1,5,9-Cyclododecatriene

Base Information

• Chemical Name: 1,5,9-Cyclododecatriene
• CAS No.: 4904-61-4
• Molecular Formula: C12H18
• Molecular Weight: 162.275
• European Community (EC) Number: 225-533-8,211-626-0,211-893-3
• UN Number: 2518
• UNII: PG450K437C
• DSSTox Substance ID: DTXSID6040791
• Wikipedia: Cyclododecatriene
• Wikidata: Q27286535
• ChEMBL ID: CHEMBL2139892
• Mol file: 4904-61-4.mol

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

Chemical Property of 1,5,9-Cyclododecatriene

Chemical Property:

• Appearance/Colour: colorless liquid
• Vapor Pressure: 0.0602mmHg at 25°C
• Melting Point: 33-35 °C(lit.)
• Refractive Index: 1.473
• Boiling Point: 237-238 °C(lit.)
• Flash Point: 178 °F
• PSA: 0.00000
• Density: 0.89 g/mL at 20 °C(lit.)
• LogP: 4.00920
• Storage Temp.: 2-8°C
• Water Solubility.: 280μg/L at 20℃
• 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:

99.9% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): C
• Hazard Codes: C,N,Xn
• Statements: 34-65-50/53
• Safety Statements: 26-36/37/39-45-62-61-60

MSDS Files:

SDS file from LookChem

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 1,5,9-Cyclododecatriene

There total 12 articles about 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:

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) + octa-1,3,7-triene (1002-35-3) + 5-methyl-hepta-1,3,6-triene (925-52-0) + 4-ethenylcyclohexene (100-40-3) + cyclododeca-1,5,9-triene (4904-61-4)

Guidance literature:

With iron(III)-acetylacetonate; C₁₇H₃₄O₂P₂; triethylaluminum; In benzene; at 50 ℃; for 4h; Pressure (range begins): 730 ; Product distribution;

DOI:10.1007/BF00950126

Reference yield:

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + butadiene oligomers → 4-ethenylcyclohexene (100-40-3) + cyclododeca-1,5,9-triene (4904-61-4) + n-dodeca-2,4,6,10-tetraene + copolymer of butadiene oligomers with styrene

Guidance literature:

With tert.-butylhydroperoxide; at 165 ℃; for 24h; Further Variations:; Reagents; Temperatures; Product distribution;

Reference yield:

buta-1,3-diene (106-99-0,130983-70-9,29406-96-0,9003-17-2) → cyclododeca-1,5,9-triene (4904-61-4) + polybutadiene (25038-44-2)

Guidance literature:

ethylaluminum sesquichloride; water; titanium tetrachloride; In benzene; at 60 ℃; under 1500.15 Torr; Product distribution / selectivity;

upstream raw materials:

styrene

buta-1,3-diene

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

(Z)-oct-4-enedial

Downstream raw materials:

cyclododecene

cyclododeca-1,5-diene

cyclododecane

dodeca-4,8-diene-1,12-dialdehyde

Refernces

• 1、 Nikulin,Filimonova. "Copolymerization of styrene with unsaturated compounds contained in the bottoms of distillation of the recycling solvent". . p. 157 - 161. 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.