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Merck

380709

Sigma-Aldrich

4-Hydroxybenzoesäure-benzylester

99%

Synonym(e):

Benzyl-4-hydroxybenzoat, Benzylparaben

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About This Item

Lineare Formel:
HOC6H4CO2CH2C6H5
CAS-Nummer:
Molekulargewicht:
228.24
Beilstein:
2115995
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.22

Qualitätsniveau

Assay

99%

Form

powder

mp (Schmelzpunkt)

109-112 °C (lit.)

Löslichkeit

ethanol: soluble 25 mg/mL, clear, colorless

Funktionelle Gruppe

ester
phenyl

SMILES String

Oc1ccc(cc1)C(=O)OCc2ccccc2

InChI

1S/C14H12O3/c15-13-8-6-12(7-9-13)14(16)17-10-11-4-2-1-3-5-11/h1-9,15H,10H2

InChIKey

MOZDKDIOPSPTBH-UHFFFAOYSA-N

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Allgemeine Beschreibung

Benzyl 4-hydroxybenzoate (Paraben, Benzyl Paraben) is an ester of para-hydroxy benzoic acid. It has been added to various cosmetics and personal care products as a preservative. Its quantification in cosmetics has been reported by HPLC methods. Microwave assisted synthesis of benzyl 4-hydroxybenzoate by reaction between (4-hydroxybenzoic) acid and K2CO3 in presence of phase transfer catalyst has been reported. It is an endocrine disrupting chemical (EDC). It is a promising candidate for use in pharmaceutical and personal care products. Its visible-light assisted photosensitized degradation in homogeneous aqueous solution of 4,4′,4′′,4′′′-(porphine-5,10,15,20-tetrayl)tetrakis(benzenesulphonic acid) has been investigated.

Anwendung

Benzyl 4-hydroxybenzoate may be used as internal standard for the simultaneous analysis of non-steroidal anti-inflammatory drugs in human plasma and urine using microextraction by packed sorbent and HPLC method. It may be employed as internal standard for the HPLC determination of rutin, kaempferol, genistein, formononetin and biochanin A in Ononis spinosu roots.

Haftungsausschluss

The product is not intended for use as a biocide under global biocide regulations, including but not limited to US EPA′s Federal Insecticide Fungicide and Rodenticide Act, European Biocidal Products Regulation, Canada’s Pest Management Regulatory Agency, Turkey’s Biocidal Products Regulation, Korea’s Consumer Chemical Products and Biocide Safety Management Act (K-BPR) and others.

Piktogramme

Exclamation mark

Signalwort

Warning

Gefahreneinstufungen

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

13 - Non Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves


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Contact allergy to benzyl alcohol and benzyl paraben.
G Würbach et al.
Contact dermatitis, 28(3), 187-188 (1993-03-01)
T Menné et al.
Contact dermatitis, 19(3), 189-191 (1988-09-01)
Paraben esters are the most widely used preservatives in cosmetics and topical medicaments. Their sensitization potential is low, based on both experimental and human experience. A paraben mixture is included in the ICDRG standard series, and in patch test studies
Jing G, et al.
Petrochemical Technology, 33(1), 54-56 (2004)
P D Darbre et al.
Journal of applied toxicology : JAT, 23(1), 43-51 (2003-01-09)
Previous work has demonstrated that the alkyl esters of p-hydroxybenzoic acid (parabens) possess oestrogenic activity, which increases with length of alkyl chain from methylparaben to n-butylparaben and with branching in the alkyl chain from n-butylparaben to isobutylparaben. This study reports
S C Rastogi et al.
Contact dermatitis, 32(1), 28-30 (1995-01-01)
The contents of methyl-, ethyl-, propyl-, butyl- and benzylparaben in 215 cosmetic products have been determined to elucidate the concentration and frequency of use of these parabens in cosmetic products, and to monitor whether the products complied with the Danish

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