cooled in an ice bath. Ice/water was carefully added. Sufficient 20percent H2 SO4 was then added to give two clear phases. The aqueous phase was separated and extracted twice with benzene. The benzene layers were combined and extracted 1*water, 1*Na2 CO3 solution, 1*water and 1*NaCl solution. The benzene solution was then dried over MgSO4, filtered and evaporated down. 17.5 g crude material was obtained. NMR and TLC analyses were performed. TLC in Si/CHCl3 gave two spots, one corresponding to the title compound (product) and one to the dichloroiodobenzene (starting material).
 

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Technical Information

• Acyl Group Substitution • Alkyl Halide Occurrence • Baeyer-Villiger Oxidation • Barbier Coupling Reaction • Baylis-Hillman Reaction • Bouveault-Blanc Reduction • Bucherer-Bergs Reaction • Catalytic Hydrogenation • Clemmensen Reduction • Complex Metal Hydride Reductions • Corey-Bakshi-Shibata (CBS) Reduction • Corey-Chaykovsky Reaction • Ester Cleavage • Fischer Indole Synthesis • General Reactivity • Grignard Reaction • Henry Nitroaldol Reaction • Hiyama Cross-Coupling Reaction • Horner-Wadsworth-Emmons Reaction • Hydride Reductions • Kinetics of Alkyl Halides • Kumada Cross-Coupling Reaction • Lawesson's Reagent • Leuckart-Wallach Reaction • McMurry Coupling • Meerwein-Ponndorf-Verley Reduction • Passerini Reaction • Paternò-Büchi Reaction • Petasis Reaction • Peterson Olefination • Pictet-Spengler Tetrahydroisoquinoline Synthesis • Preparation of Aldehydes and Ketones • Preparation of Amines • Prins Reaction • Reactions of Aldehydes and Ketones • Reactions of Alkyl Halides with Reducing Metals • Reactions of Amines • Reactions of Benzene and Substituted Benzenes • Reactions with Organometallic Reagents • Reformatsky Reaction • Robinson Annulation • Schlosser Modification of the Wittig Reaction • Schmidt Reaction • Specialized Acylation Reagents-Carbodiimides and Related Reagents • Specialized Acylation Reagents-Ketenes • Stille Coupling • Stobbe Condensation • Substitution and Elimination Reactions of Alkyl Halides • Suzuki Coupling • Tebbe Olefination • Ugi Reaction • Wittig Reaction • Wolff-Kishner Reduction

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