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161292

Sigma-Aldrich

1,7-Octadiyne

98%

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About This Item

Linear Formula:
HC≡C(CH2)4C≡CH
CAS Number:
871-84-1
Molecular Weight:
106.17
EC Number:
212-815-0
MDL number:
MFCD00008580
UNSPSC Code:
12352100
PubChem Substance ID:
24849918
NACRES:
NA.22

Assay

98%

form

liquid

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.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Warning

Hazard Statements

H226,H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

73.4 °F - closed cup

Flash Point(C)

23 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 2 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

161292-1G:
161292-BULK:
161292-VAR:
161292-10G:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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)
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
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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