Agrégation chimie Montrouge

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Détail d'une référence bibliographique pour les travaux pratiques et montages

L. Harwood, C.J. Moody, J.M. Percy - Experimental Organic Chemistry (1999)

Titre  Page   Fichier   Note 
 Preparation of 3-methyl-1-butyl ethanoate (pear essence)   430     - 
 Preparation of (S)-butyl but-2-enoate   433     - 
 Preparation of N-methylcyclohexanecarboxamide   434     - 
 Protection of ketones as ethylene ketals (1,3-dioxolanes)   436     - 
 Preparation of E-benzaldoxime   437     - 
 Preparation of 4-bromoaniline   439     Aniline : à éviter 
 Hydration of alkenes: preparation of hexan-2-ol from 1-hexene   444     - 
 Stereospecific preparation of trans-cyclohexane-1,2-diol via bromohydrin and epoxide formation   447     - 
 Preparation of cis-cyclohexane-1,2-diol by the Woodward method   451     - 
 Asymmetric dihydroxylation of trans-stilbene   453     - 
 Peracid epoxidation of cholesterol: 3-hydroxy-5a,6a-epoxycholestane   455     - 
 The Sharpless epoxidation: asymmetric epoxidation of geraniol   458     - 
 Hydration of alkenes by hydroboration-oxidation: preparation of octan-1-ol from 1-octene   461     - 
 Preparation of 7-trichloromethyl-S-bromo-∆1-p-menthane by free radical addition of bromotrichloromethane to β-pinene   462     - 
 Preparation of 1-iodobutane by SN2 displacement of bromide: the Finkelstein reaction   465     - 
 Preparation of 4-bromomethylbenzoic acid by radical substitution and conversion to 4-methoxymethylbenzoic acid by nucleophilic substitution   468     - 
 Reduction of benzophenone with sodium borohydride: preparation of diphenylmethanol   473     - 
 Reduction of 4-t-butylcyclohexanone with sodium borohydride   475     - 
 Stereospecific reduction of benzoin with sodium borohydride; determination of the stereochemistry by NMR spectroscopy   477     - 
 Chemoselectivity in the reduction of 3-nitroacetophenone   479     - 
 Reduction of diphenylacetic acid with lithium aluminium hydride   481     - 
 Reduction of N-methylcyclohexanecarboxamide with lithium aluminium hydride: N-methylcyclohexylmethylamine   484     - 
 Reduction of butyrolactone with diisobutylaluminium hydride and estimation by NMR of the relative proportions of 4-hydroxybutanal and its cyclic isomer 2-hydroxytetrahydrofuran in the product mixture   485     - 
 Wollf-Kishner reduction of propiophenone to n-propylbenzene   489     Hydrazine: à éviter 
 Preparation of Adams' catalyst and the heterogeneous hydrogenation of cholesterol   491     - 
 Preparation of Wilkinson's catalyst and its use in the selective homogeneous reduction of carvone to 7,8-dihydrocarvone   494     - 
 Birch reduction of 1,2-dimethylbenzene : 1.2-dimethyl-1,4-cyclohexadiene   497     - 
 Reduction of ethyl 3-oxobutanoate using bakerw's yeast; asymmetric synthesis of (S)-ethyl 3-hydroxybutanoate   498     - 
 Oxidation of 2-methylcyclohexanol to 2-methylcyclohexanone using aqueous chromic acid   501     Sel de chrome (VI) : à éviter 
 Oxidation of menthol to menthone using aqueous chromic acid   505     Sel de chrome (VI) : à éviter 
 Oxidation of 1-heptanol to heptanal using pyridinium chlorochromate   507     Sel de chrome (VI) : à éviter 
 Preparation of 'active' manganese dioxide and the oxidation of cinnamyl alcohol to cinnamaldehyde   510     - 
 Organic supported reagents: oxidations with silver(l) carbonate on Celite®   513     - 
 Preparation of 2-aminobenzoic acid by Hofmann rearrangement of phthalimide   515     - 
 Investigation into the stereoselectivity of the Beckmann rearrangement of the oxime derived from 4-bromoacetophenone   518     - 
 Grignard reagents: addition of phenylmagnesium bromide to ethyl 3-oxobutanoate ethylene ketal   523     - 
 Conjugate addition of a Grignard reagent to (S)-butyl but-2-enoate : preparation of (S)-butyl 3-methylheptanoate   525     - 
 Acetylide anions: preparation of ethyl phenylpropynoate   528     - 
 Generation and estimation of a solution of t-butyllithium and preparation of the highly branched alcohol tri-t-butylcarbinol   529     - 
 Preparation of cinnamic acid   535     - 
 Condensation of benzaldehyde with acetone: the Claisen-Schmidt reaction   537     - 
 Synthesis of 5,5-dimethylcyclohexane-1,3-dione   540     - 
 Reactions of indole: the Mannich and Vilsmeier reactions   542     - 
 Preparation of 3-methylcyclohex-2-enone   545     - 
 Enamines: acetylation of cyclohexanone via its pyrrolidine enamine   546     - 
 Enol derivatives: preparation of the enol acetate, trimethylsilyl enol ether, and the pyrrolidine enamine from 2-methylcyclohexanone   549     - 
 Reductive alkylation of enones: 2-(prop-2-enyl)-3-methylcyclohexanone   553     - 
 Lithium diisopropylamide as base: regioselectivity and stereoselectivity in enolate formation   555     - 
 Dianions: aldol condensation of the dianion from ethyl acetoacetate with benzophenone   557     - 
 Preparation of E-stilbene with ylid generation under phase transfer conditions   561     - 
 Preparation of 4-vinylbenzoic acid by a Wittig reaction in aqueous medium   563     - 
 A Wittig reaction involving preparation and isolation of a stabilized ylid: conversion of 1-bromobutyrolactone to α-methylenebutyrolactone   566     - 
 Preparation of (E,E)-1,4-diphenyl-1.3-butadiene   569     - 
 Sulfur ylids: preparation of methylenecyclohexane oxide   572     - 
 Illustration of 'umpolung' in organic synthesis: synthesis of ethyl phenylpyruvate via alkylation of ethyl 1,3-dithiane-2-carboxylate followed by oxidative hydrolysis with N-bromosuccinimide   576     - 
 Nitration of methyl benzoate   581     - 
 4-Bromobenzophenone by the Friedel-Crafts reaction   584     - 
 Friedel-Crafts acetylation of ferrocene using different Lewis acid catalysts and identification of the products by NMR   586     - 
 Fries rearrangement of phenyl acetate: preparation of 2-hydroxyacetophenone   589     - 
 Diels-Alder preparation of cis-cyclohex-4-ene-1,2-dicarboxylic acid   591     - 
 Preparation of 2,3-dimethyl-1,3-butadiene and its Diels-Alder reaction with maleic anhydride   594     - 
 Benzyne: Diels-Alder reaction with furan   597     - 
 [2+2]-Cycloaddition of cyclopentadiene to dichloroketene: 7,7-dichlorobicyclo[3.2.0]hept-2-en-6-one   600     - 
 Generation of dichlorocarbene and addition to styrene: preparation of (2,2-dichlorocyclopropyl)benzene   603     Chloroforme : à éviter 
 Claisen rearrangement of allyl phenyl ether : preparation and reactions of 2-allylphenol   605     Bromure d'allyle : à éviter 
 Preparation of 3,5-diphenyliaoxazoline by a 1,3-dipolar cycloaddition   609     - 
 Isolation of eugenol, the fragrant component of cloves, and a colouring component of tomatoes   613     - 
 Isolation and characterization of limonene; the major component of the essential cil of citrus fruit   616     - 
 Isolation of caffeine from tea and theobromine from cocoa   619     - 
 Dyes: preparation and use of indigo   622     - 
 Synthesis of flavone   624     - 
 Insect pheromones: synthesis of 4-methylheptan-3-ol and 4-methylheptan-3-one   627     - 
 Insect pheromones: methyl 9-oxodec-2-enoate: the queen bee pheromone   630     - 
 Synthesis of 6-nitrosaccharin   633     - 
 Preparation of copper phthalocyanine   636     - 
 Synthesis of tetraphenylporphin and its copper complex   637     - 
 Observation of sensitized fluorescence in an alumina-supported oxalate system   640     - 
 Synthesis of 2-[(2,4-dinitrophenyl)methyl]pyridine; a reversibly photochromic compound   642     - 
 Preparation of 2,4,5-triphenylimidazole and conversion into its piezochromic and photochromic dimers   644     - 
 Preparation and properties of the stabilized carbocations triphenylmethyl fluoborate and tropylium fluoborate   647     - 
 Measurement of acid dissociation constants of phenols: demonstration of a linear free-energy relationship   649     - 
 Measurement of solvent polarity   652     - 
 Preparation of 1-deuterium-1-phenylethanol and measurement of a kinetic isotope effect in the oxidation to acetophenone   654     - 
 Tautomeric systems   658     - 
 Kinetic versus thermodynamic control of reaction pathways: study of the competitive semicarbazone formation from cyclohexanone and 2-furaldehyde   659     - 
 Determination of an equilibrium constant by NMR spectroscopy   662     - 
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