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407437

Sigma-Aldrich

1,6-Heptadiyne

97%

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Linear Formula:
HC≡C(CH2)3C≡CH
CAS Number:
2396-63-6
Molecular Weight:
92.14
EC Number:
219-253-5
MDL number:
MFCD00014925
PubChem Substance ID:
24865453
NACRES:
NA.22

Quality Level

100

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

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This Item
1254155243540288
1,6-Heptadiyne 97%

Sigma-Aldrich

407437

1,6-Heptadiyne

1,4-Cyclohexadiene 97%

Sigma-Aldrich

125415

1,4-Cyclohexadiene

cis-1,4-Hexadiene ≥99.0%

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52435

cis-1,4-Hexadiene

6,6-Dimethylfulvene ≥95%

Sigma-Aldrich

40288

6,6-Dimethylfulvene

form

liquid

form

liquid

form

-

form

liquid

refractive index

n20/D 1.441 (lit.)

refractive index

n20/D 1.472 (lit.)

refractive index

n20/D 1.415

refractive index

n20/D 1.548 (lit.)

bp

111.5 °C (lit.)

bp

88-89 °C (lit.)

bp

65-66 °C (lit.)

bp

76-77 °C/50 mmHg (lit.)

density

0.805 g/mL at 25 °C (lit.)

density

0.847 g/mL at 25 °C (lit.)

density

0.707 g/mL at 20 °C (lit.)

density

0.881 g/mL at 25 °C (lit.)

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

storage temp.

−20°C

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
GHS02

Signal Word

Danger

Hazard Statements

H225

Hazard Classifications

Flam. Liq. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

48.2 °F - closed cup

Flash Point(C)

9 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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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