3,9-Dodecadiyne

Base Information

• Chemical Name: 3,9-Dodecadiyne
• CAS No.: 61827-89-2
• Molecular Formula: C12H18
• Molecular Weight: 162.275
• Hs Code.: 2901299090
• Mol file: 61827-89-2.mol

Synonyms:Dodecane-3,9-diyne

Chemical Property of 3,9-Dodecadiyne

Chemical Property:

• Vapor Pressure: 0.108mmHg at 25°C
• Melting Point: -9.25°C (estimate)
• Refractive Index: n20/D 1.465(lit.)
• Boiling Point: 55-58 °C0.5 mm Hg(lit.)
• Flash Point: 203 °F
• PSA: 0.00000
• Density: 0.809 g/mL at 25 °C(lit.)
• LogP: 3.37360

Purity/Quality:

98%,99%, ^*data from raw suppliers

3,9-Dodecadiyne ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 3,9-Dodecadiyne may be used as a monomer to prepare soluble hyperbranched poly(phenylenealkenes) via transition metal-catalyzed polycyclotrimerization. It may also be used as a starting material for preparing 1,2,3,4,9,10-hexaethyl-6,7,8,9-tetrahydroanthracene.

Technology Process of 3,9-Dodecadiyne

There total 4 articles about 3,9-Dodecadiyne 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: 70.0%

1,7-Octadiyne (871-84-1) + ethyl iodide (75-03-6) → 3,9-dodecadiyne (61827-89-2)

Guidance literature:

1,7-Octadiyne; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

ethyl iodide; With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; In tetrahydrofuran; hexane; Further stages.;

DOI:10.1016/j.tet.2003.09.102

Reference yield: 70.0%

ethyl bromide (74-96-4) + 1,7-Octadiyne (871-84-1) → 3,9-dodecadiyne (61827-89-2)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; In tetrahydrofuran; hexane; for 1h; Heating;

DOI:10.1002/(SICI)1099-0690(199904)1999:4<775::AID-EJOC775>3.0.CO;2-3

Reference yield:

ethyl bromide (74-96-4) → 3,9-dodecadiyne (61827-89-2)

Guidance literature:

With ammonia;

DOI:10.1039/tf9575300784

upstream raw materials:

ethyl bromide

1,7-Octadiyne

ethyl iodide

Downstream raw materials:

dodecane

1,2,3,4-tetrahydro-5,8-diethylnaphthalene

2,6-diphenylpyridine

(C₆H₃(O)(C₆H₅)2)2Ti(C₈H₈(C₂H₅)2)

Refernces

• 1、 Brandsma, Lambert,Nieuwenhuizen, Willem F.,Zwikker, Jan W.,Maeeorg, Uno. "Reduction of acetylenic compounds to (E)-olefins by alkali metals - An investigation of the scope". . p. 775 - 779. Retrieved 2007/10/03.