2-(3-Butenyloxy)-4,4'-dinitrobiphenyl → 4,4'-Dinitro-1,1'-biphenyl

HRID 260413

Reaction equation

HRID 260413 reaction equation
C(O[C:6]1[CH:11]=[C:10]([N+:12]([O-:14])=[O:13])[CH:9]=[CH:8][C:7]=1[C:15]1[CH:20]=[CH:19][C:18]([N+:21]([O-:23])=[O:22])=[CH:17][CH:16]=1)CC=C>C1(C)C=CC=CC=1>[N+:12]([C:10]1[CH:9]=[CH:8][C:7]([C:15]2[CH:20]=[CH:19][C:18]([N+:21]([O-:23])=[O:22])=[CH:17][CH:16]=2)=[CH:6][CH:11]=1)([O-:14])=[O:13]

Participants

3

Reactant 1

HCID 224016182-(3-Butenyloxy)-4,4'-dinitrobiphenyl

Product 1

HCID 152164,4'-Dinitro-1,1'-biphenylYield 443.3%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

2.52 g of the 2-(3-butenyloxy)-4,4'-dinitrobiphenyl synthesized in Reference Example 1 was dissolved in 80 mL of dry toluene. To this was first added 100 microliters of a 3% chloroplatinic acid 2-propanol solution, and a solution in 20 mL dry toluene of 7.88 g of hydrogen-terminated polysiloxane (average value of n: 14.4) with the formula ##STR17## was then added dropwise. Heating was continued for 4 hours at 100° C. Purification by column chromatography yielded 8.68 g of the 4,4'-dinitrobiphenyl-terminated polysiloxane as a waxy light yellow solid.

Workup

  1. customa solution in 20 mL dry toluene of 7.88 g of hydrogen-terminated polysiloxane (average value of n: 14.4) with the formula ##STR17##
  2. additionwas then added dropwise
  3. temperatureHeating
  4. customPurification by column chromatography

Sources & evidence

ORD record
ord-8ce930aded9a4525ac9d18de083db7d2
Source dataset
uspto-grants-1996_06
Patent number
US05527862

Linked notes

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