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

Base Information

• Chemical Name: trans,trans,cis-1,5,9-Cyclododecatriene
• CAS No.: 706-31-0
• Deprecated CAS: 140940-26-7,21367-43-1,53859-78-2,21367-43-1,53859-78-2
• Molecular Formula: C12H18
• Molecular Weight: 162.275
• European Community (EC) Number: 220-437-2,211-893-3
• UN Number: 2518
• UNII: 7K92XVU2C2
• DSSTox Substance ID: DTXSID20872347
• Wikidata: Q27268451
• Mol file: 706-31-0.mol

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

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

Chemical Property:

• Vapor Pressure: 0.0602mmHg at 25°C
• Melting Point: -18 °C(lit.)
• Refractive Index: n20/D 1.507(lit.)
• Boiling Point: 240 °C at 760 mmHg
• Flash Point: 87.8 °C
• PSA: 0.00000
• Density: 0.89 g/mL at 25 °C(lit.)
• LogP: 4.00920
• Storage Temp.: 2-8°C
• Water Solubility.: Insoluble in water.
• 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,cis-1,5,9-Cyclododecatriene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn，N
• 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 trans,trans,cis-1,5,9-Cyclododecatriene

There total 51 articles about trans,trans,cis-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: 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: 97.6%

buta-1,3-diene (106-99-0,130983-70-9,29406-96-0,9003-17-2) → 1,5-cis,cis-cyclooctadiene (1552-12-1,111-78-4) + (1E,5E,9Z)-cyclododeca-1,5,9-triene (706-31-0) + 4-ethenylcyclohexene (100-40-3)

Guidance literature:

tetrakis(cyclohexyloxo)titanium(IV); (Et)3Al₂Cl₃; In toluene; at 50 ℃; for 1h; Product distribution; Other catalytic system (R = n-C₃H₇,iso-C₃H₇,n-C₄H₉,tert-c4H₉,sec-C₄H₉,M-CH₃C₆H₄), different ratio of catalysts, 60 deg C;

Reference yield: 93.0%

trans-,cis-,cis-C12H18NiP(C6H5)3 → (1E,5E,9Z)-cyclododeca-1,5,9-triene (706-31-0) + cis,cis,trans-1,5,9-cyclododecatriene (2765-29-9)

Guidance literature:

With carbon monoxide;

upstream raw materials:

buta-1,3-diene

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

(4E,8E,12E)-6,7,10,11-Tetrahydro-1-selena-2,3-diaza-cyclopentacyclododecene

Cyclohepta-1,3,5-triene

Downstream raw materials:

trans,trans-9,9,14,14-Tetrachlor-tricyclo<11.1.0.0^8.10>tetradecen-(4-cis)

dodeca-4c,8t-dienedial

1,2,5,6,9,10-hexabromocyclododecane

cyclododeca-5c,9t-diene-1r,2c-diol

Refernces

• 1、 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.
• 2、 Cermak, Jan,Kvicalova, Magdalena,Blechta, Vratislav. "Nickel(0) and palladium(0) complexes with 1,3,5-triaza-7-phosphaadamantane. Catalysis of buta-1,3-diene oligomerization or telomerization in an aqueous biphasic system". . p. 355 - 363. Retrieved 2007/10/03.