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Merck

239658

Bisphenol A

≥99%

Synonym(s):

2,2-Bis(4-hydroxyphenyl)propane, 4,4′-Isopropylidenediphenol

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About This Item

Linear Formula:
(CH3)2C(C6H4OH)2
CAS Number:
Molecular Weight:
228.29
UNSPSC Code:
12352200
NACRES:
NA.21
PubChem Substance ID:
EC Number:
201-245-8
Beilstein/REAXYS Number:
1107700
MDL number:

Product Name

Bisphenol A, ≥99%

InChI key

IISBACLAFKSPIT-UHFFFAOYSA-N

InChI

1S/C15H16O2/c1-15(2,11-3-7-13(16)8-4-11)12-5-9-14(17)10-6-12/h3-10,16-17H,1-2H3

SMILES string

CC(C)(c1ccc(O)cc1)c2ccc(O)cc2

assay

≥99%

form

solid

bp

220 °C/4 mmHg (lit.)

mp

158-159 °C (lit.)

Quality Level

Gene Information

mouse ... Esr1(13982)
rat ... Ar(24208)

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Application

The analytical standard can also be used as follows:
  • Quantitative analysis of bisphenol A and bisphenol S in three plastic product samples of a mineral water bottle, polycarbonate bottle, and baby bottle, using a modified glassy carbon electrode (GCE) sensor based on a crystalline covalent organic framework (COF)
  • Simultaneous determination of bisphenol A, S, and F in 112 samples of thermal paper receipts by liquid chromatography coupled to mass spectrometry (LC-MS) following their ultrasound-assisted extraction
  • Development and validation of a gas chromatography-tandem mass spectrometry (GC-MS/MS) method for the measurement of bisphenol A and 18 BPA-related compounds in 30 breast milk samples after their solid phase extraction (SPE)
  • Construction of an electrochemical sensor based on multi-walled carbon nanotubes (MWCNTs) modified glassy carbon electrode (GCE) for the determination of bisphenol A & S in river water and thermal paper samples by cyclic voltammetry (CV)
  • Determination of bisphenol A in urine samples using a novel method based on miniaturized QuEChERS extraction and gas chromatography-mass spectrometry (GC-MS)
  • Investigate the bisphenol A content from glass or Pasteur pipettes in biological liquids from maternal women using high-performance liquid chromatography (HPLC).

General description

Bisphenol A (BPA) is a diphenylmethane derivative, commonly used in the production of polycarbonate plastics, epoxy resins, and various other plastic-based consumer products. It is also known to exhibit strong endocrine-disrupting ability.
This compound is listed in the SVHC (Substances of very high concern) candidate list of ECHA (European Chemicals Agency)

signalword

Danger

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Repr. 1B - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

440.6 °F - closed cup

flash_point_c

227 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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Maternal bisphenol-A levels at delivery: a looming problem?
Padmanabhan V, et al.
Journal of Perinatology : Official Journal of the California Perinatal Association, 28, 258-258 (2008)
Sanjay Basak et al.
Reproductive toxicology (Elmsford, N.Y.), 82, 72-79 (2018-10-24)
Humans are exposed to Bisphenol A (BPA) from the consumer products and plastic substances. However, impacts of low levels of BPA exposure on placental developmental processes such as first trimester trophoblast cell growth, angiogenesis and epigenetic modifications are not well
Damaskini Valvi et al.
Epidemiology (Cambridge, Mass.), 24(6), 791-799 (2013-09-17)
Increasing experimental evidence suggests that prenatal bisphenol A (BPA) exposure induces offspring weight gain, but these effects remain largely unexplored in humans. We examined the effects of prenatal BPA exposure on postnatal growth and obesity. BPA concentrations were measured in
Tinne Geens et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 50(10), 3725-3740 (2012-08-15)
Due to the large number of applications of bisphenol-A (BPA), the human exposure routes are multiple. We aimed to review shortly the food and non-food sources of BPA, and to evaluate their contribution to the human exposure. Food sources discussed
Marie Tohmé et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 28(7), 3124-3133 (2014-04-20)
Bisphenol A (BPA) is an endocrine disruptor that displays estrogenic activity. Several reports suggest that BPA may have estrogen receptor-independent effects. In zebrafish, 50 μM BPA exposure induces otic vesicle abnormalities, including otolith aggregation. The purpose of this study was

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