cis,cis,trans-1,5,9-Cyclododecatriene

Base Information

• Chemical Name: cis,cis,trans-1,5,9-Cyclododecatriene
• CAS No.: 2765-29-9
• Molecular Formula: C12H18
• Molecular Weight: 162.275
• Hs Code.: 29029000
• European Community (EC) Number: 225-533-8,220-437-2
• NSC Number: 72433
• UN Number: 2518
• UNII: 13MDY9057M
• DSSTox Substance ID: DTXSID001286837
• Wikipedia: Cyclododecatriene
• Wikidata: Q27251531
• Mol file: 2765-29-9.mol

Synonyms:1,5,9-cyclododecatriene;c-CDDT;cyclododecatriene

Chemical Property of cis,cis,trans-1,5,9-Cyclododecatriene

Chemical Property:

• Vapor Pressure: 0.0602mmHg at 25°C
• Melting Point: -18°C
• Refractive Index: n20/D 1.513
• Boiling Point: 237-239 °C(lit.)
• Flash Point: 87.8°C
• PSA: 0.00000
• Density: 0.841g/cm³
• LogP: 4.00920
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 162.140850574
• Heavy Atom Count: 12
• Complexity: 121
• Transport DOT Label: Poison

Purity/Quality:

98%Min ^*data from raw suppliers

TRANS,CIS,CIS-1,5,9-CYCLODODECATRIENE 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,N
• Statements: 20-51/53
• Safety Statements: 61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aliphatics, Unsaturated
• Canonical SMILES: C1CC=CCCC=CCCC=C1
• Isomeric SMILES: C1/C=C/CC/C=C\CC/C=C\C1

Technology Process of cis,cis,trans-1,5,9-Cyclododecatriene

There total 24 articles about cis,cis,trans-1,5,9-Cyclododecatriene 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: 98.0%

cis-,cis-,cis-C12H18Ni (548757-71-7,39330-67-1,33154-75-5,12126-69-1,548757-70-6) → (Z,Z,Z)-1,5,9-cyclododecatriene (4736-48-5) + cis,cis,trans-1,5,9-cyclododecatriene (2765-29-9) + tetracarbonyl nickel (13463-39-3,71564-36-8) + (1E,5E,9E)-cyclododeca-1,5,9-triene (676-22-2)

Guidance literature:

With carbon monoxide; mixture of cyclododecatrienes-1,5,9: 98 % cis-,cis-,cis-; 1,3 % trans-,trans-,trans-; 0.4 % trans-,cic-,cis-;

Reference yield: 97.8%

trans-,trans-,cis-C12H18NiP(C6H11-cyclo)3 (37249-40-4) → (1E,5E,9Z)-cyclododeca-1,5,9-triene (706-31-0) + cis,cis,trans-1,5,9-cyclododecatriene (2765-29-9) + (1E,5E,9E)-cyclododeca-1,5,9-triene (676-22-2)

Guidance literature:

With carbon monoxide;

Reference yield: 97.0%

trans-,trans-,trans-C12H18NiP(C6H11-cyclo)3 → cis,cis,trans-1,5,9-cyclododecatriene (2765-29-9) + (1E,5E,9E)-cyclododeca-1,5,9-triene (676-22-2)

Guidance literature:

With carbon monoxide;

upstream raw materials:

1,4-bis(trimethylsilyl)-1,3-butadiyne

buta-1,3-diene

(E,E)-2,5-Dibrom-cyclododeca-1,5-dien-9-in

(1E,5E,9Z)-cyclododeca-1,5,9-triene

Downstream raw materials:

1,5,9-cyclododecatriyne

(1E,5E,9Z)-cyclododeca-1,5,9-triene

(1E,5E,9E)-cyclododeca-1,5,9-triene

Refernces

• 1、 Kaagman, Jan-Willem F.,Rep, Marco,Horacek, Michal,Sedmera, Petr,Cejka, Jiri,Varga, Vojtech,Mach, Karel. "Titanium-catalyzed [4+2] and [6+2] cycloadditions of 1,4-bis(trimethylsilyl)buta-1,3-diyne". . p. 1722 - 1728. Retrieved 2007/10/03.
• 2、 Dower, William V.,Vollhardt, K. Peter C.. "THERMAL CONVERSION OF 1,5,9-TRIYNES. CYCLOADDITIONS OR SIGMATROPIC SHIFTS?". . p. 1873 - 1882. Retrieved 2007/10/02.