1,7-Octadiyne

Base Information

• Chemical Name: 1,7-Octadiyne
• CAS No.: 871-84-1
• Molecular Formula: C8H10
• Molecular Weight: 106.167
• Hs Code.: 29012990
• European Community (EC) Number: 212-815-0
• NSC Number: 35135
• UNII: PD2DJ8KFZ6
• DSSTox Substance ID: DTXSID1061233
• Nikkaji Number: J100.786F
• Wikidata: Q72497121
• Mol file: 871-84-1.mol

Synonyms:NSC 35135;Octa-1,7-diyne;

Chemical Property of 1,7-Octadiyne

Chemical Property:

• Appearance/Colour: clear colorless to faintly yellow liquid
• Vapor Pressure: 9.45mmHg at 25°C
• Melting Point: 27°C (estimate)
• Refractive Index: n20/D 1.446(lit.)
• Boiling Point: 135.7 °C at 760 mmHg
• Flash Point: 23.3 °C
• PSA: 0.00000
• Density: 0.828 g/cm³
• LogP: 1.81320
• Storage Temp.: 0-6°C
• Solubility.: Not miscible or difficult to mix.
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 106.078250319
• Heavy Atom Count: 8
• Complexity: 107

Purity/Quality:

98% ^*data from raw suppliers

1,7-Octadiyne ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 16-26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C#CCCCCC#C
• Uses: 1,7-Octadiyne is an useful bifunctional chain extension unit. It 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(?-dppm)2 (dppm = Ph2PCH2PPh2) and affords quadruply bonded dirhenium(III) complex Re2Cl3(?,η2-C8H7)(?-dppm)2.

Technology Process of 1,7-Octadiyne

There total 7 articles about 1,7-Octadiyne which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 50.0%

1,4-dibromo-butane (110-52-1) + lithium acetylide-ethylenediamine complex (1216963-74-4) → 1,7-Octadiyne (871-84-1)

Guidance literature:

In dimethyl sulfoxide; at 20 ℃; for 2h;

DOI:10.1055/s-2003-42421

Reference yield:

1,4-dibromo-butane (110-52-1) + sodium acetylide (1066-26-8) → 1,7-Octadiyne (871-84-1)

Guidance literature:

With tetrahydrofuran; N,N-dimethyl-formamide;

Reference yield:

2,7-dibromo-1,7-octadiene (876485-12-0) → 1,7-Octadiyne (871-84-1)

Guidance literature:

With potassium hydroxide;

upstream raw materials:

1,4-dibromo-butane

sodium acetylide

2,7-dibromo-1,7-octadiene

1,4-Diiodobutane

Downstream raw materials:

1,7-Octadiene

Diethyl-methyl-[2-methylene-cyclohex-(Z)-ylidenemethyl]-silane

Diethoxy-methyl-[2-methylene-cyclohex-(Z)-ylidenemethyl]-silane

C₁₄H₂₆O₃Si

Refernces

• 1、 Hellbach, Bjoern,Gleiter, Rolf,Rominger, Frank. "Cyclic Diynes by Alkyne Metathesis". . p. 2535 - 2541. Retrieved 2007/10/03.
• 2、 Ondruschka, Bernd,Remmler, Matthias,Engelstaedter, Ute,Vorwerk, Doris,Zimmermann, Gerhard. "Zum Spalt- und Cyclisierungsverhalten von Octa-1,7-diin in der Gasphase". . p. 61 - 62. Retrieved 2007/10/02.