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118710

Sigma-Aldrich

2-Methyl-1,4-pentadiene

99%

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About This Item

Linear Formula:
H2C=CHCH2C(CH3)=CH2
CAS Number:
763-30-4
Molecular Weight:
82.14
EC Number:
212-109-2
MDL number:
MFCD00008601
UNSPSC Code:
12352100
PubChem Substance ID:
24847378

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[1]. 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[2].

accessory

Product No.
Description
Pricing

pictograms

Flame
GHS02

signalword

Danger

hcodes

H225

pcodes

P210

Hazard Classifications

Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

28.4 °F - closed cup

flash_point_c

-2 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
00807EJ
21029CF
08428JN
04017MG
01617MN

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Palladium-catalyzed arylation and vinylation of 1, 4-dienes.
Bender DD, et al.
The Journal of Organic Chemistry, 47(7), 1278-1284 (1982)
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

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