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4904-61-4

Basic Information
CAS No.: 4904-61-4
Name: Cyclododeca-1,5,9-triene
Article Data: 27
Molecular Structure:
Molecular Structure of 4904-61-4 (Cyclododeca-1,5,9-triene)
Formula: C12H18
Molecular Weight: 162.275
Synonyms: NSC72433;
EINECS: 225-533-8
Density: 0.89 g/mL at 20 °C(lit.)
Melting Point: 33-35 °C(lit.)
Boiling Point: 237-238 °C(lit.)
Flash Point: 178 °F
Solubility: 280μg/L at 20℃
Appearance: colorless liquid
Hazard Symbols: CorrosiveC
Risk Codes: 34
Safety: 26-36/37/39-45
Transport Information: UN 2518 6.1/PG 3
PSA: 0.00000
LogP: 4.00920
Synthetic route
100-42-5

styrene

106-99-0

buta-1,3-diene

A

1552-12-1, 111-78-4

1,5-cis,cis-cyclooctadiene

B

4904-61-4

cyclododeca-1,5,9-triene

C

13107-72-7

1-phenyl-1,4,8(9)-decatriene

Conditions
ConditionsYield
With Ni acetylacetonate; triethylaluminum; triphenylphosphine In toluene at 90℃; for 1.41667h; Kinetics; Mechanism; Product distribution; other temperature; various ratio of components. Other object of study: the rate constants;A 11.2 % Turnov.
B 10.2 % Turnov.
C 78.6 % Turnov.
106-99-0

buta-1,3-diene

A

1552-12-1, 111-78-4

1,5-cis,cis-cyclooctadiene

B

695-12-5

vinylcyclohexane

C

4904-61-4

cyclododeca-1,5,9-triene

Conditions
ConditionsYield
at 80℃; for 5h; Product distribution; also in presence aprotic solvents, var, times, temp.;
106-99-0

buta-1,3-diene

A

1552-12-1, 111-78-4

1,5-cis,cis-cyclooctadiene

B

1002-35-3

octa-1,3,7-triene

C

925-52-0

5-methyl-hepta-1,3,6-triene

D

100-40-3

4-ethenylcyclohexene

E

4904-61-4

cyclododeca-1,5,9-triene

Conditions
ConditionsYield
With iron(III)-acetylacetonate; C17H34O2P2; triethylaluminum In benzene at 50℃; for 4h; Product distribution; Pressure (range begins): 730 ;
106-99-0

buta-1,3-diene

A

925-52-0

5-methyl-hepta-1,3,6-triene

B

4904-61-4

cyclododeca-1,5,9-triene

Conditions
ConditionsYield
With iron(III)-acetylacetonate; PC-P(OBu-t)2; triethylaluminum In benzene at 50℃; for 1h; Product distribution; Pressure (range begins): 730 ;
100-42-5

styrene

butadiene oligomers

butadiene oligomers

A

100-40-3

4-ethenylcyclohexene

B

4904-61-4

cyclododeca-1,5,9-triene

C

n-dodeca-2,4,6,10-tetraene

D

copolymer of butadiene oligomers with styrene

copolymer of butadiene oligomers with styrene

Conditions
ConditionsYield
With tert.-butylhydroperoxide at 165℃; for 24h; Product distribution; Further Variations:; Reagents; Temperatures; copolymerization;
106-99-0

buta-1,3-diene

A

4904-61-4

cyclododeca-1,5,9-triene

B

polybutadiene

polybutadiene

Conditions
ConditionsYield
ethylaluminum sesquichloride; water; titanium tetrachloride In benzene at 60℃; under 1500.15 Torr; Product distribution / selectivity;
ethylaluminum sesquichloride; ammonia; water; titanium tetrachloride In benzene at 46 - 60℃; under 1500.15 Torr; Product distribution / selectivity;
ethylaluminum sesquichloride; ammonia; water; titanium tetrachloride In benzene at 60℃; under 1500.15 Torr; Product distribution / selectivity;
ethylaluminum sesquichloride; ammonia; water; titanium tetrachloride In 1-vinylcyclohexene; 1,3-cyclooctadiene at 60℃; under 1500.15 Torr; Product distribution / selectivity;
ethylaluminum sesquichloride; ammonia; titanium tetrachloride In benzene at 60℃; under 1500.15 Torr; Product distribution / selectivity;
4904-61-4

cyclododeca-1,5,9-triene

A

294-62-2

cyclododecane

B

1501-82-2

cyclododecene

C

1502-04-1, 67881-13-4

cyclododeca-1,5-diene

Conditions
ConditionsYield
With hydrogen at 80 - 160℃; under 760.051 Torr; Reagent/catalyst; Flow reactor;A 100%
B n/a
C n/a
With hydrogen; Ru4Sn6/Davison 923 mesoporous silica at 119.84℃; under 22502.3 Torr; for 12h; Product distribution; Further Variations:; reaction times;
100-42-5

styrene

100-40-3

4-ethenylcyclohexene

4904-61-4

cyclododeca-1,5,9-triene

n-dodeca-2,4,6,10-tetraene

polymer, average characteristics Mn 2570 Da, Mw 5080 Da, Mz 8020 Da; monomer(s): styrene; 4-vinylcyclohexene; 1,5,9-cyclododecatriene; n-dodeca-2,4,6,10-tetraene

polymer, average characteristics Mn 2570 Da, Mw 5080 Da, Mz 8020 Da; monomer(s): styrene; 4-vinylcyclohexene; 1,5,9-cyclododecatriene; n-dodeca-2,4,6,10-tetraene

Conditions
ConditionsYield
With tert.-butylhydroperoxide In octane; toluene at 160℃; for 18h;99.2%
4904-61-4

cyclododeca-1,5,9-triene

1502-04-1, 67881-13-4

cyclododeca-1,5-diene

Conditions
ConditionsYield
With hydrogen at 240℃; under 760.051 Torr; for 0.000916667h;96%
With hydrogen In methanol at 20℃; under 750.075 Torr; Catalytic behavior; Green chemistry;
4904-61-4

cyclododeca-1,5,9-triene

3194-55-6

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

Conditions
ConditionsYield
With bromine In dichloromethane; 2-methyl-propan-1-ol; chloroform at 14 - 15℃; pH=7; Large scale;96%
With bromine; sodium bromide In 2-methyl-propan-1-ol; chloroform; water at 10 - 15℃; for 4.5h; Solvent; Reagent/catalyst; Cooling with ice;94.9%
With hydrogen bromide; bromine In 2-ethoxy-ethanol at 50 - 90℃; for 17h; Temperature;92%
With 1-(-sulfonato)propyl-3-propanesulfonic acid imidazolium; hydrogen bromide; bromine In 2-ethoxy-ethanol at 50 - 90℃; for 8h; Temperature;90%
With bromine In 2-methyl-propan-1-ol; 1,2-dichloro-ethane at 30 - 50℃; for 5.25h;
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Chemistry

Chemistry informtion about Cis,Trans,Trans-Cyclododeca-1,5,9-Triene  (CAS NO.4904-61-4) is:
IUPAC Name: (1E,5E,9E)-Cyclododeca-1,5,9-Triene
Synonyms: (Z,E,E)-Cdt ; 1,5,9-Cyclododecatriene (Z,E,E) ; 1,5,9-Cyclododecatriene(Z,E,E) ; 1,5,9-Cyclooctatriene ; Cddt ; Cis,Trans,Trans-Cyclododeca-1,5,9-Triene ; Cyclododecatriene ; Trans,Trans,Trans-Cyclododeca-1,5,9-Triene
MF: C12H18
MW: 162.27
EINECS: 225-533-8
Melting Point: 33-35 °C(lit.)
Density: 0.841 g/cm3
Flash Point: 87.8 °C 
Boiling Point: 240 °C at 760 mmHg
Vapour Pressure: 0.0602 mmHg at 25°C 
Enthalpy of Vaporization: 45.76 kJ/mol
Storage temp.: 2-8°C
Following is the molecular structure of Cis,Trans,Trans-Cyclododeca-1,5,9-Triene  (CAS NO.4904-61-4) is:

Uses

 Cis,Trans,Trans-Cyclododeca-1,5,9-Triene (CAS NO.4904-61-4) can be used to make other chemicals.

Production

Raw materials: 1,3-Butadiene
Preparation Products: Dodecanedioic acid --> Cyclododecane--> Cyclododecene

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LC50 inhalation 7500mg/m3/6H (7500mg/m3) behavioral: convulsions or effect on seizure threshold lungs, thorax, or respiration: dyspnea National Technical Information Service. Vol. OTS0557883,
rat LD50 oral 1780mg/kg (1780mg/kg)

behavioral: tremor

National Technical Information Service. Vol. OTS0557883,
rat LD50 skin > 3600mg/kg (3600mg/kg)   National Technical Information Service. Vol. OTS0557883

Safety Profile

An eye and severe skin irritant. When heated to decomposition it emits acrid smoke and fumes.
Hazard Codes:
CorrosiveC
Risk Statements:
R34:Causes burns. 
Safety Statements:
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 2518 6.1/PG 3
WGK Germany :3
RTECS: GU2310000

Specification

 Cis,Trans,Trans-Cyclododeca-1,5,9-Triene (CAS NO.4904-61-4) is a colorless liquid. It is toxic by skin absorption and ingestion and irritating to skin and eyes. It may react vigorously with strong oxidizing agents. May react exothermically with reducing agents to release hydrogen gas. In the presence of various catalysts (such as acids) or initiators, may undergo exothermic addition polymerization reactions. Exposure can cause irritation and burns of eyes, nose and throat.