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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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
In Situ Fluorescence Tracking Toxic Metabolite Mono-2-ethylhexyl phthalate (MEHP) of Di-(2-ethylhexyl) phthalate (DEHP) in HeLa Cells
Huo Shao-Jie, et al.
Chemical Research in Toxicology, 32(10), 2006-2015 (2019)
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
Tong-Dian Zhang et al.
Oxidative medicine and cellular longevity, 2020, 4569268-4569268 (2020-06-23)
Mono-(2-ethylhexyl) phthalate (MEHP) and genistein have been classified as endocrine-disrupting chemicals (EDCs) which interfere with the differentiation and development of the male reproductive system. However, how these two EDCs would affect fetal rat testis development at a low dose was
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