This relates to an organic chemistry experiment on the synthesis of trans-9-(2-phenylethenyl)anthracene. "In the experiment the...
This relates to an organic chemistry experiment on the synthesis of trans-9-(2-phenylethenyl)anthracene.
"In the experiment the substrate was deprotonated with a relatively mild base, NaOH. Explain why this substrate can do this. (hint: ARIO!)" Please be detailed.
Homework Answers
Answer:
trans 9-(2 phenyl ethenyl) anthracene is synthesised by the witting reaction of 9 anthraldehyde on benzyltriphenylphosphoniumchloride.in presence of NaOH.
In wittig reaction the alkylphosphonium salt is deprotonated to give the wittig reagent. For this deprotonation usually a strong base such as n-butyl lithium is used.
But here in the synthesis of trans 9-(2 phenyl ethenyl) anthracene the substrate [benzyl triphenylphosphoniumchloride] on deprotonation gives the wittig reagent which is stabilised by the presence of conjugated electron withdrawing group. Hence it makes deprotonation easier so that any mild base can do the deprotonation.
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This relates to an organic chemistry experiment on the synthesis
of trans-9-(2-phenylethenyl)anthracene.
"In the experiment the...
This relates to an organic chemistry experiment on the synthesis of trans-9-(2-phenylethenyl)anthracene. "Wittig reaction usually requires...
This relates to an organic chemistry experiment on the synthesis of trans-9-(2-phenylethenyl)anthracene. "Wittig reaction usually requires use of very strong bases for the deprotonation step. Name and give the formula of the strong base learned that could be used for the deprotonation." Please be detailed, thank you.
This relates to an organic chemistry experiment on the synthesis of trans-9-(2-phenylethenyl)anthracene. A) Use a Wittig...
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A) Use a Wittig reaction to make the following
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Please be detailed, thank you. Below is the data provided:
Compound 21c: (67%); mp 131 °C; IR Vmax (KBr) 3024 cm'' (=CH), 1621 cm'(C=C); UV Nmax (CH3CN) 270 (€ 19,800), 300 (€ 7,900), 350 (€ 1,100), 390 (€ 60,000); 'H NMR (CDC13) 8 6.95 (1H, d, Jax = 16.56 Hz, vinylic), 7.25-8.41 (14H, m, aromatic),...
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"Does the H-NMR data suggest this a symmetrical
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Please be detailed, thank you. Below is the data provided:
Compound 21c: (67%); mp 131 °C; IR Vmax (KBr) 3024 cm'' (=CH), 1621 cm'(C=C); UV Nmax (CH3CN) 270 (€ 19,800), 300 (€ 7,900), 350 (€ 1,100), 390 (€ 60,000); 'H NMR (CDC13) 8 6.95 (1H, d, Jax = 16.56 Hz, vinylic), 7.25-8.41 (14H, m, aromatic),...
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1Η ΤΗ 14 13 12 11 10 -1 Chemical Shift (ppm)
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