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

Base Information

• Chemical Name: trans,trans,trans-1,5,9-Cyclododecatriene
• CAS No.: 676-22-2
• Deprecated CAS: 13338-87-9,2095354-65-5
• Molecular Formula: C12H18
• Molecular Weight: 162.275
• European Community (EC) Number: 225-533-8,220-437-2,211-626-0,211-893-3
• UN Number: 2518
• UNII: N0YIL178LP
• DSSTox Substance ID: DTXSID001032268
• Nikkaji Number: J124.988F,J124.998C,J38.184E,J83.246D,J79.783I
• Wikipedia: Cyclododecatriene
• Wikidata: Q161541
• Mol file: 676-22-2.mol

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

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

Chemical Property:

• Vapor Pressure: 0.0551mmHg at 25°C
• Melting Point: 33-35 °C(lit.)
• Refractive Index: 1.5082 (estimate)
• Boiling Point: 240 °C at 760 mmHg
• Flash Point: 87.8 °C
• PSA: 0.00000
• Density: 0.841 g/cm³
• LogP: 4.00920
• Storage Temp.: 2-8°C
• Solubility.: Benzene (Sparingly), Hexanes (Slightly)
• 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%,99%, ^*data from raw suppliers

trans,trans,trans-1,5,9-Cyclododecatriene 99% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

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
• Uses: trans,trans,trans-1,5,9-Cyclododecatrene is used in method for separation and purification of cyclododecatriene.

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

There total 53 articles about trans,trans,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: 78.0%

Cyclohepta-1,3,5-triene (544-25-2) + buta-1,3-diene (106-99-0,130983-70-9,29406-96-0,9003-17-2) → (1E,5E,9Z)-cyclododeca-1,5,9-triene (706-31-0) + bicyclo<4.4.1>undeca-2.4,8-triene (86067-58-5) + 7-endo-vinyl-bicyclo<4.2.1>nona-2,4-diene (94400-08-5) + pentacyclo[7.5.0.0(2,8).0(5,14).0(7,11)]tetradeca-3,12-diene (77300-31-3) + C14H16 (77300-30-2) + (1E,5E,9E)-cyclododeca-1,5,9-triene (676-22-2)

Guidance literature:

diethylaluminium chloride; titanium tetrachloride; In benzene; at 60 ℃; for 8h; <6+2> cycloadditions with dienes and acetylenes catalyzed by titanium complexes, investigation of the complex of CHT with Ti(II)(AlCl4)2 and (η⁶-C6H6)Ti(II)(AlCl4)2;

DOI:10.1016/0040-4020(84)85014-0

upstream raw materials:

buta-1,3-diene

2-vinylpyridine

n-butyllithium

all-trans-3-bromo-1,5,9-cyclododecatriene

Downstream raw materials:

1,5,9-cyclododecatriyne

(4E,8E)-1,1-dimethoxy-12-tosyloxy-4,8-dodecadiene

Toluene-4-sulfonic acid (4E,8E)-1-(2-[1,3]dioxolan-2-yl-ethyl)-trideca-4,8-dienyl ester

cyclododecanone

Refernces

• 1、 Troyanov, Sergei I.,Polacek, Jindrich,Antropiusova, Helena,Mach, Karel. "The crystal structure of (η6-C6Me6)Ti2 and the catalytic activity of the (C6Me6)TiAl2Cl8-xEtx (x = 0-4) complexes towards butadiene". . p. 317 - 325. Retrieved 1992.
• 2、 Gaube,David,Sanchayan,Wuchter,Klein. "Studies on partial hydrogenation of 1,5,9-cyclo-dodecatriene towards cyclo-dodecene". experimental part. p. 21 - 27. Retrieved 2012/02/15.
• 3、 Diel, Bruce N.,Han, Mingcheng,White, Jonathan M.. "Synthesis of (14C6-3,4,7,8,11,12)-(1E,5E,9E)- cyclododeca-1,5,9-triene". . p. 407 - 409. Retrieved 2008/02/08.