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796832

Sigma-Aldrich

Phthalic acid mono-2-ethylhexyl ester

97%

Synonym(s):

mono-2-Ethylhexyl phthalate

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About This Item

Empirical Formula (Hill Notation):
C16H22O4
CAS Number:
4376-20-9
Molecular Weight:
278.34
Beilstein:
3206630
MDL number:
MFCD00041500
UNSPSC Code:
12352100
PubChem Substance ID:
329768552
NACRES:
NA.22

description

Flash Point: >110°C

Assay

97%

form

liquid (Colorless)

refractive index

n/D 1.5051

density

1.0864 g/mL at 25 °C

SMILES string

O=C(O)C1=CC=CC=C1C(OCC(CC)CCCC)=O

InChI

1S/C16H22O4/c1-3-5-8-12(4-2)11-20-16(19)14-10-7-6-9-13(14)15(17)18/h6-7,9-10,12H,3-5,8,11H2,1-2H3,(H,17,18)

InChI key

DJDSLBVSSOQSLW-UHFFFAOYSA-N

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Application

Phthalic acid mono-2-ethylhexyl ester can be used as a precursor:
  • To synthesize dioctyl phthalate, a widely used plasticizer, via esterification reaction with 2-ethylhexanol.
  • To prepare a fluorescent probe, 2-[[(3′,6′-dihydroxy-3-oxospiro[isobenzofuran-1(3H),9′-[9H]xanthen]-5-yl)amino]carbonyl] 2-ethylhexyl benzoic acid ester, to detect toxic metabolite mono-2-ethylhexyl phthalate (MEHP).

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Certificates of Analysis (COA)

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Reactive Extraction Strategy for Synthesizing Dioctyl Phthalate Intensified by Bifunctional Deep Eutectic Solvent [Im: 2PTSA]
Qin Hao, et al.
Chemical Engineering and Processing, 157, 108060-108060 (2020)
Da-Hye Kim et al.
Molecules (Basel, Switzerland), 24(8) (2019-04-24)
Endocrine active compounds with structural similarities to natural hormones such as 17β-estradiol (E2) and androgen are suspected to affect the human endocrine system by inducing hormone-dependent effects. This study aimed to detect the (anti-)estrogenic and (anti-)androgenic activities of mono-(2-ethylhexyl) phthalate
Chunjiao Lu et al.
Ecotoxicology and environmental safety, 208, 111525-111525 (2020-10-30)
The base excision repair (BER) pathway is an important defense response to oxidative DNA damage. It is known that exposures to phthalate esters (PAEs), including Dibutyl phthalate (DBP), Mono-(2-ethylhexyl) phthalate (MEHP), and Di-(2-ethylhexyl) phthalate (DEHP), cause reactive oxygen species-induced DNA
Jijun Shang et al.
Toxicological sciences : an official journal of the Society of Toxicology, 168(1), 78-94 (2018-11-07)
Bisphenols and phthalates leach from medical devices, and this exposure is likely to increase in postcardiac surgery patients. Previous studies suggest that such chemical exposure may impact recovery and wound healing, yet the direct effects of bisphenols and phthalates are
Xiaoju Ma et al.
Toxicology research, 8(4), 522-530 (2019-08-02)
Recent reports have concentrated on some androgens/antiandrogens and confirmed that certain chemicals have demonstrated androgenic/antiandrogenic activities in vitro. However, it is still unknown whether more chemicals in the human environment possess endocrine toxicity. 58A novel AR-mediated reporter gene assay based
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