Sones ouice
Dpetimet 7 ATO (Chem 31.1)
1. Give Fhe balanced equations of all the reaches.
AcLucas Test
\-Etnyt alconel | CasOR + HOA BS Ao oun (clear colorees soln)
Feo.27, 2019
assem 2 eal nee
2. \sopmpyt ateohel: (CH3),CHOH + ACK 2 (omg), CHA £ HO
eee
9 Tert-boty| aledkel: Cat sCOH F Hel 2 Condscea +H.0
20
Sees
4. Benay\ cde! Cos caOW + HOA Be Co Hg CHIC FO
Cree OP
.OKydakon of Moshols 2 Erver A
\. Hm) Kloohol . CatgOH + eNnOg 9 CH, COOH + tho + Maar K
3. Wepogyt otcohed’ & (CHs)aCHOH + KMACa —> ACOs aCe + 2 HO F MnOr+ KY
4, Text: buty| atednol apo + Mada 7 NVR
4. Benny! adcahol | Cos ClHa OH 4 KMn Og > Cols COOH + Ha OFMAO2 FKY
5. Diethy\ etner (cargpO + Kinoy 9 NVR
C. Reackion of Phenols
\+ Phenol
&- Cots ON + 3Br2 7 CottsOW Br, + BHF
b. Cots OH + KMnOg > Cota?a + WnOa + HzO +e
€. GCgHgOH + FEC, > Tee Core teed + 344 43cr
a. p> Nittephencl
A: SCoBSNOg + FeO3 7 FeCCoM4NO3), + 3H
3. 97 Brome phenol
a DBrCatson * As 7 Fe Cerca t4O), + HCI
4.b- Nogathol
OO. 3 CyoHOH tT FeCy 7 Fe CCrey)5 + BRC]
a. Explain why Locas test eg yicable only 40 alekels contoiriing, Sor less carbons,
pan dak 6 pec Mor rene Ree SRP EAT iad, ORE eo Se ere
og tre reagot for *he react Yo hapgen. 1+ applies ony to atcohds that cre,
sobble with the reocjent Wn or d& gr the chloamadion Ccaction of the alcobcl to
occur. Lycos ceagers (ZnCl, ond Helis polar ond only AissoWer fo hight
polar alcohols o compourss with les non-polar rps. Howing Mere Seca 7
5S coubors makes 0 NONPIO ohadral, making Lucas test only applicable +o
ahoondls w/ 5 carkons-3. txplain why sero olconds ond erhecs comet undergo oxidady
ust petassim permonganare
on RON reaction
Oxidation ccovre depending on stawility om
alcohols i+ increases as “the no. oF
Aiky| Suestitvert of tre carbon where tne Wydronide 1s loonctecdd i Ncreases, It can
ren we arranged in terme of increading stability ax: tertony alcohol 7 secon dovy
odceha ) pamowy alcohol -
Per: con oxidize pam ony oohols but net tertiory alcohols because of
Vis ofeak stability iy cannot remove viectvons from it. This oso applies 40 ethers.
Festiony alconals C&C -OR) comndt BO VE oxdized because Ws corbon chow ‘eondedd,
jo cupen doesn's bear a. hydrogen Om. Red gor chess ( R-O-R), the CxUEN
en cxrom cot hay O CREME ester intermediate
Cor ctrer aiitoiole fearing QrvP nate) fours.
com 6 nor bonded TOF
4, Exploin tne cClakonstiig between Yhe Stwctvees of He phenolic compounds with
Weir expecttd pH valves:
ave retive oddity af phenck defends On the substtetion af te hydroxyl hytege
arom, and by electron withdrawing substivers te Awe hychoxy| yO? - Ke Yre, decton-
nrdroniing, aor ncreases; Khe benzene mg becomes Moe postively cheged
Aherefore making tre comparnd more acid
\n phenol, tere As ong, tection withdrawing
PrHiWopherol, there Ore
pice acid , Here ore
ce
gmp (-0n)
fwo (+ CH and -NO2) making Hrmere acidic than pre!
gor (ro and daree - NOz) making * the stongeT
Regescnccs
st // scr nee s-ecto/paibtavan (2425 \4. 995
«http: // chem. Xe0u. edu.on/teach! yj Wx / chem /O22 wins turbid sole
B. Oxidation of Alcohols and Ether
Test Sample ‘Observation
Ethyf alcohol dealotization occur agier heating
Isopropyl alcohol decolofzation scour w/ block precipitate
Tert-butyl alcohol we
Benzyl alcohol dealorg ation wi) bIock preciyitnle
Diethyl ether ave
C. Reaction of Phenols*
Test Sample | pH Brz in H20 Neutral KMinO. FeCl
Phenol 3 | wie pecipiate] aecsioiention wwtite
‘P-Nitrophenol 2 = = pope
Picric acid \ = = =
p-Bromophenol | — am = Bacio ioasiebie
-Naphthol = = = yellow
‘indicate observations for applicable phenol derivatives only