benzophenone-2

2,2,4,4-tetrahydroxybenzophenone

CAS: 131-55-5 C13 H10 O5 MW: 246.21870000

Identification

Namebenzophenone-2
IUPACbis(2,4-dihydroxyphenyl)methanone
CAS Number131-55-5
EINECS205-028-9
FDA UNIIPRR8K3H9VN
Molecular FormulaC13 H10 O5
Molecular Weight246.21870000
MDL NumberMFCD00002278
Nikkaji NumberJ39.680J
Beilstein1914746

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 531.23 °C. @ 760.00 mm Hg (est)
Flash Point 552.00 °F. TCC ( 289.10 °C. ) (est)
logP (o/w) 3.091 (est)
Soluble in water, 398.5 mg/L @ 25 °C (est)

Cosmetic Information

CosIngcosmetic data
Cosmetic Usesfragrance

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral Toxicityoral-rat LD50 1220 mg/kg
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorycosmetic UV absorber
Recommendation for benzophenone-2 usage levels up tonot for fragrance use.
Recommendation for benzophenone-2 flavor usage levels up tonot for flavor use.

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Potential Uses

u.v. absorbers

Natural Occurrence

not found in nature

Synonyms

benzophenone, 2,2',4,4'-tetrahydroxy- bis(2,4- dihydroxyphenyl)methanone methanone, bis(2,4-dihydroxyphenyl)- 2,2',4,4'- tetrahydroxy-benzophenone 2,2,4,4- tetrahydroxybenzophenone 2,2',4,4'- tetrahydroxybenzophenone PubMed: Cell-specific biotransformation of benzophenone-2 and bisphenol-s in zebrafish and human in vitro models used for toxicity and estrogenicity screening. PubMed: A simple spectrophotometric method for the determination of arsenic in industrial and environmental samples using 2,4-Dihydroxy benzophenone-2-amino thiophenol. PubMed: Toxicological effects of the sunscreen UV filter, benzophenone-2, on planulae and in vitro cells of the coral, Stylophora pistillata. PubMed: Molecular structure, vibrational spectroscopic (FT-IR, FT-Raman), UV-vis spectra, first order hyperpolarizability, NBO analysis, HOMO and LUMO analysis, thermodynamic properties of benzophenone 2,4-dicarboxylic acid by ab initio HF and density functional method. PubMed: In utero exposure to benzophenone-2 causes hypospadias through an estrogen receptor dependent mechanism. PubMed: Synthesis, characterization, thermal and DNA-binding properties of new zinc complexes with 2-hydroxyphenones. PubMed: Effects of the UV filter benzophenone-2 on reproduction in fish. PubMed: In vitro effects of benzophenone-2 and octyl-methoxycinnamate on the production of interferon-gamma and interleukin-10 by murine splenocytes. PubMed: Effects of estradiol, benzophenone-2 and benzophenone-3 on the expression pattern of the estrogen receptors (ER) alpha and beta, the estrogen receptor-related receptor 1 (ERR1) and the aryl hydrocarbon receptor (AhR) in adult ovariectomized rats. PubMed: Pure estrogenic effect of benzophenone-2 (BP2) but not of bisphenol A (BPA) and dibutylphtalate (DBP) in uterus, vagina and bone. PubMed: BK/TD models for analyzing in vitro impedance data on cytotoxicity. PubMed: Determining ultraviolet absorbents in sunscreen products by combining direct injection with micelle collapse on-line preconcentration capillary electrophoresis. PubMed: A novel dispersive solid-phase extraction method using metal-organic framework MIL-101 as the adsorbent for the analysis of benzophenones in toner. PubMed: A multiclass method for the analysis of endocrine disrupting chemicals in human urine samples. Sample treatment by dispersive liquid-liquid microextraction. PubMed: Simplified matrix solid phase dispersion procedure for the determination of parabens and benzophenone-ultraviolet filters in human placental tissue samples. PubMed: UHPLC-MS/MS method for the determination of bisphenol A and its chlorinated derivatives, bisphenol S, parabens, and benzophenones in human urine samples. PubMed: A new method for the determination of benzophenone-UV filters in human serum samples by dispersive liquid-liquid microextraction with liquid chromatography-tandem mass spectrometry. PubMed: Effects of bisphenol-A (BPA), dibutylphtalate (DBP), benzophenone-2 (BP2), procymidone (Proc), and linurone (Lin) on fat tissue, a variety of hormones and metabolic parameters: a 3 months comparison with effects of estradiol (E2) in ovariectomized (ovx) rats. PubMed: Contact allergy to benzophenone-2 in toilet water. PubMed: Isolation, characterization and cytotoxic activity of benzophenone glucopyranosides from Mahkota Dewa (Phaleria macrocarpa (Scheff.) Boerl). PubMed: A dose-response study on the estrogenic activity of benzophenone-2 on various endpoints in the serum, pituitary and uterus of female rats. PubMed: The ultraviolet filter benzophenone 2 interferes with the thyroid hormone axis in rats and is a potent in vitro inhibitor of human recombinant thyroid peroxidase. PubMed: Pharmacokinetics and metabolism of benzophenone 2 in the rat. PubMed: Multi-organic endocrine disrupting activity of the UV screen benzophenone 2 (BP2) in ovariectomized adult rats after 5 days treatment. PubMed: Three novel lanthanide metal-organic frameworks (Ln-MOFs) constructed by unsymmetrical aromatic dicarboxylatic tectonics: synthesis, crystal structures and luminescent properties. PubMed: Determination of trace levels of benzophenone-type ultra-violet filters in real matrices by bar adsorptive micro-extraction using selective sorbent phases. PubMed: Doubly bonded E13═P and B═E15 molecules and their reactions with H2, acetonitrile, benzophenone, and 2,3-dimethylbutadiene. PubMed: Antibacterial and Antioxidant Xanthones and Benzophenone from Garcinia smeathmannii. PubMed: Structure elucidation and antioxidant activity of the phenolic compounds from Rhynchosia suaveolens. PubMed: Identification of classifiers for increase or decrease of thyroid peroxidase activity in the FTC-238/hTPO recombinant cell line. PubMed: Zebrafish eleutheroembryos provide a suitable vertebrate model for screening chemicals that impair thyroid hormone synthesis. PubMed: [Determination of ultraviolet filters in environmental aqueous samples by dispersive liquid-liquid microextraction with online derivatization-gas chromatography-mass spectrometry]. PubMed: Determination of benzophenones in human placental tissue samples by liquid chromatography-tandem mass spectrometry. PubMed: Development of a thyroperoxidase inhibition assay for high-throughput screening. PubMed: Up-and-down shaker-assisted ionic liquid-based dispersive liquid-liquid microextraction of benzophenone-type ultraviolet filters. PubMed: True photoallergy to sunscreens is rare despite popular belief. PubMed: One new diphenylmethane glycoside from the leaves of Psidium guajava L. PubMed: Determination of ultraviolet filters in water samples by vortex-assisted dispersive liquid-liquid microextraction followed by gas chromatography-mass spectrometry. PubMed: Characterisation and quantification of flavonoids in Iris germanica L. and Iris pallida Lam. resinoids from Morocco. PubMed: Benzophenones and xanthones from Garcinia cantleyana var. cantleyana and their inhibitory activities on human low-density lipoprotein oxidation and platelet aggregation. PubMed: Electrochemical oxidation of amides of type Ph2CHCONHAr. PubMed: Pentacobalt(II) cluster based pcu network exhibits both magnetic slow-relaxation and hysteresis behaviour. PubMed: Photochemistry of 2-diphenylmethoxyacetophenone. Direct detection of a long-lived enol from a Norrish Type II photoreaction. PubMed: Hydrazone-based ligands for micro-solid phase extraction-high performance liquid chromatographic determination of biogenic amines in orange juice. PubMed: Estrogenic activity of ternary UV filter mixtures in fish (Pimephales promelas) - an analysis with nonlinear isobolograms. PubMed: Two new benzophenone glycosides from the fruit of Psidium guajava L. PubMed: Comparison of in vitro and in vivo estrogenic activity of UV filters in fish. PubMed: Principles and methodology for identification of fragrance allergens in consumer products. PubMed: [Nail polish allergy. An important differential diagnosis in contact dermatitis]. PubMed: Simultaneous trace determination of nine organic UV-absorbing compounds (UV filters) in environmental samples. PubMed: Ferrimagnetic [CoII3(micro3-OH)2(RCO2)4] chains embedded in a laminar hybrid material exhibiting single-chain magnet behaviour. PubMed: Determination of ink photoinitiators in packaged beverages by gas chromatography-mass spectrometry and liquid chromatography-mass spectrometry. PubMed: New phenolic principles from Hypericum sampsonii. PubMed: Microbial removal of wastewater organic compounds as a function of input concentration in soil columns. PubMed: Planar trimethylenemethane dianion chemistry of lanthanide metallocenes: synthesis, structure, density functional theory analysis, and reactivity of [(C5Me5)2Ln]2[mu-eta3:eta3-C(CH2)(3] Complexes. PubMed: Activity related to the carcinogenicity of plastic additives in the benzophenone group. PubMed: Site selectively templated and tagged xerogels for chemical sensors. PubMed: Radical-induced generation of small silver particles in SPEEK/PVA polymer films and solutions: UV-Vis, EPR, and FT-IR studies. PubMed: [Estrogenic activity of ultraviolet absorbers and the related compounds]. PubMed: Structure-reactivity relationships in the photoreduction of n,pi*-excited ketones and azoalkanes: the effect of reaction thermodynamics, excited-state electrophilicity, and antibonding character in the transition state. PubMed: Experimental study on phototoxicity and the photosensitization potential of ketoprofen, suprofen, tiaprofenic acid and benzophenone and the photocross-reactivity in guinea pigs. PubMed: Benzophenones of Garcinia pseudoguttifera (Clusiaceae).