DIR Return Create A Forum - Home
       ---------------------------------------------------------
       Chemistry:The Central Science
  HTML https://kolathechemist.createaforum.com
       ---------------------------------------------------------
       *****************************************************
   DIR Return to: General Organic Chemistry
       *****************************************************
       #Post#: 916--------------------------------------------------
       Solve- Organic Chem
   DIR By: Michel
       Date: October 17, 2012, 7:30 am
       ---------------------------------------------------------
       I should have made a POTW but I somehow ran out of gas :'(
       Anyway, I just want to post this one to see if any one is
       interested ...
       An organic compound, A(C3H6O) was treated with acidified
       disodium dichromate to give B(C3H6O2). Compound B was reacted
       with ethanol in the presence of a small amount of H2SO4 to give
       C(C5H10O2) which had a fruity smell. In a separate experiment, A
       was treated with NaCN in sulfuric acid solution to give
       D(C4H7NO) which was hydrolysed to E(C4H8O3). Compound E, on
       heating with lime gave F(C3H8O). Compound F was reacted with
       acetic acid with a little quantity of HCl to give G(C5H10O2. On
       analysis, G was found to be different from C.
       Suggest names for compounds A to G
       and (if possible;)) give the reactions involved
       
       #Post#: 919--------------------------------------------------
       Re: Solve- Organic Chem
   DIR By: dhruvin patel
       Date: October 17, 2012, 11:03 am
       ---------------------------------------------------------
       A=acetone
       B=propanoic acid
       C=ethyl propanoate
       
       OH
       D=CH3-C-CH3
       CN
       OH
       E=CH3-C-CH3
       COOH
       F=Iso propanol
       G= CH3
       CH-COO-CH3
       CH3
       #Post#: 920--------------------------------------------------
       Re: Solve- Organic Chem
   DIR By: Michel
       Date: October 17, 2012, 11:27 am
       ---------------------------------------------------------
       Correct answers. Well, you get an applause ;)
       #Post#: 925--------------------------------------------------
       Re: Solve- Organic Chem
   DIR By: chemistry
       Date: October 17, 2012, 10:07 pm
       ---------------------------------------------------------
       A = acetone (CH3COCH3)
       B= propanoic acid (CH3CH2COOH)
       C= ethyl propanoate(C2H5COOC2H5)
       
       D=CH3-(OH)C(CN)-CH3
       
       E= (CH3-(OH)C(COOH)-CH3)
       
       F=Iso propanol ( (CH3)2CHOH)
       G= (CH3)2CH-COO-CH3
       
       #Post#: 927--------------------------------------------------
       Re: Solve- Organic Chem
   DIR By: Chemist@
       Date: October 18, 2012, 11:16 am
       ---------------------------------------------------------
       Why can't A be propanal?
       #Post#: 928--------------------------------------------------
       Re: Solve- Organic Chem
   DIR By: Michel
       Date: October 18, 2012, 2:13 pm
       ---------------------------------------------------------
       --- Quote from: Chemist@ link ---
       >
       > Why can't A be propanal?
       >
       --- End Quote ---
       Yes, A is propanal.
       #Post#: 929--------------------------------------------------
       Re: Solve- Organic Chem
   DIR By: Michel
       Date: October 18, 2012, 2:15 pm
       ---------------------------------------------------------
       --- Quote from: dhruvin patel link ---
       >
       > A=acetone
       > B=propanoic acid
       > C=ethyl propanoate
       >
       > OH
       > D=CH3-C-CH3
       > CN
       >
       > OH
       > E=CH3-C-CH3
       > COOH
       >
       > F=Iso propanol
       >
       > G= CH3
       > CH-COO-CH3
       > CH3
       >
       >
       --- End Quote ---
       equations? Taking a closer look, seems some of your structures
       are incorrect
       #Post#: 954--------------------------------------------------
       Re: Solve- Organic Chem
   DIR By: Chemist@
       Date: October 21, 2012, 2:07 pm
       ---------------------------------------------------------
       1)3CH3CH2CHO(A)+Cr2O72-+8H+→3CH3CH2COOH(B)+2Cr3++4H2O
       2)CH3CH2COOH+C2H5OH→CH3CH2COOC2H5(C)+H2O
       3)CH3CH2CHO+CN-+H+→CH3CH2CH(OH)CN (D)
       4)CH3CH2CH(OH)CN+H2O→CH3CH2CH(OH)COOH (E)
       5)CH3CH2CH(OH)COOH+2NaOH→CH3(CH2)2OH (F)+Na2CO3+H2O
       6)CH3(CH2)2OH+CH3COOH→CH3COOC3H7 (G)+H2O
       I hope that this is right.
       #Post#: 957--------------------------------------------------
       Re: Solve- Organic Chem
   DIR By: Michel
       Date: October 22, 2012, 8:36 am
       ---------------------------------------------------------
       --- Quote from: Chemist@ link ---
       >
       > 1)3CH3CH2CHO(A)+Cr2O72-+8H+→3CH3CH2COOH(B)+2Cr3++4H2O
       > 2)CH3CH2COOH+C2H5OH→CH3CH2COOC2H5(C)+H2O
       > 3)CH3CH2CHO+CN-+H+→CH3CH2CH(OH)CN (D)
       > 4)CH3CH2CH(OH)CN+H2O→CH3CH2CH(OH)COOH (E)
       > 5)CH3CH2CH(OH)COOH+2NaOH→CH3(CH2)2OH (F)+Na2CO3+H2O
       > 6)CH3(CH2)2OH+CH3COOH→CH3COOC3H7 (G)+H2O
       > I hope that this is right.
       >
       --- End Quote ---
       Yes, your answers are correct. Here's an applause :)
       *****************************************************
       Page 1 of 1