2,3-DICHLORONAPHTHALENE synthesis

7synthesis methods

Product Name:2,3-DICHLORONAPHTHALENE
CAS Number:2050-75-1
Molecular formula:C10H6Cl2
Molecular Weight:197.06

92-44-4 Synthesis

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Yield: 85%

Reaction Conditions:

with trichlorophosphate at 0; for 4 h;Reflux;

Steps:

Synthesis of 2,3-Dichloronaphthalene (1)
2,3-dihydroxynaphthalene (5 gm) was dissolved in phosphorusoxychloride (90 mL) in partsat 0 °-5 °C with occasionally stirring and reuxed for about 4 h till the appearance of clear dark pinkish solution. This solution was cooled and poured into ice-cold water. A dark pinkish solid appeared and was filtered, dried and recrystallized with dimethylformaide (DMF). Pinkish crystalline solid;Yield 85%; Rf 0.72; mp 185 °C. IR (νmax, KBr, cm-1): 756 (ortho-disubstituted phenyl ring), 856 (meta disubstituted phenyl ring), 1160 (aryl C-Cl), 1384(aromatic C=C); 1H-NMR (CDCl3 300 MHz) d : 8.16-8.20 (q, J=5-6 Hz, A2B2 pattern, 2H, Ar-H), 7.74-7.79(m, J=4.5-6 Hz, 2H, Ar-H), 7.50-7.53 (m, J=1-4 Hz,2H, Ar-H)

References:

Kumar, Shiv;Kumar, Nitin;Drabu, Sushma [Oriental Journal of Chemistry,2017,vol. 33,# 2,p. 821 - 828]

10485-09-3 Synthesis