5617-32-3

Usage

Uses

Used in Chemical Synthesis:
Heptaethylene glycol is used as a building block for the preparation of large ring crown ether compounds. Its hydroxyl groups can react with other molecules to form complex structures, making it a versatile component in the synthesis of various organic compounds.
Used in Pharmaceutical and Biochemical Applications:
Due to its enhanced water solubility, heptaethylene glycol can be used as a solubility-enhancing agent for hydrophobic drugs and biomolecules. This can improve the bioavailability and therapeutic efficacy of these compounds.
Used in Material Science:
The hydrophilic nature of heptaethylene glycol makes it suitable for use in the development of hydrogels, coatings, and other materials with specific properties. Its ability to form large ring structures can also contribute to the creation of novel materials with unique characteristics.
Used in Environmental Applications:
Heptaethylene glycol can be employed in the development of environmentally friendly solvents and cleaning agents. Its hydrophilic properties can help reduce the environmental impact of these products by promoting the dissolution and removal of contaminants.

InChI:InChI=1/C14H30O8/c15-1-3-17-5-7-19-9-11-21-13-14-22-12-10-20-8-6-18-4-2-16/h15-16H,1-14H2

Upstream product

• 107-21-1 ethylene glycol 
• 112-26-5 1,2-bis(2-chloroethoxy)ethane 
• 111-46-6 diethylene glycol 
• 101858-70-2 2,2-diphenyl-23-crown-8 
• 88099-81-4 2-methyl-23-crown-8 
• 5197-65-9 1,14-dichloro-3,6,9,12-tetraoxatetradecane 
• 144270-97-3 1,1,1,24,24,24-hexaphenyl-2,5,8,11,14,17,20,23-octaaoxatetracosane 
• 105891-53-0 1-((2-(2-(2-(2-(2-(2-(2-(benzyloxy)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)methyl)benzene 
• 19249-03-7 triethylene glycol di-(p-toluenesulfonate) 
• 112-27-6 2,2'-[1,2-ethanediylbis(oxy)]bisethanol 
• 133699-09-9 10,10,10-triphenyl-3,6,9-trioxadecan-1-ol 
• 745048-17-3 1,1,1-triphenyl-2,5,8,11,14,17,20-heptaoxadocosan-22-ol 
• 4792-15-8 Pentaethylene glycol 
• 136824-79-8 heptaethylene glycol bis(allyl ether) 

Downstream Products

• 4486-31-1 heptakis(oxyethylene glycol)n-hexadecyl ether 
• 117095-88-2 4-phenyl-2,6-pyrido-27-crown-9 
• 33089-36-0 1,4,7,10,13,16,10-heptaoxacyclohenicosane 
• 122861-55-6 C₄₂H₈₄O₂₁ 
• 71092-60-9 42-Crown-14 
• 69502-27-8 2-[2-[2-[2-[2-[2-[2-(p-tolylsulfonyloxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate 
• 1028089-05-5 Toluene-4-sulfonic acid 2-{2-[2-(2-{2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-ethyl ester 
• 56930-39-3 1,20-dichloro-3,6,9,12,15,18-hexaoxatetradecane 
• 946533-36-4 C₂₉H₃₇BrN₂O₁₄ 
• 3386-18-3 nonaethylene glycol 
• 93593-89-6 4-Chloro-N-[2-(2-{2-[2-(2-{2-[2-(2-trimethylsilanyloxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-ethoxy)-2λ⁵-benzo[1,3,2]dioxaphosphol-2-ylidene]-benzenesulfonamide 
• 1274892-60-2 2-{2-[2-(2-{2-[2-(2-azido-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-ethanol 

Relevant academic research and scientific papers

Highly efficient synthesis of monodisperse poly(ethylene glycols) and derivatives through macrocyclization of oligo(ethylene glycols)

A macrocyclic sulfate (MCS)-based approach to monodisperse poly(ethylene glycols) (M-PEGs) and their monofunctionalized derivatives has been developed. Macrocyclization of oligo(ethylene glycols) (OEGs) provides MCS (up to a 62-membered macrocycle) as versatile precursors for a range of monofunctionalized M-PEGs. Through iterative nucleophilic ring-opening reactions of MCS without performing group protection and activation, a series of M-PEGs, including the unprecedented 64-mer (2850Da), can be readily prepared. Synthetic simplicity coupled with versatility of this new strategy may pave the way for broader applications of M-PEGs. Macrocycles make synthesis easier: Convenient macrocyclization of the OEGs provides versatile macrocyclic sulfates. These compounds are cornerstones for both monofunctionalization of OEGs and highly efficient synthesis of monodisperse PEGs and derivatives, including an unprecedented 64-mer.

Synthesis of oligo(ethylene glycol) toward 44-mer

A synthetic method for oligo(ethylene glycol) toward 44-mer (FW = 1956.35) is described. Reiteration of Williamson's ether synthesis and hydrogenation to remove protecting benzyl group affords desired oligo(ethylene glycol) toward 44-mer in moderate yields. The advantages in this method are use of commercially easily available materials as starting materials and procedures avoiding difficulty in purification of the products as much as possible.

An expedient synthesis of monodispersed oligo(ethylene glycols)

A convenient approach to the synthesis of oligo(ethylene glycols) under phase transfer conditions is described. Oligo(ethylene glycols) (x = 7-12) are obtained in excellent yields and high purity via modular, bi-directional elongation of readily available ethylene glycol bis-tosylates.

Molecular motion in crown ethers. Application of 13C and 2H NMR to the study of 4-carboxybenzo-24-crown-8 ether and its KNCS complex in solution and in the solid phase

Large-amplitude solid phase molecular motion has been detected in the macrocyclic ring of the title crown either via 13C CPMAS NMR. To study the details of the dynamic processes, two selectively deuterated d4 derivatives have been prepared and examined via 2H NMR as a function of temperature. A phase change occurring around 277 K has been verified by differential scanning calorimetry (DSC) and a model for the motional processes has been developed involving equivalent two-site flips of the CD2 groups. The amplitude of the CD2 motions apparently decreases the closer the group is to the aromatic ring. The influence of KNCS complexation on the 13C CPMAS spectrum and on 13C spin lattice relaxation times in solution has been explored.

Conductance study of alkali metal complexes with 4′-carboxy-benzo-24-crown-8 and 4′-amido-benzo-24-crown-8 in nitromethane, acetonitrile and dimethylformamide solutions

Synthetic procedures have been developed for the preparation of two new crown ethers 4′-carboxy-benzo-24-crown-8 (COOH-B24C8) and 4′-amido-benzo-24-crown-8 (CONH2-B24C8). The formation of alkali metal complexes with the two crown ethers was investigated in nitromethane, acetonitrile and dimethylformamide solutions conductometrically at 25.0°C. Stability constants of the resulting 1:1 complexes were determined by the molar conductance-mole ratio data. In all cases, CONH2-B24C8 was found to form a more stable alkali complex than does COOH-B24C8. For both crown ethers, and in all three solvents used, the stability of the resulting alkali complexes was found to vary in the sequence K+ > Rb+ > Cs+ > Na+ > Li+. The stabilities of the complexes varied inversely with the Gutmann donicity of the solvents.

Intramolecular End-to-End Reactions of Photoactive Terminal Groups Linked by Poly(oxyethylene) Chains

The triplet-sensitized photochemical reaction using a series of poly(oxyethylene) chains with a pair of photoactive terminal groups, dibenzazepine (DBA) chromophores (DBA-COCH2CH2(OCH2CH2)nOCH2CH2CO-DBA, n=0-10) was examined.The photoirradiation of bichromophoric compounds caused either intra- or intermolecular reactions.These reactions were kinetically analyzed by two different methods: the measurement of deactivation processes of the reaction intermediates (excited triplet state of DBA) by nanosecond laser photolysis and the quantitative analysis of the reaction products by GPC.The intramolecular deactivation rate constant, kintra, showed a remarkable chain-length dependence; the maximum kintra value appeared at n=5 and it was found to be 5.9X104 s-1.On the other hand, the intramolecular cyclization rate also depends on the chain length; the maximum quantum yield, φintrad, was given at n=7 (φintrad=0.51).The chain length for the maximum cyclization yield shifted slightly to the longer region than that for the maximum kintra value due to the restriction of the terminal structure (anti-configuration).The results obtained for this reaction system are compared with those obtained for the previously reported polymethylene system and the effect of chain flexibility on the intramolecular ring-closure reaction is discussed.

A NOVEL, UNEQUIVOCAL SYNTHESIS OF POLYETHYLENE GLYCOLS

Unequivocal synthesis of polyethyleneglycols is presented.The key step for this synthesis is the selective monobenzylation of oligoethyleneglycols by the phase transfer catalysis technique.