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407437 Aldrich

1,6-Heptadiyne

97%

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Properties

Related Categories Alkynes, Building Blocks, Chemical Synthesis, Organic Building Blocks, Terminal More...
assay   97%
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

Description

Packaging

1 g in glass bottle

Application

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

General description

Polymerization of 1,6-heptadiyne using an insoluble Zeigler-Natta catalyst affords soluble polymer having six-membered ring containing polyene.1 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.2 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.3

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Safety & Documentation

Safety Information

Symbol 
GHS02  GHS02
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 3295BF 3 / PGII
WGK Germany 
2
RTECS 
MI5600000
Flash Point(F) 
48.2 °F
Flash Point(C) 
9 °C

Protocols & Articles

Related Content

Alkynes and Acetylenic Building Blocks

Aldrich Chemistry lists over 600 alkyne building blocks, including a wide array of propargyl alcohols, acetylenic boron reagents, and halogenated substrates for cross-coupling. Additionally, many of ...
Keywords: Building blocks, Coupling reactions, Cross couplings

Peer-Reviewed Papers

References

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1. Poly (1, 6-heptadiyne), a free-standing polymer film dopable to high electrical conductivity. Gibson HW, et al. J. Am. Chem. Soc. 105(13), 4417-31, (1983)

2. Ruthenium-catalyzed tandem [2+ 2+ 2]/[4+ 2] cycloaddition of 1, 6-heptadiyne with norbornene. Yamamoto Y, et al. Organometallics 17(10), 1910-12, (1998)

3. Simultaneous synthesis and doping of poly (1, 6-heptadiyne-co-dipropargyl ether) using ionic initiators. Sivakumar C, et al. Polymer 43(6), 1781-87, (2002)

Beil. 1,III,1061

FT-IR 2 (3), 4021:B / Structure Index 1, 425:D:4

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