20934-69-4

Basic information

• Product Name: 1,4,10,13-TETRATHIA-7,16-DIAZACYCLOOCTADECANE
• Synonyms: 1,4,10,13-TETRATHIA-7,16-DIAZACYCLOOCTADECANE;7,16-Diaza-1,4,10,13-tetrathiacyclooctadecane
• CAS NO: 20934-69-4
• Molecular Formula: C₁₂H₂₆N₂S₄
• Molecular Weight: 326.61
• Mol File: 20934-69-4.mol
• Article Data: 4

Chemical Properties

• Melting Point: 128-132°C
• Boiling Point: 512.9°C at 760 mmHg
• Flash Point: 264°C
• Appearance: /
• Density: 1.055g/cm³
• Vapor Pressure: 1.24E-10mmHg at 25°C
• Refractive Index: 1.524
• PKA: 9.31±0.20(Predicted)
• BRN: 514051
• CAS DataBase Reference: 1,4,10,13-TETRATHIA-7,16-DIAZACYCLOOCTADECANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4,10,13-TETRATHIA-7,16-DIAZACYCLOOCTADECANE(20934-69-4)
• EPA Substance Registry System: 1,4,10,13-TETRATHIA-7,16-DIAZACYCLOOCTADECANE(20934-69-4)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 20934-69-4(Hazardous Substances Data)

Usage

General Description

1,4,10,13-Tetrathia-7,16-diazacyclooctadecane is a chemical compound with the molecular formula C8H20N2S4. It is a macrocyclic compound consisting of a eight-carbon ring with four nitrogen and four sulfur atoms. 1,4,10,13-Tetrathia-7,16-diazacyclooctadecane is a member of the family of cyclic sulfur-nitrogen compounds and is known for its potential applications in coordination chemistry and supramolecular chemistry. It has been studied for its ability to bind metal ions and form stable complexes, making it a promising candidate for use in various chemical and biological processes. Additionally, its unique structure and properties make it a subject of interest in the field of molecular recognition and host-guest chemistry.

InChI:InChI=1/C12H26N2S4/c1-5-15-9-10-17-7-3-14-4-8-18-12-11-16-6-2-13-1/h13-14H,1-12H2

Upstream product

• 31249-86-2 5,12-Dioxo-1,7,10,16-tetrathia-4,13-diaza-cyclo-octadecan 
• 43204-63-3 bis(2-bromoethyl)amine hydrobromide 
• 540-63-6 ethane-1,2-dithiol 

Downstream Products

• 137990-70-6 7,16-dibenzyl-1,4,10,13-tetrathia-7,16-diazacyclooctadecane 

Relevant articles and documents

Photoresponsive Crown Ethers. 12. Photocontrol of Metal Ion Complexation with Thiacrown Ethers

Thiacrown ethers with a photofunctional azolinkage were synthesized to control their binding ability by an on-off light switch: They are the N2S4 crowns capped with 2,2'-azopyridine (1) or azobenzene (2).The cis-trans isomerism occurred reversibly by photoirradiation.The binding ability; evaluated by solvent extraction, showed that (i) the order of the affinity for Hg2+ is N,N'-dibenzoylated N2S4 crown (4) ca. photoirradiated 1>trans-1>photoirradiated 2>trans-2, (ii) neither trans-2 nor 4 shows significant affinity toward heavy metal ions such as Cu2+, Co2+, Ni2+, and Pb2+, (iii) trans-1 has a slight affinity (Expercent 5.9percent) for Cu2+, whereas photoisomerized 1 shows the remarkably enhanced affinity (Expercent 93.9percent) with Cu2+, and (iv) such light-induced improvement is not seen for 2.The relatively poor binding ability of 2 and 4 is rationalized in terms of the unfavorable inside-out conformation of the N2S4 crown ring.The remarkable affinity change in cis-1 is probably due to the cooperative contribution of the thiacrown and the azopyridine cap constructing a new ligand site. 1 was used as a carrier for Cu2+ transport through a liquid membrane.It was found that the rate is efficiently accelerated by UV-light irradiation.

Complexes of macrocyclic compounds

Novel macrocyclic (monocyclic and bicyclic) compounds having nitrogen bridgehead atoms and having in the hydrocarbon bridging chains at least two additional hetero atoms selected from the group consisting of sulfur, oxygen, and nitrogen, when admixed with a compatible cation-donor compound form stable cation-containing macrocyclic complexes which, in turn, can be conveniently dissociated by addition of acid or a quaternizing agent. The novel macrocyclics are valuable for use in the same way and for the same purposes as chelating agents.