HCID 131716777, compound → Bisphenol A

HRID 1585827Notes

Reaction equation

C([C:4]1[C:5](CC=C)=[C:6]([CH:8]=[CH:9][C:10]=1[C:11]([C:14]1[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=1)([CH3:13])[CH3:12])[OH:7])C=C>C1(C)C=CC=CC=1.O1CCCC1>[OH:7][C:6]1[CH:5]=[CH:4][C:10]([C:11]([C:14]2[CH:15]=[CH:16][C:17]([OH:20])=[CH:18][CH:19]=2)([CH3:13])[CH3:12])=[CH:9][CH:8]=1

Participants

Conditions

Temperature: 70 °C

Procedure

A 0.05 mL portion of hydrosilylation catalyst (a solution of platinum-olefin complex in toluene) was added to a solution of R7T8OSi(Me2)H, (R=cyclohexyl) (11.0 g, 10.2 mmol, 1eq) and diallylbisphenol A (12.6 g, 41 mmol, 4eq) in tetrahydrofuran (110 mL) contained in a thick walled glass reaction vessel. The reaction mixture was heated to 70° C. for 72 h. After this time the tetrahydrofuran solvent was removed to give a viscous, semisolid residue. Extraction of the residue with acetonitrile gave a white solid which was collected by vacuum filtration and dried to provide 13.6 g (96% of theory) of the mono-POSS bisphenol A as a pale yellow solid. The product was mono-allyl, mono-dimethylsiloxypropyl hepatcyclohexyloctasilsesquioxane bisphenol A (or monoPOSS-monoallyl-bisphenol A) (or R37T8 (R2 -R4)1) or CH2 =CHCH2 (HO)C6H3C(CH3)2C6H3 (OH)(CH2)3Si(CH3)2OSi8O12 (c--C6H11)7. This is a new chemical compound and an example of formula 4 (#4).

Workup

customcontained in a thick walled glass reaction vessel
customAfter this time the tetrahydrofuran solvent was removed
customto give a viscous, semisolid residue
extractionExtraction of the residue with acetonitrile
customgave a white solid which
filtrationwas collected by vacuum filtration
customdried

Sources & evidence

ORD record: ord-30a156b8c50a40b0bedbf7a4e0d54004
Source dataset: uspto-grants-1999_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05939576

Reaction notes

Loading…