LANES WORK

1. Solubility
2. Reactions with alkali

3. Reactions with sodium

4. Lucas reagent testing
5. Reaction of phenol with bromine water

6. Reaction of phenol with Iron (iii) Chloride

 OBSERVATION RESULT

Experiment Result
No Lanes Work Assumption / Reaction Conclunsion
Before After
1 Solubility Testing - Ethanol : - Ethanol+ aquades : - Phenol and Alcohol in short
colorless dissolved (1 layer) cyclohexanol ca’t chain more dissolve
- n-butyl alcohol - n-butyl alcohol + dissolved than long chain and
: colorless aquades : dissolved - Ethanol, n-butyl alcohol which has
(1 layer) alcohol, tert-butyl hydroxy group most
alcohol, ethylene dissolve in water.
glycol can dissolved
- Solubility : Ethylene
glycol > ethanol >
tert-butyl alcohol > n-
butyl alcohol >
cyclohexanol >
- Tert-butyl - Tert-butyl alcohol phenol
alcohol : + aquades :
colorless dissolved (1 layer)
- Cyclohexanol : - Cyclohexanol +
colorless aquades : form 2
layer

- Ethylene glycol +
 aquades : dissolved
- Ethylene glycol (1 layer)
: colorless - Phenol + aquades :
- Phenol : form 2 layer
colorless
- Aquades :
colorless
- Alcohol 70%
- Phenol 20%

2 Reaction with Alkali - n-butyl alcohol - n-butyl alcohol + - Tube 1 n-butyl alcohol and
: colorless NaOH : two layers CH3C(CH3)2OH (l) + cyclohexanol
- Cyclohexanol : colorless NaOH (aq) (alifatic compound)
colorless - Cyclohexanol + can’t react with
NaOH : turbid and alkali. But phenol
colorless (two - Tube 2 and naphtol
OH
layers) (aromatic
(l) compound) react
with alkali.
+ NaOH (aq)

- Tube 3
 OH
- Phenol: - Phenol + NaOH :
colorless colorless (l) + NaOH
(aq)
- Naphtol : brown - Naphtol + NaOH : ONa

powder light yellow

(aq)
- NaOH :
colorless + H2O (l)

- Tube 4
OH

(l)

NaOH (aq)

ONa

(aq)

+ H2O (l)

3 Reaction with Sodium - Ethanol : - Ethanol + Na(s) : - Tube 1 - Alcohol react

colorless Na(s) dissolved, CH3CH2OH (l) + 2Na with Na produce
- 1-propanol : buble formed (+) (s)  2CH3CH2ONa base
colorless - Ethanol + Na(s) + (aq) + H2 (g) - Primary alcohol
- 2-propanol : PP : purple (+) - Tube 2 form purple
 colorless - Ethanol + Na(s) : solution (+)
CH3CH2 CH2OH (l) +
- Sodium : white Na(s) dissolved, - Secondary
2Na (s)  2CH3CH2
granula buble formed (+) alcohol form
CH2ONa (aq) + H2 (g)
- PP indicator : - 1-propanol + Na(s) purple (+++) and
colorless : Na(s) dissolved, turbid solution
colorless buble - Base
formed (++) characteristic : 2-
- 1-propanol + Na(s) propanol > 1-
+ PP : purple (++) propanol> ethanol
- 2-propanol + Na(s)
: Na(s) dissolved
fast, colorless
buble formed
(+++)
- 2-propanol + Na(s)
+ PP : purple
(+++) and turbid

-
- Tube 3
 CH3CH(OH)CH3 (l) +
2Na (s) 
CH3CH(ONa)CH3 (aq)
+ H2 (g)

4 Lucas Reagent Testing - Lucas reagent : - 1-buthanol + lucas - Tube 1 - 1-buthanol can’t
colorless reagent : colorless
CH3(CH2)3OH (l) + react with lucas
- 1-buthanol : - 2-buthanol + lucas HCl (aq) ZnCl2 reagent
colorless reagent : colorless - 2-buthanol,
- 2-buthanol : and yellow (2 - Tube 2 cyclohexanol, tert-
colorless layers) CH3CH2(Cl) CH2CH3 butyl alcohol can’t
- Cyclohexanol: - Cyclohexanol+ (l) +HCl (aq) react with lucas
colorless lucas reagent : ZnCl2 reagent
- tert-butyl colorless and
CH3CH2(Cl) CH2CH3
alcohol: yellow (2 layers) (aq) + H2O (l)
 colorless - tert-butyl alcohol + - Tube 3
OH
lucas reagent :
colorless (l) +HCl (aq)

ZnCl2

Cl

(aq) + H2O (l)

- Tube 4
CH3C(CH3)2OH (l) +
HCl (aq) ZnCl2

CH3C(CH3)2OCl (aq)
+H2O (l)
OH
5 Reaction of Phenol with Bromine Water - Phenol : - Phenol + bromine - Phenol react with
yellowish / soft water : yellow (l) + bromine water and
yellow color that 3Br2(aq) formed complex
- Bromine water : unchanged again that contain Br in
yellow - Bromine water : 2 ortho position
mL (aq)

+ 3HBr (aq)
6 Reaction of Phenol with Iron (III) Chloride - Phenol : - Phenol + FeCl3 : - Tube 1 - Phenol and
OH
yellowish / soft blackish purple resorsinol as
yellow - 2-propanol + FeCl3 aromatic
(l)+FeCl3(aq)
- Water : : soft yellow (color compound can
colorless didn’t change)  react with FeCl3
- FeCl3 : orange - Resorsinol + FeCl3 O - 2-Propanol as
3-
[ Fe( )6 ]
- 2-propanol : : blackish red alifatic compound
colorless can’t react with
+ 3H+ + 3Cl-
- Resorsinol : FeCl3
blackish orange - Tube 2
2CH3(CH2)2OH (l) +
FeCl3 (aq)

- Tube 3
OH

(l) + FeCl3
(aq)
OH


O

[ Fe( )6 ]3-

+ 3H+ + 3Cl-