SYNTHESIS OF 1-BROMO -2-
NAPHTHOL FROM
2-NAPHTHOL
Prepared By
PUSHPA K
Ⅱ M.Sc. Ⅳ Semester
Department of Studies and Research in Organic Chemistry
Tumkur University, Tumakuru
AIM: To prepare 1-bromo-2-naphthol from
2-naphthol
PRINCIPLE: Selective bromination of aromatic
compounds is an important reaction in organic
synthesis. Direct treatment of aromatic compounds
with molecular bromine normally results in a mixture
of mono , di and poly substituted products. In addition
, direct bromination of activated aromatic compound
by bromine generates hydrogen bromide which is
corrosive, toxic & pollutes the environment. To
overcome these difficulties numerous methods have
been proposed to increase the selectivity.
1 –BROMO-2-NAPHTHOL
CHEMICALS REQUIRED; APPARATUS REQUIRED;
2 NAPHTHOL
SODIUM BROMIDE
OXONE
ETHYL ACETATE
MORTOR & PESTLE
BEAKER
FILTERING FUNNEL
FILTER PAPPER
PROCEDURE
0.5 g of 2-naphthol ,0.34 g of NaBr & 1.05 g of oxone were placed in a
mortor and pestle.
The reagent were ground together until they become a fine powder . Then
transfer the reaction media into a plastic reagent bottle & stir for over night
Ethyl acetate was added (5ml) to the container and shaken vigorously.
The ethyl acetate layer was filtered into 100ml conical flask & resulting dark
brown red solution was reduced to a solid by evaporation.
The resulting crude 1-bromo-2-naphthol is dark brown solid. Record the
yield of crude product.
Reaction
Calculation
Compound
2-naphthol
NaBr
Oxone
Amount
0.5g
0.34g
1.05g
Mol wt
144.17
102.89
617.74
Moles
0.0034
0.0034
0.0017
Eq wt
1
1
0.5
MECHANISM
THEORETICAL YIELD:
144.17g of 2-naphthol forms 223.07g of 1-bromo-2-
naphthol
0.5g of 2-naphthol forms “x” g of 1-bromo-2-naphthol
X= 0.5*223.07/144.17
X=…………………g
Practical yield=…………………g
Percentage yield=practical yield/theoretical yield* 100
Percentage yield= ……………………%
REPORT
NAME &
STRUCTURE OF
COMPOUND
THEORETI
CAL YIELD
PRACTICAL
YIELD
PERCENTAGE
YIELD
MELTINNG
POINT
THANK YOU

Synthesis of 1-Bromo-2-Naphthol

  • 1.
    SYNTHESIS OF 1-BROMO-2- NAPHTHOL FROM 2-NAPHTHOL Prepared By PUSHPA K Ⅱ M.Sc. Ⅳ Semester Department of Studies and Research in Organic Chemistry Tumkur University, Tumakuru
  • 2.
    AIM: To prepare1-bromo-2-naphthol from 2-naphthol PRINCIPLE: Selective bromination of aromatic compounds is an important reaction in organic synthesis. Direct treatment of aromatic compounds with molecular bromine normally results in a mixture of mono , di and poly substituted products. In addition , direct bromination of activated aromatic compound by bromine generates hydrogen bromide which is corrosive, toxic & pollutes the environment. To overcome these difficulties numerous methods have been proposed to increase the selectivity.
  • 3.
    1 –BROMO-2-NAPHTHOL CHEMICALS REQUIRED;APPARATUS REQUIRED; 2 NAPHTHOL SODIUM BROMIDE OXONE ETHYL ACETATE MORTOR & PESTLE BEAKER FILTERING FUNNEL FILTER PAPPER
  • 4.
    PROCEDURE 0.5 g of2-naphthol ,0.34 g of NaBr & 1.05 g of oxone were placed in a mortor and pestle. The reagent were ground together until they become a fine powder . Then transfer the reaction media into a plastic reagent bottle & stir for over night Ethyl acetate was added (5ml) to the container and shaken vigorously. The ethyl acetate layer was filtered into 100ml conical flask & resulting dark brown red solution was reduced to a solid by evaporation. The resulting crude 1-bromo-2-naphthol is dark brown solid. Record the yield of crude product.
  • 5.
  • 6.
  • 7.
    THEORETICAL YIELD: 144.17g of2-naphthol forms 223.07g of 1-bromo-2- naphthol 0.5g of 2-naphthol forms “x” g of 1-bromo-2-naphthol X= 0.5*223.07/144.17 X=…………………g Practical yield=…………………g Percentage yield=practical yield/theoretical yield* 100 Percentage yield= ……………………%
  • 8.
    REPORT NAME & STRUCTURE OF COMPOUND THEORETI CALYIELD PRACTICAL YIELD PERCENTAGE YIELD MELTINNG POINT
  • 9.