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About This Item
Linear Formula:
H2C=CHCH2C(CH3)=CH2
CAS Number:
Molecular Weight:
82.14
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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assay
99%
refractive index
n20/D 1.406 (lit.)
bp
56 °C (lit.)
density
0.692 g/mL at 25 °C (lit.)
SMILES string
CC(=C)CC=C
InChI
1S/C6H10/c1-4-5-6(2)3/h4H,1-2,5H2,3H3
InChI key
DRWYRROCDFQZQF-UHFFFAOYSA-N
General description
2-Methyl-1,4-pentadiene forms an organotrifluoroborate reagent by cross-metathesis reaction with vinylboronate. It reacts with bromo or iodo benzene in the presence of piperidine and palladium acetate-tri-o-tolylphosphine catalyst to give 1-phenyl-5-piperidino-3-alkenes.
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Jorge Esteban et al.
Organic letters, 10(21), 4843-4846 (2008-10-08)
The key C10-C26 fragment in a total synthesis of (-)-amphidinolide E has been prepared from an oxolane-containing C10-C17 segment (9, derived from L-glutamic acid) via a Julia-Kocienski reaction with aldehyde 3, followed by a Sharpless AD to obtain the desired
Palladium-catalyzed arylation and vinylation of 1, 4-dienes.
Bender DD, et al.
The Journal of Organic Chemistry, 47(7), 1278-1284 (1982)
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