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250724

Sigma-Aldrich

1,4,8,11-Tetrathiacyclotetradecane

95%

Synonym(s):

14-Ane-S4

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About This Item

Empirical Formula (Hill Notation):
C10H20S4
CAS Number:
Molecular Weight:
268.53
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

95%

mp

118-121 °C (lit.)

SMILES string

C1CSCCSCCCSCCSC1

InChI

1S/C10H20S4/c1-3-11-7-9-13-5-2-6-14-10-8-12-4-1/h1-10H2

InChI key

WMVHWZHZRYGGOO-UHFFFAOYSA-N

General description

1,4,8,11-Tetrathiacyclotetradecane is a tetradentate thioether and forms complexes with ruthenium. It is also referred as thio-crown [14]aneS(4) or sulfur crown-ether analog.

Application

1,4,8,11-Tetrathiacyclotetradecane has been used in liquid-liquid extraction of metal ions.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Liquid-liquid extraction of metal ions by the thiacrown compound 1, 4, 8, 11-tetrathiacyclotetradecane.
Saito K, et al.
Analytica Chimica Acta, 151, 447-455 (1983)
Siu-Chung Chan et al.
Inorganic chemistry, 50(22), 11636-11643 (2011-10-26)
Ruthenium complexes containing 2-(2-nitrosoaryl)pyridine (ON(^)N) and tetradentate thioether 1,4,8,11-tetrathiacyclotetradecane ([14]aneS4), [Ru(ON(^)N)([14]aneS4)](2+) [ON(^)N = 2-(2-nitrosophenyl)pyridine (2a), 10-nitrosobenzo[h]quinoline (2b), 2-(2-nitroso-4-methylphenyl)pyridine, (2c), 2-(2-nitrosophenyl)-5-(trifluoromethyl)pyridine (2d)] and analogues with the 1,4,7-trithiacyclononane ([9]aneS3)/tert-butylisocyanide ligand set, [Ru(ON(^)N)([9]aneS3)(C≡N(t)Bu)](2+) (4a and 4b), have been prepared by insertion of a
Sophie H Dale et al.
Acta crystallographica. Section C, Crystal structure communications, 61(Pt 6), o411-o413 (2005-06-03)
Investigations of the reactivity of the thio-crown [14]aneS(4) (1,4,8,11-tetrathiacyclotetradecane) towards the aminating agent o-mesitylsulfonylhydroxylamine have lead to the crystallization of 1lambda(4),4lambda(4),8lambda(4),11lambda(4)-tetrathiacyclotetradecane-1,4,7,10-tetraylidenetetraaminium tetrakis(2,4,6-trimethylbenzenesulfonate), C10H28N4S(4)4+.4C9H11O3S-. The compound crystallizes in a centrosymmetric space group, with half a formula unit in the asymmetric unit.

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