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Triethylene glycol dibenzoate

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Identification
Molecular formula
C18H18O5
CAS number
120-55-8
IUPAC name
2-(2-benzoyloxyethoxy)ethyl benzoate
State
State

Triethylene glycol dibenzoate is typically a liquid at room temperature. Due to its higher boiling point, it remains stable and does not readily vaporize under standard conditions.

Melting point (Celsius)
-48.00
Melting point (Kelvin)
225.15
Boiling point (Celsius)
363.00
Boiling point (Kelvin)
636.15
General information
Molecular weight
314.36g/mol
Molar mass
314.3550g/mol
Density
1.1910g/cm3
Appearence

Triethylene glycol dibenzoate is a colorless to pale yellow liquid. It has a fragrant odor and is known for its use as a plasticizer in various polymer formulations. The compound can appear slightly viscous and may have an oily texture at room temperature.

Comment on solubility

Solubility of 2-(2-benzoyloxyethoxy)ethyl benzoate

Understanding the solubility of 2-(2-benzoyloxyethoxy)ethyl benzoate can be quite fascinating due to its structural attributes. This compound showcases a unique amalgamation of groups that often influences its solubility profile. Here are some key observations:

  • Polar and Non-Polar Characteristics: The presence of both benzoyloxy and ethoxy groups may induce a certain degree of polarity. However, the overall structure tends to lean towards non-polar due to the extensive aromatic content.
  • Solvent Compatibility: This compound is likely to be more soluble in organic solvents, such as:
    • Ethyl acetate
    • Chloroform
    • Toluene
  • Water Solubility: Its solubility in water is expected to be limited, primarily due to:
    • The hydrophobic nature of the benzene rings
    • Insufficient polar functional groups to interact favorably with water

In conclusion, while 2-(2-benzoyloxyethoxy)ethyl benzoate may demonstrate solubility in non-polar organic solvents, its ability to dissolve in more polar environments like water is significantly constrained. This characteristic should be taken into account when considering its applications or interactions in various chemical environments.

Interesting facts

Interesting Facts about 2-(2-benzoyloxyethoxy)ethyl benzoate

2-(2-benzoyloxyethoxy)ethyl benzoate is a fascinating compound with several notable characteristics and applications, making it a topic of interest for both chemists and students alike.

Chemical Significance

This compound is a versatile ester, formed from the reaction between benzoic acid and ethylene glycol derivatives. Esters are recognized for their unique properties and roles in various chemical processes.

Applications

  • Fragrance and Flavor: Due to its pleasant aroma, it is often used in the formulation of perfumes and flavoring agents.
  • Pharmaceuticals: It can serve as an intermediate in the synthesis of various pharmaceutical compounds, potentially enhancing drug delivery mechanisms.
  • Cosmetics: Utilized in lotions and creams, it helps to achieve the desired texture and scent.

Potential Benefits

Research has indicated that compounds like 2-(2-benzoyloxyethoxy)ethyl benzoate may possess certain biological activity. While further studies are necessary, some potential benefits could include:

  • Antioxidant properties: Help in protecting cells from oxidative stress.
  • Antimicrobial effects: Can inhibit the growth of certain bacteria and fungi.

Learner's Corner

For students studying organic chemistry, understanding the synthesis and properties of esters like this one can be quite enlightening. Here are some concepts to explore:

  • The mechanism of esterification and hydrolysis reactions.
  • The role of functional groups in determining the chemical behavior of compounds.
  • Application of structure-activity relationships in drug development.

In conclusion, 2-(2-benzoyloxyethoxy)ethyl benzoate represents a significant intersection of organic chemistry and practical applications. With its diverse utility, it stands as a prime example of the importance of esters in both natural and synthetic processes.

Synonyms
Diethylene glycol dibenzoate
120-55-8
Oxybis(ethane-2,1-diyl) dibenzoate
Ethanol, 2,2'-oxybis-, 1,1'-dibenzoate
Benzo Flex 2-45
Oxydiethylene dibenzoate
Dibenzoyldiethyleneglycol ester
Ethanol, 2,2'-oxybis-, dibenzoate
2-(2-benzoyloxyethoxy)ethyl benzoate
Diglycol dibenzoate
Benzoflex 2-45
Benzoyloxyethoxyethyl benzoate
DIETHYLENE GLYCOL, DIBENZOATE
HSDB 5587
YAI66YDY1C
Benzoic acid, diester with diethylene glycol
EINECS 204-407-6
BRN 2509507
DTXSID0026967
AI3-02293
FLEXOL 2GB
MONOCIZER PB 3
MFCD00020679
VELSICOL 2-45
2,2'-Oxydiethylene dibenzoate
DTXCID006967
EC 204-407-6
4-09-00-00356 (Beilstein Handbook Reference)
DIETHYLENE GLYCOL, DIBENZOATE [HSDB]
2-(2-(BENZOYLOXY)ETHOXY)ETHYL BENZOATE
Di(ethylene glycol) dibenzoate
2-[2-(Benzoyloxy)ethoxy]ethyl benzoate
CAS-120-55-8
UNII-YAI66YDY1C
Benzo Flex 245
SCHEMBL148713
CHEMBL2130591
Oxydi-2,1-ethanediyl dibenzoate
Ethanol, 2,2'oxybis, dibenzoate
Oxybis(ethane-2,1-diyl)dibenzoate
Tox21_201732
Tox21_300522
Di(ethylene glycol) dibenzoate, 90%
Diethylene Glycol Dibenzoate (DEGDB)
AKOS015889558
FD41799
NCGC00164149-01
NCGC00164149-02
NCGC00164149-03
NCGC00254255-01
NCGC00259281-01
BS-48950
SY051963
DIETHYLENE GLYCOL DIBENZOATE [INCI]
DB-041567
CS-0435534
D1522
NS00003199
F71161
Q2450581
204-407-6