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380709

Sigma-Aldrich

Benzyl 4-hydroxybenzoate

99%

Synonym(s):

4-Hydroxybenzoic acid benzyl ester, Benzyl paraben

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About This Item

Linear Formula:
HOC6H4CO2CH2C6H5
CAS Number:
Molecular Weight:
228.24
Beilstein:
2115995
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

99%

form

powder

mp

109-112 °C (lit.)

solubility

ethanol: soluble 25 mg/mL, clear, colorless

functional group

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

InChI key

MOZDKDIOPSPTBH-UHFFFAOYSA-N

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General description

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.

Application

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.

Disclaimer

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.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Ying Hu et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 53, 69-74 (2012-12-12)
Benzylparaben (BzP), a type of parabens being used as a preservative agent in cosmetics, food, and pharmaceutical products, may be ingested by humans. In this study, we performed an immature uterotrophic assay using Sprague Dawley (SD) rats by intragastric administration
Kinetics of the photosensitized degradation of benzyl 4-hydroxybenzoate in homogeneous aqueous solution under visible-light irradiation.
Gmurek M, et al.
Chemical Engineering Journal, 210, 417-424 (2012)
High-performance liquid chromatographic analysis of flavonoids from< i> Ononis spinosa</i> L.
Pietta P, et al.
Journal of Chromatography A, 280, 172-175 (1983)
Xiaoyun Ye et al.
Environmental health perspectives, 114(12), 1843-1846 (2006-12-23)
Parabens appear frequently as antimicrobial preservatives in cosmetic products, in pharmaceuticals, and in food and beverage processing. In vivo and in vitro studies have revealed weak estrogenic activity of some parabens. Widespread use has raised concerns about the potential human
Contact allergy to benzyl alcohol and benzyl paraben.
G Würbach et al.
Contact dermatitis, 28(3), 187-188 (1993-03-01)

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