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Showing posts with label kuvempu university. Show all posts
Showing posts with label kuvempu university. Show all posts

Friday 9 January 2015

4'-Bromophenyl Triptycene-2,5-diol



4'-Bromophenyl Triptycene-2,5-diol

T-Br-PH
M.p. 118.0–119.6 °C
1H-NMR (400 MHz, DMSO-d6): δ = 9.09 (s, 1H), 8.40 (s, 1H), 8.41 (s, 1H), 7.52 (dd, J = 8.4 Hz and 2 Hz,
2H), 7.40 (dd, J = 8.4 Hz and 2 Hz, 4H), 7.32 (dd, J = 8.4 Hz and 2.8 Hz, 2H), 6.97 (dd, J = 8.4 Hz and
2 Hz, 4H). 6.36 (s, 1H), 5.99 (s, 1H), 5.82 (s, 1H).
13C-NMR (100 MHz, DMSO-d6): 146.11, 145.96, 141.72, 138.67, 135.08, 132.29, 131.72, 127.03,
125.28, 125.19, 124.21, 124.03, 120.18, 114.41, 60.20, 47.40, 47.09, 21.21 and 14.55.
MS: m/z (ES), 440.2 [(M−1)−].
Elemental analysis: Calculated for C26H17BrO2 (441.31): C, 70.76%; H, 3.88%; O, 7.25%. Found: C,
70.62%; H, 3.76%; O, 7.17%.








Molbank 20132013(1), M796; doi:10.3390/M796
Short Note

4'-Bromophenyl Triptycene-2,5-diol


email............vasantapai@gmail.com.
1 Department of Industrial Chemistry, School of Chemical Sciences, Jnana Sahyadri, Kuvempu University, Shankaraghatta 577451, Shimoga, Karnataka, India2 Department of Chemistry and Center of Excellence in Polymer Science, Karnatak University, Dharwad 580003, India
Diels Alder reaction of 4-bromophenylquinone (Br-PQ) with anthracene, followed by reduction affords the desired 4'-bromophenyl triptycene-2,5-diol (T-Br-PH). The described synthesis represents a simple and efficient method for the construction of a triptycene ring with a bromophenyl pendant. The intermediate and the final compound (T-Br-PH) have been characterized by elemental analysis, NMR, and LCMS techniques.


4-Bromophenylquinone 
Br-PQ
1H-NMR (400 MHz, DMSO-d6): δ = 7.63 (d, J = 8 Hz, 2H), 7.46 (d, J = 8 Hz, 2H), 6.95 (d, J = 7.2 Hz,
1H), 6.90 (d, J = 10 Hz, 1H), 6.68 (s, 1H).
13C-NMR (100 MHz, DMSO-d6): 150.65, 147.15, 138.44, 131.53, 131.26, 127.21, 120.15, 117.45,
116.61, 115.97.
LCMS: m/z (ES), 262.1 [(M−1)−].
Elemental analysis: Calculated for C12H7BrO2 (263.08): C, 54.78%; H, 2.68%; O, 12.16%. Found: C,
54.52%; H, 2.48%; O, 12.02%.
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Kuvempu University



Kuvempu University, Shankaraghatta 577451, Shimoga, Karnataka, India



Kuvempu University, Shankaraghatta 577451, Shimoga, Karnataka, India


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