161292

Sigma-Aldrich

1,7-Octadiyne

98%

Linear Formula:
HC≡C(CH2)4C≡CH
CAS Number:
Molecular Weight:
106.17
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

assay

98%

refractive index

n20/D 1.446 (lit.)

bp

135-136 °C (lit.)

density

0.8 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

C#CCCCCC#C

InChI

1S/C8H10/c1-3-5-7-8-6-4-2/h1-2H,5-8H2

InChI key

DSOJWVLXZNRKCS-UHFFFAOYSA-N

Related Categories

General description

1,7-Octadiyne is a terminal bis-alkyne and participates in the formation of uranium(IV) vinyl complexes. It reacts with frustrated Lewis pair P(o-tolyl)3/B(C6F5)3 by acetylene C-C coupling to yield the zwitterionic product. It undergoes the reductive cyclization during reaction with Re2Cl4(μ-dppm)2 (dppm = Ph2PCH2PPh2) and affords quadruply bonded dirhenium(III) complex Re2Cl3(μ,η2-C8H7)(μ-dppm)2.

Packaging

10 g in glass bottle

Pictograms

FlameExclamation mark

Signal Word

Warning

Hazard Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

Xi

Risk Statement

10-36/37/38

Safety Statement

16-26-36/37/39

RIDADR

UN 3295C 3 / PGIII

WGK Germany

WGK 3

Flash Point(F)

73.4 °F - closed cup

Flash Point(C)

23 °C - closed cup

A Novel Example of the Reductive Cyclization of a Diyne at a Re-Re Triple Bond: The Reaction of Re2Cl4 (?-dppm) 2 with 1, 7-Octadiyne.
Ganesan M, et al.
Organometallics, 22(4), 870-872 (2003)
Chao Chen et al.
Chemical communications (Cambridge, England), 46(20), 3580-3582 (2010-04-09)
The frustrated Lewis pair P(o-tolyl)(3)/B(C(6)F(5))(3) reacts with 1,7-octadiyne by acetylene C-C coupling to yield the zwitterionic product 2a. In contrast, the P(o-tolyl)(3)/B(C(6)F(5))(3) Lewis pair reacts with 1,6-heptadiyne by a sequence involving 1,1-carboboration of a terminal acetylene to eventually yield the...
Christina A Braun et al.
Dalton transactions (Cambridge, England : 2003), 48(27), 10210-10219 (2019-06-14)
A new di(isopropoxy)boryl -B(OiPr)2 tellurophene precursor is described, from which several previously inaccessible phosphorescent borylated tellurophenes are formed via exchange of the -OiPr groups. One such tellurophene Mes(iPrO)B-Te-6-B(OiPr)Mes, bearing a sterically encumbered mesityl (Mes) substituent at each boron center, exhibits...
Boris Kosog et al.
Journal of the American Chemical Society, 134(30), 12792-12797 (2012-06-29)
The previously reported uranium(III) complex [(((Ad)ArO)(3)N)U(III)(DME)] (1; Ad = adamantane, DME = 1,2-dimethoxyethane) reacts with the terminal bis-alkynes 1,7-octadiyne or 1,6-heptadiyne in C-C-coupling reactions to form the uranium(IV) vinyl complexes [{(((Ad)ArO)(3)N)U(IV)}(2)(μ-η(2):η(1)-1,2-(CH)(2)-cyclohexane)] (2) and [{(((Ad)ArO)(3)N)U(IV)}(2)(μ-η(2):η(2)-1,2-(CH)(2)-cyclopentane)] (3). With the monoalkynes 1-hexyne or...
Shasha Wang et al.
Scientific reports, 7(1), 12712-12712 (2017-10-07)
We developed an efficient one-pot metal-free click polymerization procedure for the synthesis of 3,5-disubstituted polypyrazoles with high yields, high molecular weights, and narrow molecular weight distribution. The method involved two click reactions in a one-pot synthesis. The first reaction was...

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