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Triethylene glycol diacetate

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Identification
Molecular formula
C10H18O6
CAS number
112-15-2
IUPAC name
2-[2-(2-acetoxyethoxy)ethoxy]ethyl acetate
State
State

At room temperature, triethylene glycol diacetate is in a liquid state. This characteristic makes it especially useful as an industrial solvent.

Melting point (Celsius)
-38.00
Melting point (Kelvin)
235.15
Boiling point (Celsius)
280.30
Boiling point (Kelvin)
553.45
General information
Molecular weight
232.25g/mol
Molar mass
232.2510g/mol
Density
1.1350g/cm3
Appearence

Triethylene glycol diacetate is a colorless liquid with a mild, pleasant odor. It is often used for its solvent properties and has good compatibility with a variety of substances.

Comment on solubility

Solubility of 2-[2-(2-acetoxyethoxy)ethoxy]ethyl acetate

The solubility of 2-[2-(2-acetoxyethoxy)ethoxy]ethyl acetate in different solvents is an interesting topic due to its unique structure. This compound exhibits varying solubility characteristics that can be primarily attributed to the presence of both hydrophilic and hydrophobic functional groups.

Key Points Regarding Solubility

  • Solvent Polarity: Because of functionalities such as -OAc (acetoxy) and -O (ether), it is expected that this compound is more soluble in polar solvents like water and alcohols compared to nonpolar solvents.
  • Hydrogen Bonding: The acetoxy group can engage in hydrogen bonding, significantly enhancing solubility in water and polar organic solvents.
  • Critical Concentration: At higher concentrations, the solubility may be limited due to intermolecular interactions that lead to aggregation.
  • Temperature Dependency: Like many organic compounds, solubility can be temperature-dependent, generally increasing with temperature in polar solvents.

To summarize, the solubility of 2-[2-(2-acetoxyethoxy)ethoxy]ethyl acetate demonstrates a clear dual characteristic influenced by its molecular structure, making it soluble primarily in polar environments while being restricted in nonpolar conditions. This balance of solubility properties is crucial for its applications in various chemical processes.

Interesting facts

Interesting Facts about 2-[2-(2-acetoxyethoxy)ethoxy]ethyl acetate

2-[2-(2-acetoxyethoxy)ethoxy]ethyl acetate, often referred to as a complex ester, is notable for its unique structure and versatile applications. Here are some intriguing aspects:

  • Versatile Solvent: This compound serves as an excellent solvent for various coatings, offering a balance of solvency and evaporation rates.
  • Functional Groups: Its structure features multiple ether linkages and ester functional groups, contributing to its chemical reactivity and properties.
  • Applications: Commonly utilized in the formulation of paints, inks, and adhesives, it aids in achieving desirable film properties.
  • Biodegradability: As awareness grows around sustainable chemistry, compounds like this one are being evaluated for their potential environmental impact. Its biodegradability is a crucial factor in these assessments.
  • Research Potential: Ongoing studies explore its use in pharmaceuticals, potentially expanding its applications beyond industrial realms.

Chemistry Behind the Compound

The synthesis of 2-[2-(2-acetoxyethoxy)ethoxy]ethyl acetate involves esterification reactions, making it an interesting subject for students studying organic chemistry. The careful manipulation of reactants can yield variations of this compound, enhancing its functionality.

In the realm of polymer science, the inclusion of this ester can improve the properties of polymer matrices, such as flexibility and adhesion, thereby making it a topic of significant interest. As highlighted in recent literature, “the development of materials incorporating various ester derivatives can substantially impact performance characteristics.”

Researchers continue to explore the myriad possibilities of this compound, bridging its synthetic organic chemistry applications with real-world industrial uses.

Synonyms
Triethylene glycol diacetate
111-21-7
TDAC
TRIGLYCOL DIACETATE
Triethylene glycol, diacetate
Triglycol, diacetate
triethyleneglycoldiacetate
2,2'-(Ethylenedioxy)di(ethyl acetate)
Acetic acid, triethylene glycol diester
HSDB 5547
Ethanol, 2,2'-ethylenedioxydi-, diacetate
NSC 2591
EINECS 203-846-0
2-[2-(2-acetyloxyethoxy)ethoxy]ethyl acetate
BRN 1789453
DTXSID3026223
AI3-02502
Ethanol, 2,2'-[1,2-ethanediylbis(oxy)]bis-, diacetate
NSC-2591
A559792B4Q
DTXCID806223
EC 203-846-0
TRIGLYCOL DIACETATE [HSDB]
2,2'-(Ethane-1,2-diylbis(oxy))bisethyl diacetate
2,2'-(1,2-Ethanediylbis(oxy))bisethanol, diacetate
2-{2-[2-(ACETYLOXY)ETHOXY]ETHOXY}ETHYL ACETATE
Ethanol, 2,2'-(1,2-ethanediylbis(oxy))bis-, diacetate
2,2'-[Ethane-1,2-diylbis(oxy)]bisethyl diacetate
Ethanol, 2,2'-(1,2-ethanediylbis(oxy))bis-, 1,1'-diacetate
CAS-111-21-7
ethane-1,2-diylbis(oxyethane-2,1-diyl) diacetate
Ethanol, 2,2'-[1,2-ethanediylbis(oxy)]bis-, 1,1'-diacetate
UNII-A559792B4Q
Ethylenebis-(2-oxyethyl acetate)
MFCD00026213
triethyleneglycol diacetate
ESTOL 1593
ETHANOL, 2,2'-
SCHEMBL1121858
CHEMBL3186191
WLN: 1VO2O 22
NSC2591
Tox21_201270
Tox21_300597
1,2-BIS(ACETOXYETHOXY)ETHANE
2,2'(Ethylenedioxy)di(ethyl acetate)
AKOS015912441
Ethanol,2'-ethylenedioxydi-, diacetate
Ethanol, 2,2'ethylenedioxydi, diacetate
NCGC00248100-01
NCGC00248100-02
NCGC00254353-01
NCGC00258822-01
AS-59418
CS-0154994
NS00011511
T0923
2,2'(Ethane1,2diylbis(oxy))bisethyl diacetate
F87500
2,2'(1,2Ethanediylbis(oxy))bisethanol, diacetate
2-(2-[2-(Acetyloxy)ethoxy]ethoxy)ethyl acetate #
Ethanol, 2,2'(1,2ethanediylbis(oxy))bis, diacetate
Ethanol,2'-[1,2-ethanediylbis(oxy)]bis-, diacetate
Q27273649
Ethanol, 2,2'((1,2ethanediyl)bis(oxy))bis, 1,1'diacetate
ETHANOL,2,2'-(1,2-ETHANEDIYLBIS(OXY))BIS-, DIACETATE