1,3-Butadiene → HCID 178506634, compound

HRID 549473Notes

Reaction equation

HRID 549473 reaction equation
[C:1]1([CH:7]2[S:12][CH2:11][CH2:10][CH2:9][S:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Li:13]CCCC.C=CC=C.C=CC=C.C=CC1C=CC=CC=1>C1COCC1.C1CCCCC1>[Li:13][C:7]1([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[S:8][CH2:9][CH2:10][CH2:11][S:12]1

Participants

7

Reactant 4

HCID 78451,3-ButadieneHCID 215472-Phenyl-1,3-dithianeHCID 62697Benzene, ethenyl-, polymer with 1,3-butadieneHCID 178418339Butyllithium

Product 1

HCID 178506634HCID 178506634, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8078CyclohexaneSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of 2-phenyl-1,3-dithiane (2.1 g, 10.69 mmol) in THF (5 mL) and cyclohexane (10 mL) was added n-BuLi (6.37 mL, 1.68 M in hexane) dropwise via a syringe at −78° C. The solution was stirred for an additional 3 hours at 0° C. The resulting 0.5 M 2-litho-2-phenyl-1,3-dithiane (abbreviated as PDT-Li) was used for anionic initiator for polymerizing butadiene and/or butadiene/styrene and stored in an inert atmosphere of nitrogen in a refrigerator.

Sources & evidence

ORD record
ord-47c08204ed2f44d29a31bf70888ea2db
Source dataset
uspto-grants-2011_05
Patent number
US07943696B2

Reaction notes

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