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437395

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

signalword

Danger

hcodes

H360FD

Hazard Classifications

Repr. 1B

Storage Class

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

wgk_germany

WGK 2

flash_point_f

374.0 °F - closed cup

flash_point_c

190 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
MKCP1372
MKCG5207
MKBX5946V
MKBL5645V
MKBH8997V

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Ana Gil-Vergara et al.
Analytical and bioanalytical chemistry, 389(2), 605-617 (2007-07-25)
Liquid chromatography-tandem mass spectrometry (LC-MS/MS) and gas chromatography-mass spectrometry (GC-MS) have been compared for the analysis of 2-isopropyl thioxanthone (ITX) and 2-ethylhexyl-4-dimethylaminobenzoate (EHDAB). Pressurized liquid extraction (PLE) was applied for the extraction of ITX and EHDAB from milk and milk-based
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
R Bestak et al.
The Journal of investigative dermatology, 105(3), 345-351 (1995-09-01)
This study compares the ability of two ultraviolet (UV) B-absorbing sunscreens, 2-ethylhexyl p-methoxycinnamate (2-EHMC) and 2-ethylhexyl p-aminobenzoate (Padimate O), and two physical sunscreens, microfine titanium dioxide (MTD) and zinc oxide, to protect the skin immune system from chronic (4 weeks)
Joseph A Nicolazzo et al.
Journal of pharmaceutical sciences, 94(4), 873-882 (2005-03-01)
In previous experiments, it was suggested that the reduction in estradiol (E2) buccal permeability after pretreatment with some skin penetration enhancers was attributed to enhanced membrane storage. To verify this, further in vitro permeability experiments were performed and the kinetics
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