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234273

Sigma-Aldrich

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

99%

Synonym(s):

(1E,5E,9E)-1,5,9-Cyclododecatriene, (1E,5E,9E)-Cyclododeca-1,5,9-triene, (E,E,E)-1,5,9-Cyclododecatriene

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About This Item

Empirical Formula (Hill Notation):
C12H18
CAS Number:
676-22-2
Molecular Weight:
162.27
Beilstein:
969880
EC Number:
211-626-0
MDL number:
MFCD00003720
UNSPSC Code:
12352100
PubChem Substance ID:
24854035
NACRES:
NA.22

Quality Level

100

Assay

99%

form

solid

bp

237-238 °C (lit.)

mp

33-35 °C (lit.)

SMILES string

C1C\C=C\CC\C=C\CC\C=C\1

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+

InChI key

ZOLLIQAKMYWTBR-FFWAUJBHSA-N

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General description

trans,trans,trans-1,5,9-Cyclododecatriene (ttt-cdt) acts as ligand and forms rare copper complexes. Photorearrangements of CuCl complexes of ttt-cdt has been investigated.

Application

trans,trans,trans-1,5,9-Cyclododecatriene has been used in the construction of building block for the synthesis of potent antitumor annonaceous acetogenin (+)-parviflorin.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

163.4 °F - closed cup

Flash Point(C)

73 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
02228JJ
06606CH
03717AH
13629PD
04223PD

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Highly efficient synthesis of the potent antitumor annonaceous acetogenin (+)-parviflorin.
Hoye TR and Ye Z.
Journal of the American Chemical Society, 118(7), 1801-1802 (1996)
Mauro Fianchini et al.
Dalton transactions (Cambridge, England : 2003), (12)(12), 2085-2087 (2009-03-11)
Two rare copper complexes, a tri-alkene adduct [Cu(ttt-cdt)(FSbF(5))] and a non-classical carbon monoxide complex [Cu(ttt-cdt)(CO)][SbF(6)] with a high CO stretching frequency ([small nu, Greek, macron](CO) = 2160 cm(-1)), have been isolated using trans,trans,trans-1,5,9-cyclododecatriene (ttt-cdt) ligand.
Photorearrangements of CuCl complexes of 1, 5, 9-cyclododecatrienes: wavelength dependence.
Chow YL, et al.
Organometallics, 6(5), 1126-1129 (1987)

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