Bis(2-ethylhexyl) adipate
Product Information
Molecular Formula
C22H42O4
Molecular Weight
370.57
Description
Bis(2-ethylhexyl) adipate is used as a plasticizer for flexible vinyl food wraps and as a solvent for aircraft lubricants.
Synonyms
Di(2-ethylhexyl) adipate; Diethylhexyl adipate; Plastomoll DOA; Bisoflex DOA
IUPAC Name
bis(2-ethylhexyl) hexanedioate
SMILES
CCCCC(CC)COC(=O)CCCCC(=O)OCC(CC)CCCC
InChI
InChI=1S/C22H42O4/c1-5-9-13-19(7-3)17-25-21(23)15-11-12-16-22(24)26-18-20(8-4)14-10-6-2/h19-20H,5-18H2,1-4H3
InChI Key
SAOKZLXYCUGLFA-UHFFFAOYSA-N
Boiling Point
214 °C / 5 mmHg
Melting Point
-67°C
Flash Point
384.8 °F
Purity
> 98.0 % (GC)
Density
0.925 g/mL at 20 °C(lit.)
Solubility
water, 0.78 mg/L @ 22 °C (exp)
Appearance
Colorless to almost colorless clear liquid
Application
Used as a plasticizer, in processing polyvinyl and other polymers, as a solvent, in aircraft lubricants, and in hydraulic fluids.
Storage
2-8°C
Refractive Index
n20/D 1.447 (lit.)
Stability
Stable. Incompatible with oxidizing agents, water, nitrates.
LogP
6.06600
Vapor Pressure
less than 0.01 mm Hg at 68 °F ; 2.6 mm Hg at 392° F (NTP, 1992);8.50e-07 mmHg;8.5X10-7 mm Hg at 20 °C;Vapor pressure, kPa at 20 °C: 0.11
Henry's Law Constant
4.34X10-7 atm-cu m/mole @ 20 °C
Decomposition
When heated to decomposition it emits acrid smoke and irritating fumes
Odor
SLIGHT AROMATIC SMELL
Safety Information
Hazards
H413:
May cause long-lasting harmful effects to aquatic life.
May cause long-lasting harmful effects to aquatic life.
Precautionary Statement
P201, P202, P281, P308+P313, P332+P313, P405, and P501
Signal Word
Warning
Computed Properties
XLogP3
6.8
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
19
Exact Mass
370.30830982 g/mol
Monoisotopic Mass
370.30830982 g/mol
Topological Polar Surface Area
52.6Ų
Heavy Atom Count
26
Formal Charge
0
Complexity
320
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
2
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| WO-2021127128-A1 | Two part curable compositions | 2019-12-20 |
| US-2021190742-A1 | Intelligent compositions, packaging, and methods thereof | 2019-12-19 |
| WO-2021123922-A1 | Intelligent compositions, packaging, and methods thereof | 2019-12-19 |
| WO-2021124033-A1 | Two-part compositions including a uretdione-containing material and inorganic filler, products, and methods | 2019-12-19 |
| WO-2021124075-A1 | Polymeric material including a uretdione-containing material and inorganic filler, two-part compositions, products, and methods | 2019-12-19 |
| WO-2021125118-A1 | Stable composition comprising combination of specific ingredients | 2019-12-18 |
| WO-2021125069-A1 | Composition comprising hyaluronic acid-based polyion complex particle | 2019-12-17 |
| WO-2021125071-A1 | Bi-phase sun care composition | 2019-12-17 |
| WO-2021125304-A1 | Sun care composition | 2019-12-17 |
| WO-2021124901-A1 | Plasticizer for vinyl chloride resins, vinyl chloride resin composition, and molded article and wiring harness each using said vinyl chloride resin composition | 2019-12-16 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 26854921 | 2016-04-01 | Mechanism of diethylhexylphthalate (DEHP) induced testicular damage and of grape seed extract-induced protection in the rat | Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association |
| 21575223 | 2011-05-16 | Exposure to phthalates among premenstrual girls from rural and urban Gharbiah, Egypt: a pilot exposure assessment study | Environmental health : a global access science source |
| 21400322 | 2011-05-01 | Migration of plasticizers phthalates, bisphenol A and alkylphenols from plastic containers and evaluation of risk | Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment |
| 21714626 | 2011-01-01 | Analysis of phthalic acid diesters, monoester, and other plasticizers in polyvinyl chloride household products in Japan | Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering |
| 22346617 | 2011-01-01 | Ionophore-based potentiometric sensors for the flow-injection determination of promethazine hydrochloride in pharmaceutical formulations and human urine | Sensors (Basel, Switzerland) |
| 20352652 | 2010-10-01 | Simultaneous determination of phthalates and adipates in human serum using gas chromatography-mass spectrometry with solid-phase extraction | Biomedical chromatography : BMC |
| 19842066 | 2010-09-01 | Bioactive secondary metabolites from a new terrestrial Streptomyces sp. TN262 | Applied biochemistry and biotechnology |
| 20681565 | 2010-09-01 | Semivolatile endocrine-disrupting compounds in paired indoor and outdoor air in two northern California communities | Environmental science & technology |
| 20392686 | 2010-07-01 | Dietary intake is associated with phthalate body burden in a nationally representative sample | Environmental health perspectives |
| 20414453 | 2010-04-16 | PPARalpha: energy combustion, hypolipidemia, inflammation and cancer | Nuclear receptor signaling |
