31255-25-1

Basic information

• Product Name: 2,2'-[oxybis(ethyleneoxy)]bisacetyl dichloride
• Synonyms: 2,2'-[oxybis(ethyleneoxy)]bisacetyl dichloride;(Oxybisethylenebisoxy)bis(1-chloroethanone);2,2'-[Oxybis(2,1-ethanediyloxy)]bis(acetic acid chloride);3,6,9-Trioxaundecanedioic acid dichloride
• CAS NO: 31255-25-1
• Molecular Formula: C₈H₁₂Cl₂O₅
• Molecular Weight: 259.08388
• EINECS: 250-538-7
• Mol File: 31255-25-1.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 330.3°Cat760mmHg
• Flash Point: 135°C
• Appearance: /
• Density: 1.317g/cm³
• CAS DataBase Reference: 2,2'-[oxybis(ethyleneoxy)]bisacetyl dichloride(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2'-[oxybis(ethyleneoxy)]bisacetyl dichloride(31255-25-1)
• EPA Substance Registry System: 2,2'-[oxybis(ethyleneoxy)]bisacetyl dichloride(31255-25-1)

Safety Data

• Hazardous Substances Data: 31255-25-1(Hazardous Substances Data)

Usage

General Description

2,2'-[oxybis(ethyleneoxy)]bisacetyl dichloride is a chemical compound with the molecular formula C10H14Cl2O6. It is a clear, colorless liquid that is used as an acetylating agent in organic synthesis and as a reagent in the creation of pharmaceuticals and agrochemicals. 2,2'-[oxybis(ethyleneoxy)]bisacetyl dichloride is a diacetyl derivative with two acetyl chloride groups attached to an oxyethylene chain, making it a useful building block for the synthesis of various organic compounds. It is important to handle this chemical with care as it is highly corrosive and can cause skin and eye irritation upon contact.

Upstream product

• 13887-98-4 tetraglycolic acid 
• 211746-77-9 di-tert-butyl 2,2’-(2,2’-oxybis(ethane-1,2-diyl)bis(oxy))diacetate 
• 112-60-7 Tetraethylene glycol 

Downstream Products

• 61493-89-8 C₃₀H₃₀I₆N₆O₁₃ 
• 60667-16-5 C₃₄H₃₈I₆N₆O₁₅ 
• 61493-92-3 2-{3-[2-(2-{[3-(1-Carboxy-ethylcarbamoyl)-2,4,6-triiodo-5-methylcarbamoyl-phenylcarbamoyl]-methoxy}-ethoxy)-acetylamino]-2,4,6-triiodo-5-methylcarbamoyl-benzoylamino}-propionic acid 
• 60667-23-4 C₃₂H₃₄I₆N₆O₁₃ 
• 84293-32-3 (S)-2-[2-(2-{2-[((S)-1-Carboxy-2-phenyl-ethylcarbamoyl)-methoxy]-ethoxy}-ethoxy)-acetylamino]-3-phenyl-propionic acid 
• 84308-20-3 (S)-2-[2-(2-{2-[((S)-1-Benzyloxycarbonyl-2-phenyl-ethylcarbamoyl)-methoxy]-ethoxy}-ethoxy)-acetylamino]-3-phenyl-propionic acid benzyl ester 
• 181725-31-5 N-{2-[2-(2-Methoxy-acetylamino)-phenoxy]-phenyl}-2-{2-[2-({2-[2-(2-methoxy-acetylamino)-phenoxy]-phenylcarbamoyl}-methoxy)-ethoxy]-ethoxy}-acetamide 
• 257890-36-1 10,19-diphenyl-1,4,7,13,16-pentaoxa-10,19-diaza-cycloheneicosane-9,20-dione 
• 257890-38-3 10,22-diphenyl-1,4,7,13,16,19-hexaoxa-10,22-diaza-cyclotetracosane-9,23-dione 
• 667419-53-6 10,22-bis-(4-bromo-phenyl)-1,4,7,13,16,19-hexaoxa-10,22-diaza-cyclotetracosane-9,23-dione 
• 31250-00-7 N,N'-bisphenyl-3,6,9-trioxaundecanedicarboxamide 
• 257890-48-5 1,13-diphenyl-4,7,10,16,19,22-hexaoxa-1,13-diazacyclotetraeicosane 
• 667419-54-7 10,22-di-p-tolyl-1,4,7,13,16,19-hexaoxa-10,22-diaza-cyclotetracosane 
• 667419-56-9 10,22-bis-(4-bromo-phenyl)-1,4,7,13,16,19-hexaoxa-10,22-diaza-cyclotetracosane 

Relevant articles and documents

Para-Hydrogenation of unsaturated moieties on poly(lysine) derived substrates for the development of novel hyperpolarized MRI contrast agents

Four alkyne-functionalized poly(lysine) derivatives have been synthesized and characterized by 1H and 13C NMR spectroscopy. In the first poly(lysine) derivative, phenylpropiolate moieties are directly bound to the aminic arms, whereas in the other derivatives, propargylamine moieties are bound to the aminic poly(lysine) arms through glucaric acid and diethylene glycol (DG) chains, respectively. para-Hydrogenation of the alkyne- functionalized poly(lysine) compounds has been investigated and the results have been discussed in terms of spin lattice relaxation properties of the hydrogenated products. It is shown that the longer the mobile chain separating the unsaturation from the poly(lysine) backbone, the more intense the polarized signals when para-hydrogenation is carried out. This is due to (a) the maintenance of short reorientational times on the unsaturated ends, and therefore a sufficiently long T1 of the protons added during hydrogenation, and (b) the minor effect of steric hindrance by the poly(lysine) backbone that decreases interaction of the unsaturation with the catalyst, allowing higher hydrogenation rates. The Royal Society of Chemistry 2005.

Ferulic Acid-Based Polymers with Glycol Functionality as a Versatile Platform for Topical Applications

Ferulic acid-based polymers with aliphatic linkages have been previously synthesized via solution polymerization methods, yet they feature relatively slow ferulic acid release rates (～11 months to 100% completion). To achieve a more rapid release rate as required in skin care formulations, ferulic acid-based polymers with ethylene glycol linkers were prepared to increase hydrophilicity and, in turn, increase ferulic acid release rates. The polymers were characterized using nuclear magnetic resonance and Fourier transform infrared spectroscopies to confirm chemical composition. The molecular weights, thermal properties (e.g., glass transition temperature), and contact angles were also obtained and the polymers compared. Polymer glass transition temperature was observed to decrease with increasing linker molecule length, whereas increasing oxygen content decreased polymer contact angle. The polymers' chemical structures and physical properties were shown to influence ferulic acid release rates and antioxidant activity. In all polymers, ferulic acid release was achieved with no bioactive decomposition. These polymers demonstrate the ability to strategically release ferulic acid at rates and concentrations relevant for topical applications such as skin care products.

A new method for synthesis of crown ether type pyridinophanes

Bis(acylketene) (3) thermally generated from Meldrum's acid derivative (2) underwent intramolecular [4+2] cycloaddition to produce bridged dehydroacetic acid derivative (4). Heating 4 with methylamine and ammonia afforded crown ether type pyridinophanes (5) and (6) (12-crown-4), respectively. Reaction of the ketene (3) with (ethylene glycol)s afforded macrolactones (11-13) in satisfactory yields. Molecular structures of 4 and 6 are discussed based on X-Ray crystallographic analysis.