380709
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
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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.
Signal Word
Warning
Hazard Statements
Precautionary 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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Contact allergy to benzyl alcohol and benzyl paraben.
G Würbach et al.
Contact dermatitis, 28(3), 187-188 (1993-03-01)
Jing G, et al.
Petrochemical Technology, 33(1), 54-56 (2004)
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
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
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
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