n-propylethanamide

N-propylethanamide must be this name even if wrong amine used NOT N-propylethaneamide 1 (b) (i) Not allow ambiguous C3H7NH2 BEWARE No mark for the original amine CH3CH2CH2NH2 Label and structure must both be correct for each type to score the mark 1 Allow C2H5 Penalize wrong number of carbons but otherwise correct first time only 1 N-methyl-N-propylethanamide 4-bromohept-2-yne 2 4 6-trimethylphenol pentan-1 5-dioc acid 5-phenyloctan-2-one 3-ethyl-3-methylhexane cyclopropanol N-2-methylbutylpentanamide 2-ethoxy-3-methylhexane 2-bromopropyl benzoate 4-hydroxybutanoic acid polypropene Reactions 1 Complete the following reactions – draw the reactants and products show the mechanism and conditions and

SOLUTIONS TO REVIEW QUESTIONS

N-propylethanamide propylammonium chloride O CH 3 NH 2 CH 3 3 4-dimethylaniline - 367 - - Chapter 25 - + – (c) An aniline plus a strong acid forms an aniline salt 29 Amines are bases while carboxylic acids and phenols are acids Alcohols and amides are neither acids nor bases (a) amine base (b) amide neither (c) amide neither (d) carboxylic acid acid (e) alcohol neither (f) alcohol

26 2 Nomenclature of the Derivatives of Hydrocarbons (SB p 46) Example 26-2 Give the structural formula for each of the following compounds: (a) 2-methylhexane (b) 4-methylheptan-2-ol (c) pentan-2-one (d) 5-methylhexanoic acid (e) methyl 2 2-dimethylpentanoate (f)N-ethyl-N-propylethanamide

Predicted data is generated using the US Environmental Protection Agency's EPISuite™ Log Octanol-Water Partition Coef (SRC): Log Kow (KOWWIN v1 67 estimate) = 0 29 Boiling Pt Melting Pt Vapor Pressure Estimations (MPBPWIN v1 42): Boiling Pt (deg C): 230 37 (Adapted Stein Brown method) Melting Pt (deg C): 42 79 (Mean or Weighted MP) VP(mm Hg 25 deg C): 0 0499 (Modified Grain

AQA organic reaction mechanisms Click a box below to go to the mechanism AS Free Radical Substitution Click here for advice Electrophilic Addition Nucleophilic Substitution (nitrile hydrolysis reaction) Elimination of HX from haloalkanes Elimination of water from alcohols A2 Electrophilic Substitution Friedel-Crafts Alkylation Acylation Nucleophilic Addition Nucleophilic Addition Elimination

N-propylethanamide must be this name even if wrong amine used NOT N-propylethaneamide 1 (b) (i) Not allow ambiguous C3H7NH2 BEWARE No mark for the original amine CH3CH2CH2NH2 Label and structure must both be correct for each type to score the mark 1 Allow C2H5 Penalize wrong number of carbons but otherwise correct first time only 1 1

Organic Chemistry: Carboxylic Acid and Its Derivatives

20 amide 30 amide N-propylethanamide N-phenylpropanamide N-ethyl-N-methylbutanamide N N-dimethylbenzamide 48 7 11 Preparation of amide Name of reaction Reagent used and condition Equation Reaction with amine Acyl chloride with ammonia propanoyl chloride ammonia propylamide Acyl chloride with amine Ethanoyl chloride propylamine Heating ammonium salt with ester Ammonium salt with

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Question 8: N-propylethanamide Question 9: N-methyl-N-propylbutanamide Question 10: N 4-dimethylpentanamide Question 11: 5-methylhexanamide Question 12: N-ethyl-N-methyl-1-butanamine Question 13: 2 4-dimethylhexanamide Question 14: N-methyl-N-propylpropanamide Question 15: N N 3-trimethyl-1-pentanamine Question 16: N-methyl-1-hexanamine Question 17: 3-methyl-2-hexanamine

N-propylethanamide must be this name even if wrong amine used 1 NOT N-propylethaneamide CHERRY HILL TUITION AQA CHEMISTRY A2 PAPER 30 MARK SCHEME 9 8(b)(i) Primary H 3C CH CH 3 NH 2 Not allow ambiguous C 3H 7NH 2 BEWARE No mark for the original amine CH 3CH 2CH 2NH 2 1 Label and structure must both be correct for each type to score the mark H 3C N H CH

Eg ethanoyl chloride + 1-aminopropane N-propylethanamide + HCl : C O H H OH H + CH: H + H: 2: O: 2: CH: 3: H N H: CH C O: C H H: N: H C H: CH: 3: C: It follows that if a dicarboxylic acid is reacted with a diamine the COOH group at each - end of the dicarboxylic acid with join to an NH-2 group and the NH-2 group at each end of the diamine will join to a COOH group It should therefore be

20 amide 30 amide N-propylethanamide N-phenylpropanamide N-ethyl-N-methylbutanamide N N-dimethylbenzamide 48 7 11 Preparation of amide Name of reaction Reagent used and condition Equation Reaction with amine Acyl chloride with ammonia propanoyl chloride ammonia propylamide Acyl chloride with amine Ethanoyl chloride propylamine Heating ammonium salt with ester Ammonium salt with

AQA organic reaction mechanisms Click a box below to go to the mechanism Click here for advice AS Free Radical Substitution Electrophilic Addition Nucleophilic Substitution (nitrile hydrolysis reaction) Elimination of HX from haloalkanes Elimination of water from alcohols Slideshow

N-methyl-N-propylethanamide 4-bromohept-2-yne 2 4 6-trimethylphenol pentan-1 5-dioc acid 5-phenyloctan-2-one 3-ethyl-3-methylhexane cyclopropanol N-2-methylbutylpentanamide 2-ethoxy-3-methylhexane 2-bromopropyl benzoate 4-hydroxybutanoic acid polypropene Reactions 1 Complete the following reactions – draw the reactants and products show the mechanism and conditions and

Alkane Alkene Alkynes and Cycloalkanes page 5 A

Draw and name all the isomers for C4H9CONH2 Pentanamide 2-methylbutanamide CH3 O CH3 H2N H2N CH3 O 3-methylbutanamide H 2N 2 2-dimethylpropanamide H 3C CH3 CH3 H 2N O CH3 CH3 O N-methylbutanamide N N-dimethylpropanamide CH3 CH3 N CH3 H N H3C CH3 O O N-ethylpropanamide N-ethyl-N-methylethanamide O O CH3 H3C N CH3 H3C N H H3C N N-diethylmethanamide H3C N-propylethanamide

20 amide 30 amide N-propylethanamide N-phenylpropanamide N-ethyl-N-methylbutanamide N N-dimethylbenzamide 48 7 11 Preparation of amide Name of reaction Reagent used and condition Equation Reaction with amine Acyl chloride with ammonia propanoyl chloride ammonia propylamide Acyl chloride with amine Ethanoyl chloride propylamine Heating ammonium salt with ester Ammonium salt with

AQA organic reaction mechanisms Click a box below to go to the mechanism AS Free Radical Substitution Click here for advice Electrophilic Addition Nucleophilic Substitution (nitrile hydrolysis reaction) Elimination of HX from haloalkanes Elimination of water from alcohols A2 Electrophilic Substitution Friedel-Crafts Alkylation Acylation Nucleophilic Addition Nucleophilic Addition Elimination

Ethanol is a famous organic compound which is used to synthesis more organic compounds There are four carbon atoms in butanol molecule Both ethanol and butanol are alcohol compounds When we prepare butanol from ethanol we have to double the number of carbon atoms

Amide preparing - Convert ethylbromide to N-propylethanamide Amides can be prepared from carboxylic acid or acid halides by reaction with amines When we change the amine type (primary secondary and tertiary) we can get different amide types But here we are going to prepare N-propylethanamide from ethylbromide Reaction of carboxylic acid

N-Phenyl-N-propylethanamide Nomenclature of carboxylic Acid derivatives Nomenclature of Acid Anhydrides Most anhydrides are named by dropping the word acid from the name of the carboxylic acid and then adding the word anhydride Ethanoic anhydride acetic anhydride Butandioic anhydride succinic anhydride Benzoic anhydride Phthalic anhydride Cyclohexanecarboxylic anhydride

Eg ethanoyl chloride + 1-aminopropane N-propylethanamide + HCl : C O H H OH H + CH: H + H: 2: O: 2: CH: 3: H N H: CH C O: C H H: N: H C H: CH: 3: C: It follows that if a dicarboxylic acid is reacted with a diamine the COOH group at each - end of the dicarboxylic acid with join to an NH-2 group and the NH-2 group at each end of the diamine will join to a COOH group It should therefore be

26 2 Nomenclature of the Derivatives of Hydrocarbons (SB p 46) Example 26-2 Give the structural formula for each of the following compounds: (a) 2-methylhexane (b) 4-methylheptan-2-ol (c) pentan-2-one (d) 5-methylhexanoic acid (e) methyl 2 2-dimethylpentanoate (f)N-ethyl-N-propylethanamide

AQA organic reaction mechanisms Click a box below to go to the mechanism Click here for advice AS Free Radical Substitution Electrophilic Addition Nucleophilic Substitution (nitrile hydrolysis reaction) Elimination of HX from haloalkanes Elimination of water from alcohols Slideshow

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