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AQA CHEM4 - 13th June 2012

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    (Original post by thegodofgod)
    :eek:

    Org Synth is so cool! :party:

    Best bit of Chem IMHO
    I hope you're joking, I do find it interesting but it's too annoying when I don't get the right answer . then it's just down right stupid, but when I do...
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    (Original post by Doctor.)
    I hope you're joking, I do find it interesting but it's too annoying when I don't get the right answer . then it's just down right stupid, but when I do...
    I don't joke :hat2:

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    Well actually, I do, but not in this case


    What's best is having a starting compound and an ending compound and working out the route +/- conditions :woo:
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    (Original post by thegodofgod)
    I don't joke :hat2:

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    Well actually, I do, but not in this case


    What's best is having a starting compound and an ending compound and working out the route +/- conditions :woo:
    I don't mind if they give me the starting compound I guess, I just need practice but I cant find enough questions!
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    (Original post by Doctor.)
    I don't mind if they give me the starting compound I guess, I just need practice but I cant find enough questions!
    Just make up questions, e.g.

    Ethanol --> Phenylethanone

    Give names of organic mechanisms for forming the intermediate species as well.
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    (Original post by thegodofgod)
    Just make up questions, e.g.

    Ethanol --> Phenylethanone

    Give names of organic mechanisms for forming the intermediate species as well.
    I will try, tomorrow is my chemistry day so hopefully I will get the hang of it...Really wish there were some kind of questions though. I feel a little...as if I am cheating if I am making the questions myself :lol:
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    (Original post by thegodofgod)
    Just make up questions, e.g.

    Ethanol --> Phenylethanone

    Give names of organic mechanisms for forming the intermediate species as well.
    That one looks quite difficult:
    • Ethanol (C2H5OH) --> Ethene (C2H4) (Dehydration with conc H2SO4)
    • Ethene (C2H4) + AlCl3 + HCl + --> CH3CH2+ + AlCl4- (Electrophilic addition of HCl)
    • CH3CH2+ + Benzene (C6H6) + AlCl4- --> Ethylbenzene (C6H5CH2CH3) +AlCl3 + HCl (Electrophilic substitution, AlCl3 and HCl are catalysts)
    • Ethyl benzene (C6H5CH2CH3) --> Styrene (C6H5CH=CH2) (Dehydrogenation, Fe2O3 catalyst)
    • Styrene (C6H5CH=CH2) --> 1-bromoethylbenzene (C6H5CHBrCH3) (Electrophilic addition, HBr)
    • 1-bromoethylbenzene (C6H5CHBrCH3) --> 1-phenylethanol (C6H5CH(OH)CH3) (Nucleophilic substitution, NaOH, cold, aqueous)
    • 1-phenylethanol (C6H5CH(OH)CH3) --> 1-phenylethanone (C6H5C(O)CH3) (Oxidation, K2Cr2O7/dil H2SO4)
    There's probably an easier way.
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    (Original post by thegodofgod)
    I'm doing BIOL2, BIOL5, CHEM4, CHEM5 this summer :eek4:
    Join the club
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    (Original post by Doctor.)
    I will try, tomorrow is my chemistry day so hopefully I will get the hang of it...Really wish there were some kind of questions though. I feel a little...as if I am cheating if I am making the questions myself :lol:
    I wish i could even begin to think of questions to ask myself
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    (Original post by mrshinyshoes)
    I wish i could even begin to think of questions to ask myself
    ahah same same
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    (Original post by Glacier)
    That one looks quite difficult:
    • Ethanol (C2H5OH) --> Ethene (C2H4) (Dehydration with conc H2SO4)
    • Ethene (C2H4) + AlCl3 + HCl + --> CH3CH2+ + AlCl4- (Electrophilic addition of HCl)
    • CH3CH2+ + Benzene (C6H6) + AlCl4- --> Ethylbenzene (C6H5CH2CH3) +AlCl3 + HCl (Electrophilic substitution, AlCl3 and HCl are catalysts)
    • Ethyl benzene (C6H5CH2CH3) --> Styrene (C6H5CH=CH2) (Dehydrogenation, Fe2O3 catalyst)
    • Styrene (C6H5CH=CH2) --> 1-bromoethylbenzene (C6H5CHBrCH3) (Electrophilic addition, HBr)
    • 1-bromoethylbenzene (C6H5CHBrCH3) --> 1-phenylethanol (C6H5CH(OH)CH3) (Nucleophilic substitution, NaOH, cold, aqueous)
    • 1-phenylethanol (C6H5CH(OH)CH3) --> 1-phenylethanone (C6H5C(O)CH3) (Oxidation, K2Cr2O7/dil H2SO4)
    There's probably an easier way.
    Hmm - that's quite long-winded

    I'd go for:

    Ethanol --> Ethanoic acid (Oxidation, heat/reflux, K2Cr2O7 / H2SO4)

    Ethanoic acid --> Ethanoyl chloride (SOCl2 / PCl5)

    Ethanoyl chloride --> CH3CO+ (CH3COCl + AlCl3 --> CH3CO+ + AlCl4-)

    CH3CO+ --> C6H5COCH3 (CH3CO+ + C6H6 + AlCl4- --> C6H5COCH3 + AlCl3 + HCl).
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    (Original post by thegodofgod)
    Hmm - that's quite long-winded

    I'd go for:

    Ethanol --> Ethanoic acid (Oxidation, heat/reflux, K2Cr2O7 / H2SO4)

    Ethanoic acid --> Ethanoyl chloride (SOCl2 / PCl5)

    Ethanoyl chloride --> CH3CO+ (CH3COCl + AlCl3 --> CH3CO+ + AlCl4-)

    CH3CO+ --> C6H5COCH3 (CH3CO+ + C6H6 + AlCl4- --> C6H5COCH3 + AlCl3 + HCl).
    Hmm, I completely forgot about making acyl chlorides.

    Here's another one:

    Benzene --> N-(4-methylphenyl)propanamide (I did it in 4 steps)
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    (Original post by Glacier)
    Hmm, I completely forgot about making acyl chlorides.

    Here's another one:

    Benzene --> N-(4-methylphenyl)propanamide (I did it in 4 steps)
    Benzene --> Methylbenzene (Friedel-Crafts Alkylation, Electrophilic Substitution, C6H6 + CH3Cl + AlCl3 --> C6H5CH3 + AlCl3 + HCl)

    Methylbenzene --> 4-methylnitrobenzene (Electrophilic Substitution, H2SO4 + HNO3 --> HSO4- + H2O + NO2+.
    C6H5CH3 + NO2+ --> C6H4(CH3)NO2 + H2SO4 (H+ + HSO4-).

    4-methylnitrobenzene --> 4-methylphenylamine (Reduction with Sn / HCl, C6H4(CH3)NO2 + 6[H] --> C6H4(CH3)NH2 + 2H2O)

    4-methylphenylamine --> N-(4-methylphenyl)propanamide (Condensation reaction, forming N-substituted amide from Carboxylic acid + Secondary amine --> N-substituted amide + Water
    CH3CH2COOH + C6H4(CH3)NH2 --> C6H4(CH3)NHCOCH2CH3 + H2O)
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    I am not looking forward to this exam, Chemistry isn't exactly my best subject and there is so much you need to know for this.
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    (Original post by thegodofgod)
    Benzene --> Methylbenzene (Friedel-Crafts Alkylation, Electrophilic Substitution, C6H6 + CH3Cl + AlCl3 --> C6H5CH3 + AlCl3 + HCl)

    Methylbenzene --> 4-methylnitrobenzene (Electrophilic Substitution, H2SO4 + HNO3 --> HSO4- + H2O + NO2+.
    C6H5CH3 + NO2+ --> C6H4(CH3)NO2 + H2SO4 (H+ + HSO4-).

    4-methylnitrobenzene --> 4-methylphenylamine (Reduction with Sn / HCl, C6H4(CH3)NO2 + 6[H] --> C6H4(CH3)NH2 + 2H2O)

    4-methylphenylamine --> N-(4-methylphenyl)propanamide (Condensation reaction, forming N-substituted amide from Carboxylic acid + Secondary amine --> N-substituted amide + Water
    CH3CH2COOH + C6H4(CH3)NH2 --> C6H4(CH3)NHCOCH2CH3 + H2O)
    I did the last step slightly differently, (acylation with CH3CH2COCl), but condensation should work as well.

    What topics are you finding hardest? I don't understand proton nmr very well.
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    (Original post by Glacier)
    I did the last step slightly differently, (acylation with CH3CH2COCl), but condensation should work as well.

    What topics are you finding hardest? I don't understand proton nmr very well.
    Yeah, I thought of using an acyl chloride, but then with that white, misty HCl (g) fumes are given off, which are poisonous - I was thinking of health + safety

    Very true - I do find structure determination (n.m.r.) very difficult

    13C n.m.r. is not too bad though, as that's only carbon environments
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    (Original post by thegodofgod)
    Yeah, I thought of using an acyl chloride, but then with that white, misty HCl (g) fumes are given off, which are poisonous - I was thinking of health + safety

    Very true - I do find structure determination (n.m.r.) very difficult

    13C n.m.r. is not too bad though, as that's only carbon environments
    Are you doing CHEM5 in June as well? I find that much harder (remembering transition metal and ligand stuff), and I really want an A* in chemistry.

    I've got 7 A2 exams this summer as well (CHEM4, CHEM5, BIOL4, BIOL5, Physics PHA5C, Maths C4 and M2).
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    (Original post by Glacier)
    Are you doing CHEM5 in June as well? I find that much harder (remembering transition metal and ligand stuff), and I really want an A* in chemistry.

    I've got 7 A2 exams this summer as well (CHEM4, CHEM5, BIOL4, BIOL5, Physics PHA5C, Maths C4 and M2).
    Yeah, doing CHEM5 too - transition metals is more memory than anything else tbh :hmmm:

    Ouch!

    I have BIOL2, BIOL5, CHEM4, CHEM5, German 6GN03 (Speaking, 1/5/12), German 6GN04, Critical Thinking F502 ()

    Just finished BIO6X (EMPA) this week, and got CHM6X after Easter hols
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    (Original post by thegodofgod)
    Yeah, doing CHEM5 too - transition metals is more memory than anything else tbh :hmmm:

    Ouch!

    I have BIOL2, BIOL5, CHEM4, CHEM5, German 6GN03 (Speaking, 1/5/12), German 6GN04, Critical Thinking F502 ()

    Just finished BIO6X (EMPA) this week, and got CHM6X after Easter hols
    Does everyone do EMPAs at the same time? My school does the ISA (6T instead of 6X), and every class does it on a different day, so everyone can find out the answers from the class that did it first. I did both Critical Thinking F501 and F502 in January and got a C. I'm reapplying for medicine, so I hope they don't mind about that.

    Anyway, to avoid to going off topic too much: are we expected to know all of the IUPAC priorities for naming functional groups? (Like how C6H5NO2 is nitrobenzene, but C6H5NH2 is phenylamine, not aminobenzene)
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    (Original post by Glacier)
    Does everyone do EMPAs at the same time? My school does the ISA (6T instead of 6X), and every class does it on a different day, so everyone can find out the answers from the class that did it first. I did both Critical Thinking F501 and F502 in January and got a C. I'm reapplying for medicine, so I hope they don't mind about that.

    Anyway, to avoid to going off topic too much: are we expected to know all of the IUPAC priorities for naming functional groups? (Like how C6H5NO2 is nitrobenzene, but C6H5NH2 is phenylamine, not aminobenzene)
    No - For BIO6X, the submission deadline is 15th May 2012 - so you can do it any time up until the day before. Probably the same for CHM6X as well.

    Yeah - my set was the last to do the BIO6X written test

    Unfortunately everyone in my year is doing the CHM6X (practicals + written test) at the same time .

    Our school does AS Critical Thinking over 2 years, i.e. F501 in June 2011 and F502 in June 2012 Got a C (67 UMS) in F501, hoping to get at least (73/100 UMS) to get a B average :cool:

    :woo: I'm reapplying for medicine as well next year :five:

    :hmmm: The more we know the better, I suppose - I know my text book (A2 Nelson Thornes Chemistry for AQA) has a table which shows all of the prefixes and suffixes, but it doesn't explicitly say the priorities
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    (Original post by Glacier)
    That one looks quite difficult:
    • Ethanol (C2H5OH) --> Ethene (C2H4) (Dehydration with conc H2SO4)
    • Ethene (C2H4) + AlCl3 + HCl + --> CH3CH2+ + AlCl4- (Electrophilic addition of HCl)
    • CH3CH2+ + Benzene (C6H6) + AlCl4- --> Ethylbenzene (C6H5CH2CH3) +AlCl3 + HCl (Electrophilic substitution, AlCl3 and HCl are catalysts)
    • Ethyl benzene (C6H5CH2CH3) --> Styrene (C6H5CH=CH2) (Dehydrogenation, Fe2O3 catalyst)
    • Styrene (C6H5CH=CH2) --> 1-bromoethylbenzene (C6H5CHBrCH3) (Electrophilic addition, HBr)
    • 1-bromoethylbenzene (C6H5CHBrCH3) --> 1-phenylethanol (C6H5CH(OH)CH3) (Nucleophilic substitution, NaOH, cold, aqueous)
    • 1-phenylethanol (C6H5CH(OH)CH3) --> 1-phenylethanone (C6H5C(O)CH3) (Oxidation, K2Cr2O7/dil H2SO4)
    There's probably an easier way.

    Oh my word...

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