Toluene → Benzene, 1,1'-tellurobis[4-methoxy-

HRID 1164701Notes

Reaction equation

HRID 1164701 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([Te:9]([C:11]2[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=2)=O)=[CH:5][CH:4]=1.[C:19]1([CH3:25])[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>>[CH3:18][O:17][C:14]1[CH:13]=[CH:12][C:11]([Te:9][C:6]2[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)=[CH:16][CH:15]=1.[C:19]1([CH3:25])[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[C:14]1([O:17][CH3:18])[CH:15]=[CH:16][C:11]([Te:9][C:6]2[CH:7]=[CH:8][C:3]([O:2][CH3:1])([C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=3[CH3:25])[CH2:4][CH:5]=2)=[CH:12][CH2:13]1

Participants

4

Reactant 2

HCID 1140TolueneHCID 3044917Bis(p-methoxyphenyl) telluroxide

Product 2

HCID 4605422Benzene, 1,1'-tellurobis[4-methoxy-Yield 59%HCID 86738772HCID 86738772, compoundYield 26%

Procedure

p-Tolylydrazine (61 mg, 0.50 mmol) was reacted with bis-(p-methoxyphenyl)-telluroxide for 0.2 h. to yield toluene (30%); p.l.c. (benzene-petroleum ether 1:1) afforded bis-(p-methoxyphenyl)-telluride (102 mg, 59%) and p-tolyl-p-methoxyphenyltelluride (28) (43 mg, 26%). The latter, on recrystallisation from methanol gave white needles, m.p. 65.5°-67° (lit., 64°-64.5°), δ(CDCl3) 7.67 and 7.47 (both d, J 9 Hz, combined integral 4H), 6.93 and 6.70 (both d, J 9 Hz, combined integral 4H), 3.77 (3H,S), and 2.30 (3H, S), m/e 328 (M+), 210, 198 (100%), 183, 145, 91, 77 and 65 (Found: C, 51.62; H, 4.31 Calc. for C14H14O Te: C, 51.60; H 4.33%).

Sources & evidence

ORD record
ord-9259e2bfc3924fc9a351d3bcc6040455
Source dataset
uspto-grants-1983_01
Patent number
US04370497

Reaction notes

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