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Sigma-Aldrich

2-Ethylhexyl 4-(dimethylamino)benzoate

98%

Synonym(s):

2-Ethylhexyl 4-(N ,N -dimethylamino)benzoate, 2-Ethylhexyl 4-(dimethylamino)benzoate, 2-Ethylhexyl N ,N -dimethyl-p -aminobenzoate, 2-Ethylhexyl p -(dimethylamino)benzoate, 4-(Dimethylamino)benzoic acid 2-ethylhexyl ester, EHDAB, Octyl dimethyl PABA

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About This Item

Linear Formula:
(CH3)2NC6H4CO2CH2CH(C2H5)(CH2)3CH3
CAS Number:
Molecular Weight:
277.40
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

Assay

98%

form

liquid

refractive index

n20/D 1.542 (lit.)

bp

325 °C (lit.)

density

0.995 g/mL at 25 °C (lit.)

SMILES string

CCCCC(CC)COC(=O)c1ccc(cc1)N(C)C

InChI

1S/C17H27NO2/c1-5-7-8-14(6-2)13-20-17(19)15-9-11-16(12-10-15)18(3)4/h9-12,14H,5-8,13H2,1-4H3

InChI key

WYWZRNAHINYAEF-UHFFFAOYSA-N

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General description

2-Ethylhexyl 4-(dimethylamino)benzoate is an organic UV filter widely used in the preparation of sunscreens and ultrathin films of acrylates.

Application

  • Study of the photochemical transformation of 2-ethylhexyl 4-(dimethylamino) benzoate (OD-PABA) under conditions relevant to surface waters: This research investigates the photochemical behavior and transformation products of 2-ethylhexyl 4-(dimethylamino)benzoate in aquatic environments, highlighting its environmental impact (Calza et al., 2016).
  • Photoprotection or photodamage: a direct observation of nonradiative dynamics from 2-ethylhexyl 4-dimethylaminobenzoate sunscreen agent: The paper provides insights into the nonradiative dynamics of 2-ethylhexyl 4-dimethylaminobenzoate, assessing its effectiveness as a sunscreen agent and potential for photodamage (Ma et al., 2018).
  • Bioaccumulation and biomagnification of 2-ethylhexyl-4-dimethylaminobenzoate in aquatic animals: This study examines the bioaccumulation and biomagnification potential of 2-ethylhexyl-4-dimethylaminobenzoate in aquatic organisms, providing valuable data on its environmental persistence and effects (Lu et al., 2018).

Pictograms

Health hazard

Signal Word

Danger

Hazard Statements

Hazard Classifications

Repr. 1B

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 2

Flash Point(F)

374.0 °F - closed cup

Flash Point(C)

190 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Zacarías León-González et al.
Journal of chromatography. A, 1218(20), 3013-3021 (2011-04-13)
The in vivo metabolism of the xenobiotic agent 2-ethylhexyl 4-(N,N-dimethylamino)benzoate (EDP), a UV filter commonly used in sunscreen cosmetic products, was studied by targeting metabolomics analysis in human urine. The metabolomic study involved the use of urine from male and
T M Morgan et al.
Journal of pharmaceutical sciences, 87(10), 1226-1228 (1998-10-06)
The objective of this study was to determine if a novel metered-dose topical aerosol (MDTA) formulation containing the new dermal penetration enhancer, padimate O, could enhance the transdermal delivery of estradiol to an extent that would result in clinically relevant
Gamal M M El Maghraby et al.
International journal of pharmaceutics, 305(1-2), 90-104 (2005-10-04)
Employing thermal analysis, we investigated the mechanism of action of novel enhancers and probed phospholipid (PL) versus stratum corneum lipid (SCL) liposomes as model membranes. The enhancers included octyl salicylate (OS), padimate O (PADO) and 2-(1-nonyl)-1,3-dioxolane (ND). The negative controls
V C Dunkel et al.
Environmental and molecular mutagenesis, 20(3), 188-198 (1992-01-01)
The nitrosamine contaminant, N-nitroso-N-methyl-p-aminobenzoic acid, 2-ethylhexyl ester (NPABAO), of the major sunscreen ingredient Padimate O (4-N,N'-dimethylamino-benzoic acid, 2-ethylhexyl ester) was synthesized and tested for mutagenicity in the Salmonella typhimurium and mouse lymphoma L5178Y TK +/- assays. In contrast to the
P J McHugh et al.
Photochemistry and photobiology, 66(2), 276-281 (1997-08-01)
We describe an in vitro approach to assessing the potential genotoxicity of illuminated sunscreens. The photomutagenic sunscreen Padimate-O attacks DNA on illumination with simulated sunlight, producing strand breaks and lesions that are labile to N,N'-dimethylethylenediamine but few, if any, cyclobutane

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