EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

benzophenone-4
2-benzoyl-5-methoxy-1-phenol-4-sulfonic acid

Supplier Sponsors

Name:5-benzoyl-4-hydroxy-2-methoxybenzenesulfonic acid
CAS Number: 4065-45-6Picture of molecule3D/inchi
Other(deleted CASRN):62121-63-5
ECHA EINECS - REACH Pre-Reg:223-772-2
FDA UNII: 1W6L629B4K
Nikkaji Web:J8.677K
Beilstein Number:2889165
MDL:MFCD00024962
XlogP3-AA:2.20 (est)
Molecular Weight:308.30984000
Formula:C14 H12 O6 S
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:cosmetic UV absorber, UV filters
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
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Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 145.00 °C. @ 760.00 mm Hg
Vapor Pressure:1.300000 mmHg @ 25.00 °C. (est)
Flash Point: 32.00 °F. TCC ( 0.00 °C. ) (est)
logP (o/w): 0.993 (est)
Soluble in:
 water, 2.50E+05 mg/L @ 25 °C (exp)
 water, 2.029e+004 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: uv absorbers
uv filters
 
Suppliers:
BOC Sciences
For experimental / research use only.
Sulisobenzone ≥95%
Odor: characteristic
Use: Sulisobenzoneis a UV filter which protects the skin from damage by UVB and short-wave UVA ultraviolet light Used in the preparation of sunscreen agents.
Galaxy Surfactants
GalSORB Benzophenone-4
Glentham Life Sciences
2-Hydroxy-4-methoxybenzophenone-5-sulfonic acid
OQEMA
LanCos UVB-4
Penta International
4-BENZOPHENONE
Santa Cruz Biotechnology
For experimental / research use only.
5-Benzoyl-4-hydroxy-2-methoxybenzenesulfonic acid
Sigma-Aldrich
For experimental / research use only.
5-Benzoyl-4-hydroxy-2-methoxybenzenesulfonic acid ≥97.0% (HPLC)
TCI AMERICA
For experimental / research use only.
2-Hydroxy-4-methoxybenzophenone-5-sulfonic Acid Hydrate (contains 5-10% Isopropyl Alcohol) >98.0%(T)
sds
TRI-K Industries
GalSorb Benzophenone-4
Odor: characteristic
Use: Benzophenone-4 is a water soluble UVB absorber and is also commonly used to protect formulations from degradation due to UV exposure. In combination with UVA absorbers, it offers broad spectrum protection against UV radiation for skin and hair.
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-rat LD50 3530 mg/kg
Journal of the American College of Toxicology. Vol. 2(5), Pg. 35, 1983.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
cosmetic UV absorber, UV filters
Recommendation for benzophenone-4 usage levels up to:
 not for fragrance use.
 
Recommendation for benzophenone-4 flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
Daily Med:search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):4065-45-6
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :19988
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:1
5-benzoyl-4-hydroxy-2-methoxybenzenesulfonic acid
Chemidplus:0004065456
RTECS:DB5044300 for cas# 4065-45-6
 
References:
 5-benzoyl-4-hydroxy-2-methoxybenzenesulfonic acid
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:4065-45-6
Pubchem (cid):19988
Pubchem (sid):134984915
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEMBL:View
KEGG (GenomeNet):D05964
HMDB (The Human Metabolome Database):Search
Export Tariff Code:2914.50.1000
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
 u.v. absorbers
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
 benzenesulfonic acid, 5-benzoyl-4-hydroxy-2-methoxy-
 benzophenone 4
5-benzoyl-4-hydroxy-2-methoxybenzene sulfonic acid
5-benzoyl-4-hydroxy-2-methoxybenzenesulfonic acid
3-benzoyl-4-hydroxy-6-methoxybenzenesulfonic acid
2-benzoyl-5-methoxy-1-phenol-4-sulfonic acid
4-hydroxy-2-methoxy-5-(phenylcarbonyl)benzenesulfonic acid
2-hydroxy-4-methoxybenzophenone-5-sulfonic acid
2-hydroxy-4-methoxybenzophenone-5-sulfonicacid
2-hydroxy-4-methoxybenzophenone-5-sulphonic acid
1-phenol-4-sulfonic acid, 2-benzoyl-5-methoxy-
 seesorb 101S
 spectra-sorb UV 284
 sulisobenzona
 sulisobenzone
 sulisobenzonum
 sungard
 syntase 230
 uv absorber HMBS
 uval
 uvinuc MS 40
 uvinul
 

Articles:

PubMed:Formation pathways of brominated products from benzophenone-4 chlorination in the presence of bromide ions.
PubMed:Quantification of Sunscreen Benzophenone-4 in Hair Shampoos by Hydrophilic Interactions Thin-Layer Chromatography/Densitometry or Derivative UV Spectrophotometry.
PubMed:Photochemical processes involving the UV absorber benzophenone-4 (2-hydroxy-4-methoxybenzophenone-5-sulphonic acid) in aqueous solution: reaction pathways and implications for surface waters.
PubMed:Comparative study on the photostability of arbutin and deoxy arbutin: sensitivity to ultraviolet radiation and enhanced photostability by the water-soluble sunscreen, benzophenone-4.
PubMed:Assessment of benzophenone-4 reactivity with free chlorine by liquid chromatography quadrupole time-of-flight mass spectrometry.
PubMed:Cofilin-induced changes in F-actin detected via cross-linking with benzophenone-4-maleimide.
PubMed:Biotransformation of the UV-filter sulisobenzone: challenges for the identification of transformation products.
PubMed:Transformation mechanism of benzophenone-4 in free chlorine promoted chlorination disinfection.
PubMed:The UV-absorber benzophenone-4 alters transcripts of genes involved in hormonal pathways in zebrafish (Danio rerio) eleuthero-embryos and adult males.
PubMed:Allergic contact dermatitis caused by benzophenone-4 in a printer.
PubMed:Determining ultraviolet absorbents in sunscreen products by combining direct injection with micelle collapse on-line preconcentration capillary electrophoresis.
PubMed:Ecotoxicological evaluation of four UV filters using marine organisms from different trophic levels Isochrysis galbana, Mytilus galloprovincialis, Paracentrotus lividus, and Siriella armata.
PubMed:A tentative environmental risk assessment of the UV-filters 3-(4-methylbenzylidene-camphor), 2-ethyl-hexyl-4-trimethoxycinnamate, benzophenone-3, benzophenone-4 and 3-benzylidene camphor.
PubMed:Presence of UV filters in surface water and the effects of phenylbenzimidazole sulfonic acid on rainbow trout (Oncorhynchus mykiss) following a chronic toxicity test.
PubMed:Stability and toxicity of selected chlorinated benzophenone-type UV filters in waters.
PubMed:Rapid multi-analyte quantification of benzophenone, 4-methylbenzophenone and related derivatives from paperboard food packaging.
PubMed:Benzophenone 4: an emerging allergen in cosmetics and toiletries?
PubMed:Emerging pollutants in sewage, surface and drinking water in Galicia (NW Spain).
PubMed:Photodegradation of (-)-epigallocatechin-3-gallate in topical cream formulations and its photostabilization.
PubMed:Organic polar pollutants in surface waters of inland seas.
PubMed:The conformation of the C-terminal region of actin: a site-specific photocrosslinking study using benzophenone-4-maleimide.
PubMed:Crosslinking of Cys-mutated human galectin-1 to the model glycoprotein ligands asialofetuin and laminin by using a photoactivatable bifunctional reagent.
PubMed:Research on the immunosuppressive activity of ingredients contained in sunscreens.
PubMed:Occurrence, distribution and ecological risk assessment of multiple classes of UV filters in surface waters from different countries.
PubMed:Baseline monitoring of organic sunscreen compounds along South Carolina's coastal marine environment.
PubMed:Interactions between subunits a and b in the rotary ATP synthase as determined by cross-linking.
PubMed:Altered UV absorbance and cytotoxicity of chlorinated sunscreen agents.
PubMed:Occupational allergic contact dermatitis from benzophenone-4 in hair-care products.
PubMed:Seasonal occurrence, removal efficiencies and preliminary risk assessment of multiple classes of organic UV filters in wastewater treatment plants.
PubMed:Broad spectrum UV protection by crystalline organic microrod sunscreens.
PubMed:Polyvalent light sensitivity (persistent light reactivity?); allergic contact sensitivity to sulisobenzone.
PubMed:Side chain orientation of the amino acid substituted by a cysteine residue is important for successful crosslinking of galectin to its glycoprotein ligand using a photoactivatable sulfhydryl reagent.
PubMed:Development of a fully automated sequential injection solid-phase extraction procedure coupled to liquid chromatography to determine free 2-hydroxy-4-methoxybenzophenone and 2-hydroxy-4-methoxybenzophenone-5-sulphonic acid in human urine.
PubMed:Phototoxic Risk Assessments on Benzophenone Derivatives: Photobiochemical Assessments and Dermal Cassette-Dosing Pharmacokinetic Study.
PubMed:Multi-class determination of personal care products and pharmaceuticals in environmental and wastewater samples by ultra-high performance liquid-chromatography-tandem mass spectrometry.
PubMed:A double-blind, randomized assessment of the irritant potential of sunscreen chemical dilutions used in photopatch testing.
PubMed:A reevaluation of the photolytic properties of 2-hydroxybenzophenone-based UV sunscreens: are chemical sunscreens inoffensive?
PubMed:Double dispersant-assisted ionic liquid dispersive liquid-liquid microextraction coupled with capillary electrophoresis for the determination of benzophenone-type ultraviolet filters in sunscreen cosmetic product.
PubMed:Benzonphenone-type UV filters in urine of Chinese young adults: Concentration, source and exposure.
PubMed:Degradation pathway of malachite green in a novel dual-tank photoelectrochemical catalytic reactor.
PubMed:Intra-/inter-laboratory validation study on reactive oxygen species assay for chemical photosafety evaluation using two different solar simulators.
PubMed:Cross-link formation between mutant galectins of Caenorhabditis elegans with a substituted cysteine residue and asialofetuin via a photoactivatable bifunctional reagent.
PubMed:Simultaneous determination of some ultraviolet-absorbing chemicals in sunscreen cosmetics using a high-performance liquid chromatography method.
PubMed:Printing ink compounds in foods: UK survey results.
PubMed:Direct evidence that scorpion α-toxins (site-3) modulate sodium channel inactivation by hindrance of voltage-sensor movements.
PubMed:Establishment and intra-/inter-laboratory validation of a standard protocol of reactive oxygen species assay for chemical photosafety evaluation.
PubMed:Site-specific derivatives of wheat germ calmodulin. Interactions with troponin and sarcoplasmic reticulum.
PubMed:NCTC 2544 and IL-18 production: a tool for the in vitro identification of photoallergens.
PubMed:A reversed-phase ion-interaction chromatographic method for in-vitro estimation of the percutaneous absorption of water-soluble UV filters.
PubMed:Sulphydryl groups in the template-primer-binding domain of murine leukaemia virus reverse transcriptase. Identification and functional analysis of cysteine-90.
PubMed:Metathesis reactions of a manganese borylene complex with polar heteroatom-carbon double bonds: a pathway to previously inaccessible carbene complexes.
PubMed:Crosslinking of N-acetyllactosamine-containing glycoproteins to galectin-1 with an introduced cysteine using a photoactivatable sulfhydryl reagent.
PubMed:Percutaneous absorption of sunscreens from liquid crystalline phases.
PubMed:Establishment of an in vitro photoallergy test using NCTC2544 cells and IL-18 production.
PubMed:Both the 25-kDa and 50-kDa domains in myosin subfragment 1 are close to the reactive thiols.
PubMed:Skin permeation of two different benzophenone derivatives from various vehicles.
PubMed:Widespread occurrence of estrogenic UV-filters in aquatic ecosystems in Switzerland.
PubMed:Using a low denaturant model to explore the conformational features of translocation-active SecA.
PubMed:Comparison of electrospray ionization and atmospheric pressure chemical ionization for multi-residue analysis of biocides, UV-filters and benzothiazoles in aqueous matrices and activated sludge by liquid chromatography-tandem mass spectrometry.
PubMed:Fading of artificial hair colour and its prevention by photofilters.
PubMed:Fading of artificial hair color and its prevention by photofilters.
PubMed:Sunscreens block the induction of epidermal ornithine decarboxylase by ultraviolet-B radiation: a new way of evaluating sunscreen efficacy in vivo.
PubMed:Structure-based discovery of inhibitors of thymidylate synthase.
PubMed:Photopatch testing with an extended series of photoallergens: a 5-year study.
PubMed:The b and delta subunits of the Escherichia coli ATP synthase interact via residues in their C-terminal regions.
PubMed:A cross-linking study of the N-terminal extension of human cardiac troponin I.
PubMed:The amino-terminal fragment of gelsolin is cross-linked to Cys-374 of actin in the EGTA-resistant actin-gelsolin complex.
PubMed:Ca2(+)-dependent interactions between the C-helix of troponin-C and troponin-I. Photocross-linking and fluorescence studies using a recombinant troponin-C.
PubMed:Topical protection against long-wave ultraviolet A.
PubMed:Use of dermal equivalent and skin equivalent models for identifying phototoxic compounds in vitro.
PubMed:Causal agents of photoallergic contact dermatitis diagnosed in the national institute of dermatology of Colombia.
PubMed:Comparison of in vitro and in vivo estrogenic activity of UV filters in fish.
PubMed:Determination of sixteen UV filters in suncare formulations by high-performance liquid chromatography.
PubMed:Simultaneous trace determination of nine organic UV-absorbing compounds (UV filters) in environmental samples.
PubMed:Synthesis, characterization, and sorption properties of silica gel-immobilized Schiff base derivative.
PubMed:Multiclass determination of sunscreen chemicals in water samples by liquid chromatography-tandem mass spectrometry.
PubMed:Study of the efficacy of 18 sun filters authorized in European Union tested in vitro.
PubMed:Photoallergic contact dermatitis from ketoprofen in southern Sweden.
PubMed:UV filters with antagonistic action at androgen receptors in the MDA-kb2 cell transcriptional-activation assay.
PubMed:Determination of water-soluble UV-filters in sunscreen sprays by liquid chromatography.
PubMed:Determination of the UV filters worldwide authorised in sunscreens by high-performance liquid chromatography. Use of cyclodextrins as mobile phase modifier.
PubMed:Quantitative HPLC analysis of sunscreens and caffeine during in vitro percutaneous penetration studies.
PubMed:Contact and photocontact sensitivity to sunscreens. Review of a 15-year experience and of the literature.
PubMed:UV filters for hair protection.
PubMed:Sites of intra- and intermolecular cross-linking of the N-terminal extension of troponin I in human cardiac whole troponin complex.
PubMed:The hairless mouse as a model for evaluating sunscreens. Prevention of ultraviolet B inhibition of epidermal DNA synthesis.
PubMed:Determination of UV-filters in sunscreens by HPLC.
PubMed:Photocontact dermatitis from ketoprofen and tiaprofenic acid: cross-reactivity study in 12 consecutive patients.
PubMed:Inhibitory effect of dissolved organic matter on triplet-induced oxidation of aquatic contaminants.
PubMed:Adenosine 2'-monophosphate, 5'-O-[S-(4-succinimidylbenzophenone)-thiophosphate]: a new photoaffinity label for the coenzyme site of porcine NADP-specific isocitrate dehydrogenase.
PubMed:Synthesis, in vitro and in vivo activity of benzophenone-based inhibitors of steroid sulfatase.
PubMed:Structural model of the regulatory domain of smooth muscle heavy meromyosin.
PubMed:Stripping method to quantify absorption of two sunscreens in human.
PubMed:Multinuclear NMR (1H, 13C and 19F) spectroscopic re-examination of the solvolytic behaviour of flurazepam dihydrochloride.
PubMed:The importance of choice of visualization technique in the use of indirect immunodetection methods: specific reference to the detection of light chain movement on a regulatory myosin.
PubMed:Hydrogen abstraction from lipids by triplet states of derivatized benzophenone photosensitizers.
PubMed:Photocross-linking from DNPated SH1 in myosin head. I. Cross-linking to the 50-kDa fragment.
PubMed:Conformations of substituted benzophenones.
PubMed:Structure and function of subunit a of the ATP synthase of Escherichia coli.
PubMed:Movement and crevices around a sodium channel S3 segment.
PubMed:Adenosine 5'-0-[S-(4-succinimidyl-benzophenone)thiophosphate]: a new photoaffinity label of the allosteric ADP site of bovine liver glutamate dehydrogenase.
PubMed:[Determination of sunscreen agents in cosmetic products by reversed-phase high performance liquid chromatography].
PubMed:Immobilizing the moving parts of voltage-gated ion channels.
PubMed:Residues 48 and 82 at the N-terminal hydrophobic pocket of rabbit skeletal muscle troponin-C photo-cross-link to Met121 of troponin-I.
PubMed:The stalk region of the Escherichia coli ATP synthase. Tyrosine 205 of the gamma subunit is in the interface between the F1 and F0 parts and can interact with both the epsilon and c oligomer.
PubMed:Structure and function of the 10 S conformation of smooth muscle myosin.
PubMed:A method for determining transmembrane protein structure.
PubMed:Interaction of plasma gelsolin with tropomyosin.
PubMed:Calcium-induced movement of troponin-I relative to actin in skeletal muscle thin filaments.
PubMed:Reactive oxygen species assay-based risk assessment of drug-induced phototoxicity: classification criteria and application to drug candidates.
PubMed:[Photoaggravated contact allergy and contact photoallergy caused by ketoprofen: 19 cases].
PubMed:UVA/UVB sunscreen determination by second-order derivative ultraviolet spectrophotometry.
PubMed:A computer-based expert system designs and analyzes a 2(k - p) fractional factorial design for the formulation optimization of novel multicomponent liposomes.
PubMed:Contact and photocontact allergy to ketoprofen. The Belgian experience.
PubMed:Active ingredients in sunscreens act as topical penetration enhancers for the herbicide 2,4-dichlorophenoxyacetic acid.
PubMed:[Determination of 4 antiseptics and 6 sunscreen agents in cosmetic products by reversed-phase high performance liquid chromatography].
PubMed:Use of human reconstituted epidermis Episkin for assessment of weak phototoxic potential of chemical compounds.
PubMed:2(k-p) fractional factorial design via fold over: application to optimization of novel multicomponent vesicular systems.
PubMed:Quantitative in vitro assessment of phototoxicity using a human skin model, Skin2.
PubMed:Photocrosslinking of benzophenone-labeled single cysteine troponin I mutants to other thin filament proteins.
PubMed:A mercuric ion uptake role for the integral inner membrane protein, MerC, involved in bacterial mercuric ion resistance.
PubMed:Ca2+-dependent binding of calcyclin to muscle tropomyosin.
PubMed:Photoimmobilization of a bioactive laminin fragment and pattern-guided selective neuronal cell attachment.
PubMed:Identification of the site of photocross-linking formed in the absence of magnesium nucleotide from SH2 (Cys-697) in myosin subfragment 1 labeled with 4'-maleimidylbenzophenone.
PubMed:Studies of ligand-induced conformational perturbations in myosin subfragment 1. An examination of the environment about the SH2 and SH1 thiols using a photoprobe.
PubMed:Glutamic acid-88 is close to SH-1 in the tertiary structure of myosin subfragment 1.
PubMed:Cross-linking of rabbit skeletal muscle troponin subunits: labeling of cysteine-98 of troponin C with 4-maleimidobenzophenone and analysis of products formed in the binary complex with troponin T and the ternary complex with troponins I and T.
PubMed:Cross-linking of rabbit skeletal muscle troponin with the photoactive reagent 4-maleimidobenzophenone: identification of residues in troponin I that are close to cysteine-98 of troponin C.
PubMed:Identification of two segments, separated by approximately 45 kilodaltons, of the myosin subfragment 1 heavy chain that can be cross-linked to the SH-1 thiol.
PubMed:Identifying an interaction site between MutH and the C-terminal domain of MutL by crosslinking, affinity purification, chemical coding and mass spectrometry.
PubMed:Cysteine-mediated cross-linking indicates that subunit C of the V-ATPase is in close proximity to subunits E and G of the V1 domain and subunit a of the V0 domain.
PubMed:Localization of subunits D, E, and G in the yeast V-ATPase complex using cysteine-mediated cross-linking to subunit B.
PubMed:Subunit interactions in the clathrin-coated vesicle vacuolar (H(+))-ATPase complex.
PubMed:Identification of the photocrosslinking sites in troponin-I with 4-maleimidobenzophenone labelled mutant troponin-Cs having single cysteines at positions 158 and 21.
PubMed:Interaction of gelsolin with covalently cross-linked actin dimer.
PubMed:Formation and properties of smooth muscle myosin 20-kDa light chain-skeletal muscle myosin hybrids and photocrosslinking from the maleimidylbenzophenone-labeled light chain to the heavy chain.
PubMed:Cysteine-374 of actin resides at the gelsolin contact site in the EGTA-resistant actin-gelsolin complex.
PubMed:Site-specific photo-cross-linking studies on interactions between troponin and tropomyosin and between subunits of troponin.
PubMed:Production of malachite green oxalate and leucomalachite green reference materials certified for purity.
PubMed:Oxygen uptake and involvement of superoxide radicals upon photolysis of ketones in air-saturated aqueous alcohol, formate, amine or ascorbic acid solutions.
PubMed:Photo-oxidation of di-n-butylsulfide by various electron transfer sensitizers in oxygenated acetonitrile.
PubMed:The stripping technique: in vitro absorption and penetration of five UV filters on excised fresh human skin.
PubMed:A sensitive GC-MS procedure for the analysis of flunitrazepam and its metabolites in urine.
PubMed:Mixed-ligand metal-organic frameworks with large pores: gas sorption properties and single-crystal-to-single-crystal transformation on guest exchange.
PubMed:Xenobiotic intrinsic clearance in freshly isolated hepatocytes from rainbow trout (Oncorhynchus mykiss): determination of trout hepatocellularity, optimization of cell concentrations and comparison of serum and serum-free incubations.
PubMed:Determination of xenobiotic intrinsic clearance in freshly isolated hepatocytes from rainbow trout (Oncorhynchus mykiss) and rat and its application in bioaccumulation assessment.
PubMed:Contamination of the Shinano River water with mutagenic substances after the Niigata Chuetsu Earthquake.
PubMed:Percutaneous absorption of sunscreens in vitro: interspecies comparison, skin models and reproducibility aspects.
PubMed:Phosphorylation changes the spatial relationship between Glu124-Arg143 and Cys18 and Cys165 of the regulatory light chain in smooth muscle myosin.
PubMed:Photodermatitis from ketoprofen with cross-reactivity to fenofibrate and benzophenones.
PubMed:Migration studies from paper and board food packaging materials. 1. Compositional analysis.
 
Notes:
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