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

Name
TRANS,TRANS,TRANS-1,5,9-CYCLODODECATRIENE
EINECS 225-533-8
CAS No. 676-22-2
Article Data68
CAS DataBase
Density 0.841 g/cm³
Solubility
Melting Point 33-35 °C(lit.)
Formula C12H18
Boiling Point 240 °C at 760 mmHg
Molecular Weight 162.275
Flash Point 87.8 °C
Transport Information UN 2518 6
Appearance
Safety S26-36/37/39-45
Risk Codes R34
Molecular Structure
Hazard Symbols C
Synonyms 1,5,9-Cyclododecatriene,(E,E,E)- (8CI); (1E,5E,9E)-Cyclododeca-1,5,9-triene;(E,E,E)-1,5,9-Cyclododecatriene; all-trans-1,5,9-Cyclododecatriene;trans,trans,trans-1,5,9-Cyclododecatriene
PSA 0.00000
LogP 4.00920

Synthetic route

: 98700-23-3
3-(triphenylstannyl)-all-trans-1,5,9-cyclododecatriene

A: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

B tetraphenylstannan: tetraphenylstannan

Conditions

Conditions	Yield
With phenyllithium In diethyl ether; benzene for 1h; Ambient temperature;	A 99% B n/a

: 548757-71-7, 39330-67-1, 33154-75-5, 12126-69-1, 548757-70-6
cis-,cis-,cis-C12H18Ni

A: 4736-48-5
(Z,Z,Z)-1,5,9-cyclododecatriene

B: 2765-29-9
cis,cis,trans-1,5,9-cyclododecatriene

C: 13463-39-3, 71564-36-8
tetracarbonyl nickel

D: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

Conditions

Conditions	Yield
With carbon monoxide mixture of cyclododecatrienes-1,5,9: 98 % cis-,cis-,cis-; 1,3 % trans-,trans-,trans-; 0.4 % trans-,cic-,cis-;	A 98% B 0.4% C n/a D 1.3%
With CO mixture of cyclododecatrienes-1,5,9: 98 % cis-,cis-,cis-; 1,3 % trans-,trans-,trans-; 0.4 % trans-,cic-,cis-;	A 98% B 0.4% C n/a D 1.3%

...Expand

: 37249-40-4
trans-,trans-,cis-C12H18NiP(C6H11-cyclo)3

A: 706-31-0
(1E,5E,9Z)-cyclododeca-1,5,9-triene

B: 2765-29-9
cis,cis,trans-1,5,9-cyclododecatriene

C: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

Conditions

Conditions	Yield
With carbon monoxide	A 97.8% B 0.3% C 0.2%
With CO	A 97.8% B 0.3% C 0.2%

...Expand

: trans-,trans-,trans-C12H18NiP(C6H11-cyclo)3

A: 2765-29-9
cis,cis,trans-1,5,9-cyclododecatriene

B: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

Conditions

Conditions	Yield
With carbon monoxide	A 2.5% B 97%
With CO	A 2.5% B 97%

: 98700-24-4
3-(triphenylplumbyl)-all-trans-1,5,9-cyclododecatriene

A: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

B tetraphenylplumban: tetraphenylplumban

Conditions

Conditions	Yield
With phenyllithium In diethyl ether; benzene at -65℃; for 0.5h;	A 85% B n/a

: 544-25-2
Cyclohepta-1,3,5-triene

: 106-99-0
buta-1,3-diene

A: 706-31-0
(1E,5E,9Z)-cyclododeca-1,5,9-triene

B: 86067-58-5
bicyclo<4.4.1>undeca-2,4,8-triene

C: 94400-08-5
7-endo-vinyl-bicyclo<4.2.1>nona-2,4-diene

D: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

Conditions

Conditions	Yield
diethylaluminium chloride; titanium tetrachloride In benzene at 60℃; for 8h; Further byproducts given;	A 5% B 8% C 78% D 5%
diethylaluminium chloride; titanium tetrachloride In benzene at 60℃; for 8h; Further byproducts given;	A 7% B 11% C 70% D 6%
diethylaluminium chloride; titanium tetrachloride In benzene at 60℃; for 8h; Further byproducts given;	A 16% B 6% C 60% D 15%
diethylaluminium chloride; titanium tetrachloride In benzene at 60℃; for 8h; Further byproducts given;	A 18% B 8% C 47% D 7%

...Expand

: 544-25-2
Cyclohepta-1,3,5-triene

: 106-99-0
buta-1,3-diene

A: 706-31-0
(1E,5E,9Z)-cyclododeca-1,5,9-triene

B: 86067-58-5
bicyclo<4.4.1>undeca-2,4,8-triene

C: 94400-08-5
7-endo-vinyl-bicyclo<4.2.1>nona-2,4-diene

D: 77300-31-3
pentacyclo[7.5.0.0(2,8).0(5,14).0(7,11)]tetradeca-3,12-diene

E: 77300-30-2
C14H16

F: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

Conditions

Conditions	Yield
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;	A 5% B 8% C 78% D 3% E 1% F 5%

...Expand

: 544-25-2
Cyclohepta-1,3,5-triene

: 106-99-0
buta-1,3-diene

A: 86067-58-5
bicyclo<4.4.1>undeca-2,4,8-triene

: 7-endo-vinylbicyclo<4.2.1>nona-2,4-diene

: pentacyclo[7.5.0.02,8.05,14.07,11]tetradecane-3,12-diene

D: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

Conditions

Conditions	Yield
diethylaluminium chloride; titanium tetrachloride Further byproducts given;	A 8% B 78% C 5% D 5%

...Expand

: 106-99-0
buta-1,3-diene

A: 1552-12-1, 111-78-4
1,5-cis,cis-cyclooctadiene

B: 706-31-0
(1E,5E,9Z)-cyclododeca-1,5,9-triene

C: 100-40-3
4-ethenylcyclohexene

D: 2765-29-9
cis,cis,trans-1,5,9-cyclododecatriene

E: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

Conditions

Conditions	Yield
With bis(acetylacetonate)nickel(II); diethyl(ethoxy)aluminum at 35℃; Rate constant; other reagents;	A n/a B 6% C n/a D 17% E 74%

...Expand

: 109-72-8, 29786-93-4
n-butyllithium

: 14518-36-6
all-trans-3-bromo-1,5,9-cyclododecatriene

A: 98700-22-2
3-Butyl-all-trans-1,5,9-cyclododecatrien

B: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

Conditions

Conditions	Yield
In tetrahydrofuran; hexane at -100℃; for 1h;	A 65% B 30%

...Expand

: 14518-36-6
all-trans-3-bromo-1,5,9-cyclododecatriene

A: 706-31-0
(1E,5E,9Z)-cyclododeca-1,5,9-triene

B: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

Conditions

Conditions	Yield
With lithium In tetrahydrofuran for 5h; Product distribution; Heating; Br-Li exchange;	A 10% B 58%

: 100-69-6
2-vinylpyridine

: 106-99-0
buta-1,3-diene

A: 1552-12-1, 111-78-4
1,5-cis,cis-cyclooctadiene

B: 167560-56-7
2-(3-cyclohexenyl)pyridine

C: 22038-69-3
(E,E)-1,3,6-Octatriene

D: 100-40-3
4-ethenylcyclohexene

E: 2-(1E,4E,9-decatrienyl)pyridine

F: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

Conditions

Conditions	Yield
With bis(acetylacetonate)nickel(II); triethylaluminum; triphenylphosphine In benzene at 110℃; for 6h; Product distribution; other metal complexes;	A 1% B 10% C 3% D 10% E 55% F 10%

...Expand

: 186581-53-3, 908094-01-9
diazomethane

: (trans,trans,trans-1,5,9-cyclododecatriene)nickel

A: 15782-50-0, 5992-50-7, 1731-39-1, 15782-48-6, 15782-46-4, 15782-49-7, 15782-44-2
bicyclo{10.1.0}-4,8-tridecadiene

B: 14724-87-9
bicyclo{10.3.0}-4,8-pentadecadiene

C: 7440-02-0
nickel

D: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

Conditions

Conditions	Yield
In diethyl ether byproducts: N2; -80°C; instantaneous;	A 13% B 35% C n/a D 35%
In diethyl ether byproducts: N2; -80°C; instantaneous;	A 13% B 10% C n/a D 25%
In diethyl ether byproducts: N2; -80°C; instantaneous;	A 13% B 10% C n/a D 25%

...Expand

: 107170-35-4
(4E,8E,12E)-6,7,10,11-Tetrahydro-1-selena-2,3-diaza-cyclopentacyclododecene

A: 706-31-0
(1E,5E,9Z)-cyclododeca-1,5,9-triene

B: 107170-28-5
bicyclo<7.3.0>dodeca-2,4-dien-7-yne

C: 107170-29-6, 107170-30-9
(1Z,5Z,9E)-cyclododecatrien-3-yne

D: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

Conditions

Conditions	Yield
With copper 1.) ether 2.) 180 deg C, 20 Torr then 1 Torr;	A n/a B 3% C 3% D 12%
With copper 1.) ether 2.) 180 deg C, 20 Torr then 1 Torr;	A 12% B 3% C 3% D n/a
With copper 1.) ether 2.) 180 deg C, 20 Torr then 1 Torr;	A n/a B 3% C 3% D n/a

...Expand

: 106-99-0
buta-1,3-diene

A: 706-31-0
(1E,5E,9Z)-cyclododeca-1,5,9-triene

B: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

Conditions

Conditions	Yield
(η6-C6H6)Ti(AlCl4)2; alkali chloride at 50 - 100℃; under 1E-05 Torr; Rate constant; Product distribution; C6H6Ti(AlBr4)2 and other alkali halogenides;
With Ti(AlCl4)2; Hexamethylbenzene; triethylaluminum In benzene at 50℃; Product distribution; var. conc. of var. reagents;
With triethylaluminum; chromyl chloride; benzene at 40℃;
With triethylaluminum; bis(acetylacetonate)nickel(II) In toluene at 80℃; for 20h;

: 106-99-0
buta-1,3-diene

A: 1552-12-1, 111-78-4
1,5-cis,cis-cyclooctadiene

B: 706-31-0
(1E,5E,9Z)-cyclododeca-1,5,9-triene

C: 824-90-8
1-phenylbut-1-ene

D: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

Conditions

Conditions	Yield
ethylaluminum dichloride; titanium tetrachloride; triphenylphosphine In benzene at 50℃; Product distribution;

...Expand

: 106-99-0
buta-1,3-diene

A: 1552-12-1, 111-78-4
1,5-cis,cis-cyclooctadiene

B: 100-40-3
4-ethenylcyclohexene

C: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

Conditions

Conditions	Yield
With nickel(0) on various phosphite functionalized ethylene oligomer as catalyst; triethylaluminum; bis(acetylacetonate)nickel(II) In hexane; toluene at 95℃; for 5h; Product distribution;
2>Ni In toluene at 110℃; Product distribution; other polyethylene-entrapped Nickel(0) catalysts; catalytic activity;

...Expand

: 106-99-0
buta-1,3-diene

: 14630-40-1
Bis(trimethylsilyl)ethyne

A: 706-31-0
(1E,5E,9Z)-cyclododeca-1,5,9-triene

B: 1,2-bis(trimethylsilyl)cyclohexa-1,4-diene

C: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

Conditions

Conditions	Yield
diethylaluminium chloride; titanium tetrachloride In benzene at 60℃; for 6h; in a sealed ampoule; Yield given;

...Expand

: 106-99-0
buta-1,3-diene

A: 706-31-0
(1E,5E,9Z)-cyclododeca-1,5,9-triene

B: (1Z,3Z,7Z)-Cyclododeca-1,3,7-triene

C: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

Conditions

Conditions	Yield
With triethylaluminum; 2,2'-dipyridylmethane-Ni(OAc)2 In toluene at 80℃; for 64h; Product distribution; variation of catalyst, reaction temperature and time;

...Expand

: 2765-29-9
cis,cis,trans-1,5,9-cyclododecatriene

A: 706-31-0
(1E,5E,9Z)-cyclododeca-1,5,9-triene

B: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane In benzene Product distribution; Heating; various reaction time; various radicals; various alkenes;

: 106-99-0
buta-1,3-diene

A: 26198-79-8
(E)-1,3,7-octatriene

B: 1552-12-1, 111-78-4
1,5-cis,cis-cyclooctadiene

C: 706-31-0
(1E,5E,9Z)-cyclododeca-1,5,9-triene

D: 22038-69-3
(E,E)-1,3,6-Octatriene

E: 100-40-3
4-ethenylcyclohexene

F: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

Conditions

Conditions	Yield
With tetrakis(1,3,5-triaza-7-phosphaadamantane)palladium(0) In water at 80℃; for 20h; Product distribution; various catalysts;

...Expand

: 97-93-8
triethylaluminum

: 14977-61-8
chromyl chloride

: 106-99-0
buta-1,3-diene

: 71-43-2
benzene

A: 1552-12-1, 111-78-4
1,5-cis,cis-cyclooctadiene

B: 706-31-0
(1E,5E,9Z)-cyclododeca-1,5,9-triene

C: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

Conditions

Conditions	Yield
at 40℃;
at 40℃;

...Expand

: 96-10-6
diethylaluminium chloride

: 7550-45-0
titanium tetrachloride

: 106-99-0
buta-1,3-diene

A: 1552-12-1, 111-78-4
1,5-cis,cis-cyclooctadiene

B: 706-31-0
(1E,5E,9Z)-cyclododeca-1,5,9-triene

C: 100-40-3
4-ethenylcyclohexene

D: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

Conditions

Conditions	Yield
Oligomerisierung; Einfluss vin Temperatur, Loesungsmittel, Zusammensetzung des Katalysators sowie von Zusaetzen auf diese Reaktion;

...Expand

: 96-10-6
diethylaluminium chloride

: 7550-45-0
titanium tetrachloride

: 106-99-0
buta-1,3-diene

: 71-43-2
benzene

A: 1552-12-1, 111-78-4
1,5-cis,cis-cyclooctadiene

B: 706-31-0
(1E,5E,9Z)-cyclododeca-1,5,9-triene

C: 100-40-3
4-ethenylcyclohexene

D: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

Conditions

Conditions	Yield
at 40℃; Oligomerisierung;
at 40℃; Kinetics; Oligomerisierung;
at 40℃; Oligomerisierung;

...Expand

: 106-99-0
buta-1,3-diene

nickel (0)-catalyst: nickel (0)-catalyst

A: 1552-12-1, 111-78-4
1,5-cis,cis-cyclooctadiene

B: 706-31-0
(1E,5E,9Z)-cyclododeca-1,5,9-triene

C: 100-40-3
4-ethenylcyclohexene

D: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

Conditions

Conditions	Yield
Oligomerisierung; Produkt5: Cyclododeca-1c,5c,9t-trien;

...Expand

: 87422-12-6
cis-tris-<2.2.2>-ς-homobenzene

A: 706-31-0
(1E,5E,9Z)-cyclododeca-1,5,9-triene

B: 4736-48-5
(Z,Z,Z)-1,5,9-cyclododecatriene

C: 46045-35-6, 53264-71-4, 53264-72-5
cis-5,6-Divinyl-cis-cycloocten

: 46045-35-6, 53264-71-4, 53264-72-5
trans-5,6-Divinyl-cis-cycloocten

E: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

F further byproducts: further byproducts

Conditions

Conditions	Yield
at 450℃; Mechanism; Product distribution; other temp. were studied;

...Expand

: 87422-12-6
cis-tris-<2.2.2>-ς-homobenzene

A: 706-31-0
(1E,5E,9Z)-cyclododeca-1,5,9-triene

: 2855-27-8, 53264-67-8, 53264-68-9, 53264-69-0, 53264-70-3
C12H18

: 2855-27-8, 53264-67-8, 53264-68-9, 53264-69-0, 53264-70-3
C12H18

: 2855-27-8, 53264-67-8, 53264-68-9, 53264-69-0, 53264-70-3
1,trans-2,cis-4-trivinylcyclohexane

: 2855-27-8, 53264-67-8, 53264-68-9, 53264-69-0, 53264-70-3
C12H18

F: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

G further byproducts: further byproducts

Conditions

Conditions	Yield
at 500℃; Mechanism; Product distribution; other temp. were studied;

...Expand

: (2E,6E,10E)-Cyclododeca-2,6,10-trienone

: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 3: Cu powder / 1.) ether 2.) 180 deg C, 20 Torr then 1 Torr View Scheme

: C13H19N3O

: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2: Cu powder / 1.) ether 2.) 180 deg C, 20 Torr then 1 Torr View Scheme

: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

: 42539-84-4
trans-1,2-epoxy-trans,trans-5,9-cyclododecadiene

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; hexacarbonyl molybdenum In benzene at 80℃; for 6h;	87.6%

: trans-,cis-,cis-C12H18NiP(OC6H4C6H5-o)3

: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

: trans-,trans-,trans-C12H18NiP(OC6H4C6H5-o)3

Conditions

Conditions	Yield
	85%
	85%

: 67-66-3
chloroform

: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

: 4413-92-7, 5775-25-7, 23720-52-7, 85611-71-8
trans,trans-13,13-Dichloro-trans-bicyclo<10.1.0>trideca-4,8-diene

Conditions

Conditions	Yield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride at 45℃; for 3h;	82%

: rhodium(III) chloride trihydrate

: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

: catena-poly-[μ-dichloro-(1,2,12-η)-1,5,8-cyclododecatrienylrhodium]

Conditions

Conditions	Yield
In ethanol byproducts: C12H20, C12H22; Ar-atmosphere; closed vessel, 80°C, 8 h; collection (filtration), washing (EtOH), drying (vac.); elem. anal.;	82%

: 62-75-9
N-Nitrosodimethylamine

: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

: 83638-04-4
syn-1-hydroxyimino-2-dimethylamino-trans,trans-cyclododeca-5,9-diene

Conditions

Conditions	Yield
With hydrogenchloride In methanol for 4h; Irradiation;	76%

: bis(acetylacetonate)nickel(II)

: 1586-92-1
diethyl(ethoxy)aluminum

: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

: (trans,trans,trans-1,5,9-cyclododecatriene)nickel

Conditions

Conditions	Yield
In diethyl ether at about 0°C; recrystn. from ether;	75%
In diethyl ether at about 0°C;	57%
In diethyl ether at about 0°C;	57%

...Expand

: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

: (1R*,2R*,5R*,6R*,9S*,10S*)-cyclododecane-1,2,5,6,9,10-hexaol

: (1R*,2R*,5R*,6R*,9R*,10R*)-cyclododecane-1,2,5,6,9,10-hexaol

Conditions

Conditions	Yield
With osmium(VIII) oxide; N-methyl-2-indolinone In water; acetone for 0.25h; Ambient temperature; Yields of byproduct given;	A 72% B n/a
With osmium(VIII) oxide; N-methyl-2-indolinone In water; acetone for 0.25h; Ambient temperature; Yield given;	A 72% B n/a

: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

: 131392-77-3
(4E,8E)-dodeca-4,8-diene-1,12-diol

Conditions

Conditions	Yield
With osmium(VIII) oxide; 4-methylmorpholine N-oxide In dichloromethane for 24h; Ambient temperature;	71%
Multi-step reaction with 3 steps 1: N-methyl-morpholine-N-oxide; water / OsO4 / CH2Cl2 / 20 °C 2: NaIO4; water / CH2Cl2; acetone 3: NaBH4 / methanol / 0 °C View Scheme

: 26042-63-7
silver(I) hexafluorophosphate

: 43064-53-5, 38960-16-6
[Pd(CH2CH(C6H5)C5(CH3)5)Cl]2

: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

: [Pd(1,2-bis(diphenylphosphino)ethane)(η(3)-cyclododecadienyl)][PF6]

Conditions

Conditions	Yield
With 1,2-bis-(diphenylphosphino)ethane In not given byproducts: AgCl; N2-atmosphere; treatment of Pd-complex with AgPF6 and diphosphine, then with triene; elem. anal.;	71%

...Expand

: 15243-33-1
dodecacarbonyl-triangulo-triruthenium

: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

: [Ru3H(CO)9(C12H17)]

Conditions

Conditions	Yield
In hexane reflux (8 h); column chromy., then thin-layer chromy., crystn. (n-hexane);	70%

: 19287-45-7
diborane

: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

: 1130-59-2, 2938-53-6, 16664-33-8
dodecahydro-9b-bora-phenalene

Conditions

Conditions	Yield
With diethylene glycol dimethyl ether; triethylamine In tetrahydrofuran at 130 - 200℃; for 6h; Inert atmosphere;	68%

: 67969-82-8
tetrafluoroboric acid diethyl ether

: 2362-50-7
thianthrene-5-oxide

: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

: C24H25S2(1+)*BF4(1-)

Conditions

Conditions	Yield
With trifluoroacetic anhydride In acetonitrile at 0℃; for 0.75h; Inert atmosphere; regioselective reaction;	68%

...Expand

: bis(acetylacetonate)nickel(II)

: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

: (trans,trans,trans-1,5,9-cyclododecatriene)nickel

Conditions

Conditions	Yield
With samarium diiodide In tetrahydrofuran under N2; a soln. of Ni-contg. compd. and a ligand in THF was treated dropwise with a THF soln. of SmI2 at -20°C; addn. of SmI2 was continued until no more color change occurred; warming to room temp.; after stirring for 1 h, the solvent was removed in vac.; extn. with toluene; the soln. was filtered through a column of Celite; the solvent was removed in vac.;	61%
With diethylaluminumethoxide In tetrahydrofuran according to Bogdanovic B., et al., Justus Liebigs Ann. Chem., 1966, 699, 1; mixt. of Ni compd., cyclododecatriene and Al compd. was reacted in THF; sublimed (vac.);

Yield

With samarium diiodide In tetrahydrofuran under N2; a soln. of Ni-contg. compd. and a ligand in THF was treated dropwise with a THF soln. of SmI2 at -20°C; addn. of SmI2 was continued until no more color change occurred; warming to room temp.; after stirring for 1 h, the solvent was removed in vac.; extn. with toluene; the soln. was filtered through a column of Celite; the solvent was removed in vac.;

61%

With diethylaluminumethoxide In tetrahydrofuran according to Bogdanovic B., et al., Justus Liebigs Ann. Chem., 1966, 699, 1; mixt. of Ni compd., cyclododecatriene and Al compd. was reacted in THF; sublimed (vac.);

: 64-19-7
acetic acid

: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

: 14296-71-0
(E,E,E)-2,6,10-cyclododecatrienoic acid ester

Conditions

Conditions	Yield
With manganese(IV) oxide; p-benzoquinone; palladium diacetate at 40℃; for 72h;	60%

: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

: 60391-93-7
(4E,8E)-dodeca-4,8-dienedial

Conditions

Conditions	Yield
Stage #1: (1E,5E,9E)-cyclododeca-1,5,9-triene With osmium(VIII) oxide; 4-methylmorpholine N-oxide Inert atmosphere; Stage #2: With sodium periodate; silica gel Inert atmosphere;	59%
(i) O3, AcOH, (ii) Zn; Multistep reaction;
(i) O3, cyclohexane, MeOH, (ii) H2, Lindlar catalyst, dioxane; Multistep reaction;
Multi-step reaction with 2 steps 1: N-methyl-morpholine-N-oxide; water / OsO4 / CH2Cl2 / 20 °C 2: NaIO4; water / CH2Cl2; acetone View Scheme

: bis(acetylacetonate)nickel(II)

: 75-24-1
trimethylaluminum

: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

: (trans,trans,trans-1,5,9-cyclododecatriene)nickel

Conditions

Conditions	Yield
In diethyl ether -40°C;	57%
In diethyl ether -40°C;	57%
In hexane -40°C;	41.7%
In hexane -40°C;	41.7%

...Expand

: bis(acetylacetonate)nickel(II)

: 97-93-8
triethylaluminum

: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

: (trans,trans,trans-1,5,9-cyclododecatriene)nickel

Conditions

Conditions	Yield
In diethyl ether -40°C;	57%
In diethyl ether -40°C;	57%
In hexane -40°C;	41.7%
In hexane -40°C;	41.7%

...Expand

: 676-22-2
(1E,5E,9E)-cyclododeca-1,5,9-triene

: 5202-25-5, 15786-26-2, 29118-70-5, 122674-42-4, 122674-45-7
(5E,9E)-(1R,2R)-Cyclododeca-5,9-diene-1,2-diol

Conditions

Conditions	Yield
With osmium(VIII) oxide; 4-methylmorpholine N-oxide In dichloromethane	53%

trans,trans,trans-1,5,9-Cyclododecatriene Chemical Properties

Molecular Formula: C₁₂H₁₈
Molar mass: 162.2713 g/mol
EINECS: 225-533-8
Density: 0.841 g/cm³
Flash Point:87.8 °C
Index of Refraction: 1.473
Boiling Point: 240 °C at 760 mmHg
Vapour Pressure: 0.0602 mmHg at 25 °C
Melting point: 33-35 °C(lit.)
Storage temp: 2-8 °C
Product categories of trans,trans,trans-1,5,9-Cyclododecatriene (CAS NO.676-22-2): Cyclic;Alkenes;Organic Building Blocks
Structure of trans,trans,trans-1,5,9-Cyclododecatriene (CAS NO.676-22-2):

XLogP3-AA: 4.5
H-Bond Donor: 0
H-Bond Acceptor: 0
IUPAC Name: (1E,5E,9E)-Cyclododeca-1,5,9-triene
Canonical SMILES: C1CC=CCCC=CCCC=C1
Isomeric SMILES: C1/C=C/CC/C=C/CC/C=C/C1
InChI: InChI=1S/C12H18/c1-2-4-6-8-10-12-11-9-7-5-3-1/h1-2,7-10H,3-6,11-12H2/b2-1+,9-7+,10-8+
InChIKey: ZOLLIQAKMYWTBR-FFWAUJBHSA-N

trans,trans,trans-1,5,9-Cyclododecatriene Safety Profile

Hazard Codes of trans,trans,trans-1,5,9-Cyclododecatriene (CAS NO.676-22-2): Corrosive C
Risk Statements: 34
R34:Causes burns.
Safety Statements: 26-36/37/39-45
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.)

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

trans,trans,trans-1,5,9-Cyclododecatriene ,its cas register number is 676-22-2. It also can be called (1E,5E,9E)-Cyclododeca-1,5,9-triene ; (E,E,E)-1,5,9-Cyclododecatriene ; 1,5,9-Cyclododecatriene ; 1,5,9-Cyclododecatriene, (1E,5E,9E)- ; 1,5,9-Cyclododecatriene, (E,E,E)- and (1E,5E,9E)-1,5,9-Cyclododecatriene .

Product Name

TRANS,TRANS,TRANS-1,5,9-CYCLODODECATRIENE

Synthetic route

trans,trans,trans-1,5,9-Cyclododecatriene Chemical Properties

trans,trans,trans-1,5,9-Cyclododecatriene Safety Profile

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

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