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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:
21245-02-3
Molecular Weight:
277.40
EC Number:
244-289-3
MDL number:
MFCD00017526
UNSPSC Code:
12162002
PubChem Substance ID:
24867369
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
GHS08

Signal Word

Danger

Hazard Statements

H360FD

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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J A Johnson et al.
Dermatology (Basel, Switzerland), 185(4), 237-241 (1992-01-01)
Since window glass absorbs sunlight below 320 nm, it provides a means of assessing sensitivity to longer wavelengths, i.e. UVA and visible radiation. Positive responses to the query of whether symptoms develop in the auto with the windows up must
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
S H Dromgoole et al.
Journal of the American Academy of Dermatology, 22(6 Pt 1), 1068-1078 (1990-06-01)
Reports in the literature of sensitization associated with many commonly used sunscreening agents including p-aminobenzoic acid (PABA), PABA derivatives, anthranilates, salicylates, cinnamates, benzophenones, and dibenzoylmethane derivatives are reviewed. Several of these case reports involved subjects with various photodermatoses, implicating enhanced
M Gulston et al.
Mutation research, 444(1), 49-60 (1999-09-08)
On illumination with simulated sunlight, the UVB-absorbing sunscreen chemical 2-ethylhexyl-4-dimethylaminobenzoate (Padimate-O) generates excited species which inflict non-ligatable strand breaks on DNA in vitro and it also becomes mutagenic to yeast in vivo. Padimate-O is known to penetrate human skin but
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