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407437

Sigma-Aldrich

1,6-Heptadiyne

97%

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About This Item

Linear Formula:
HC≡C(CH2)3C≡CH
CAS Number:
Molecular Weight:
92.14
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

form

liquid

refractive index

n20/D 1.441 (lit.)

bp

111.5 °C (lit.)

density

0.805 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

C#CCCCC#C

InChI

1S/C7H8/c1-3-5-7-6-4-2/h1-2H,5-7H2

InChI key

RSPZSDWVQWRAEF-UHFFFAOYSA-N

General description

Polymerization of 1,6-heptadiyne using an insoluble Zeigler-Natta catalyst affords soluble polymer having six-membered ring containing polyene. Ruthenium(II)-catalyzed reaction of a substituted 1,6-heptadiyne with norbornene affords a tandem [2+ 2+ 2]/[4+2] cycloaddition product and a [2+ 2+2] cycloadduct. Cyclocopolymerization of 1,6-heptadiyne with dipropargyl ether under nitrogen atmosphere using KSCN, KBr and KI as initiators in N,N-dimethyl formamide has been studied.

Application

1,6-Heptadiyne may be used in the preparation of free-standing polymer films of poly(1,6-heptadiyne).

pictograms

Flame

signalword

Danger

hcodes

Hazard Classifications

Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk_germany

WGK 2

flash_point_f

48.2 °F - closed cup

flash_point_c

9 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Poly (1, 6-heptadiyne), a free-standing polymer film dopable to high electrical conductivity.
Gibson HW, et al.
Journal of the American Chemical Society, 105(13), 4417-4431 (1983)
Ruthenium-catalyzed tandem [2+ 2+ 2]/[4+ 2] cycloaddition of 1, 6-heptadiyne with norbornene.
Yamamoto Y, et al.
Organometallics, 17(10), 1910-1912 (1998)
Simultaneous synthesis and doping of poly (1, 6-heptadiyne-co-dipropargyl ether) using ionic initiators.
Sivakumar C, et al.
Polymer, 43(6), 1781-1787 (2002)
Alla V Lipeeva et al.
Molecules (Basel, Switzerland), 24(11) (2019-06-15)
Synthesis of 1,2,3-triazole-substituted coumarins and also 1,2,3-triazolyl or 1,2,3-triazolylalk-1-inyl-linked coumarin-2,3-furocoumarin hybrids was performed by employing the cross-coupling and copper catalyzed azide-alkyne cycloaddition reaction approaches. The synthesized compounds were evaluated for their in vitro antibacterial activity against Staphylococcusaureus, Bacilliussubtilis, Actinomycesviscosus and

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