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380709

Sigma-Aldrich

Benzyl 4-hydroxybenzoate

99%

Synonyme(s) :

4-Hydroxybenzoic acid benzyl ester, Benzyl paraben

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About This Item

Formule linéaire :
HOC6H4CO2CH2C6H5
Numéro CAS:
94-18-8
Poids moléculaire :
228.24
Numéro Beilstein :
2115995
Numéro CE :
202-311-9
Numéro MDL:
MFCD00016471
Code UNSPSC :
12352100
ID de substance PubChem :
24863764
Nomenclature NACRES :
NA.22

Pureté

99%

Forme

powder

Pf

109-112 °C (lit.)

Solubilité

ethanol: soluble 25 mg/mL, clear, colorless

Chaîne SMILES 

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

Clé InChI

MOZDKDIOPSPTBH-UHFFFAOYSA-N

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Description générale

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.

Clause de non-responsabilité

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.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

13 - Non Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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)
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)
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
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