4,4'-Isopropylidendiphenol

Bezeichnung:4,4'-Isopropylidendiphenol

CAS-Nr80-05-7

Englisch Name:Bisphenol A

CBNumberCB5854419

SummenformelC15H16O2

Molgewicht228.29

MOL-Datei80-05-7.mol

Synonyma

4,4'-Isopropylidendiphenol

4,4'-(1-Methylethyliden)bisphenol

4,4'-Isopropylidendiphenol physikalisch-chemischer Eigenschaften

Schmelzpunkt	158-159 °C(lit.)
Siedepunkt	220 °C4 mm Hg(lit.)
Dichte	1.195
Dampfdruck	<1 Pa (25 °C)
Brechungsindex	1.5542 (estimate)
Flammpunkt	227 °C
storage temp.	Store below +30°C.
Löslichkeit	0.12g/l insoluble
Aggregatzustand	Liquid
pka	10.29±0.10(Predicted)
Farbe	Clear light yellow to light orange
Geruch (Odor)	Phenol like
Wasserlöslichkeit	<0.1 g/100 mL at 21.5 ºC
Merck	14,1297
BRN	1107700
Dielectric constant	5.0（20℃）
InChIKey	IISBACLAFKSPIT-UHFFFAOYSA-N
LogP	3.4 at 21.5℃
CAS Datenbank	80-05-7(CAS DataBase Reference)
NIST chemische Informationen	Phenol, 4,4'-(1-methylethylidene)bis-(80-05-7)
EPA chemische Informationen	4,4'-Isopropylidenediphenol (80-05-7)

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	37-41-43-62-52
S-Sätze:	26-36/37/39-45-46-39-36/37-61
RIDADR	UN 3077 9 / PGIII
WGK Germany	2
RTECS-Nr.	SL6300000
Selbstentzündungstemperatur	510 °C
TSCA	Yes
HS Code	29072300
Giftige Stoffe Daten	80-05-7(Hazardous Substances Data)
Toxizität	LC50 (96 hr) in fathead minnow, rainbow trout: 4600, 3000-3500 mg/l (Staples)

Gefahreninformationscode (GHS)

Bisphenol A Chemische Eigenschaften,Einsatz,Produktion Methoden

ERSCHEINUNGSBILD
WEISSE KRISTALLE.
PHYSIKALISCHE GEFAHREN
Staubexplosion der pulverisierten oder granulierten Substanz in Gemischen mit Luft möglich.
CHEMISCHE GEFAHREN
Reagiert sehr heftig mit Säureanhydriden, Säurechloriden, starken Basen und starken Oxidationsmitteln.
ARBEITSPLATZGRENZWERTE
TLV nicht festgelegt (ACGIH 2005).
MAK: 5 mg/m?(Einatembare Fraktion); Spitzenbegrenzung: überschreitungsfaktor I(1); Photosensibilisierung; Schwangerschaft: Gruppe C; (DFG 2005).
AUFNAHMEWEGE
Aufnahme in den Körper durch Inhalation des Aerosols und durch Verschlucken.
INHALATIONSGEFAHREN
Verdampfen bei 20°C vernachlässigbar; eine belästigende Partikelkonzentration in der Luft kann jedoch schnell erreicht werden.
WIRKUNGEN BEI KURZZEITEXPOSITION
WIRKUNGEN BEI KURZZEITEXPOSITION:
Die Substanz reizt die Augen, die Haut und die Atemwege.
WIRKUNGEN NACH WIEDERHOLTER ODER LANGZEITEXPOSITION
Wiederholter oder andauernder Kontakt kann zu Hautsensibilisierung führen.
LECKAGE
Verschüttetes Material in abdichtbaren Behältern sammeln; falls erforderlich durch Anfeuchten Staubentwicklung verhindern. Reste sorgfältig sammeln. An sicheren Ort bringen. Persönliche Schutzausrüstung: Atemschutzgerät, P2-Filter für schädliche Partikel.
R-Sätze Betriebsanweisung:
R37:Reizt die Atmungsorgane.
R41:Gefahr ernster Augenschäden.
R43:Sensibilisierung durch Hautkontakt möglich.
R62:Kann möglicherweise die Fortpflanzungsfähigkeit beeinträchtigen.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
S46:Bei Verschlucken sofort ärztlichen Rat einholen und Verpackung oder Etikett vorzeigen.
S39:Schutzbrille/Gesichtsschutz tragen.
S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
Beschreibung
Reports of bisphenol- A sensitization, particularly in workers at epoxy resin plants, are controversial. Bisphenol-A was also reported as an allergen in fiberglass, semisynthetic waxes, footwear and dental materials.
Chemische Eigenschaften
Bisphenol A is a white or tan crystals or flakes with a mild phenolic odor and a very low vapor pressure (ECB, 2003). It is mildly soluble in water. It is not considered to be an explosive in the conventional sense but can pose a hazard as a finely powdered material in air (ECB, 2003). It is not considered to be a chemical oxidizer.
History
Bisphenol A (BPA) was first synthesized in 1891, but it was not used widely until applications in the plastics industry were identified in the 1950s (University of Minnesota, 2008). While the most prominent use of BPA is in the manufacture of polycarbonate plastic and epoxy resins, it is also used in the production and processing of polyvinyl chloride (PVC) and modified polyamide and in the manufacture of carbonless and thermal paper, wood filler, adhesives, printing inks, surface coatings, polyurethane, brake fluid, resin-based dental composites and sealants, flame retardants, paints, and tires (ECB, 2003; EFSA, 2006).
Verwenden
A monomer used for policarbonate and epoxy resins; exhibits estrogenic activity. BPA is also used as a building block in polycarbonate bottles and in the epoxy-resin liners of metal cans.
Verwenden
Bisphenol A is used with epichlorhydrin for the synthesis of epoxy resins bisphenol-A type. It leads to bisphenol-A diglycidyl ether, which is the monomer of bisphenol-A based epoxy resins.
Verwenden
Bisphenol A (BPA) is used as the constitutional monomer or the monomeric building block of polycarbonate plastics, either by trans-esterification with diphenyl carbonate or via the interfacial process with a monohydroxylic phenol. Together with epichlorohydrin, BPA is also used as a major component of epoxy resins. Bisphenol A-polycarbonate plastics are in turn used in the manufacture of plastic food containers such as reusable water bottles, while epoxy resins are used as inner linings of tin cans. In addition, BPA is also used as an additive in other plastics and polymers, particularly as an antioxidant or stabilizer in polyvinyl chloride, printer ink, and in some other products.
synthetische
The formation of bisphenol A is thought to proceed as follows:

Although the reaction theoretically requires the molar ratio of reactants to be 2: 1, an improved yield of bisphenol A is obtained if additional phenol is present; the optimum molar ratio is 4: 1. In a typical process, the phenol and acetone are mixed and warmed to 50??C. Hydrogen chloride (catalyst) is passed into the mixture for about 8 hours, during which period the temperature is kept below 70??C to suppress the formation of isomeric products. Bisphenol A precipitates and is filtered off and washed with toluene to remove unreacted phenol (which is recovered). The product is then recrystallized from aqueous ethanol. Since epoxy resins are oflow molecular weight and because colour is not normally particularly important, the purity of bisphenol A used in resin production is not critical. Material with a p,p'-isomer content of 95-98% is usually satisfactory; the principal impurities in such material are o,p'- and o,o'-isomers.
Definition
ChEBI: A bisphenol that is 4,4'-methanediyldiphenol in which the methylene hydrogens are replaced by two methyl groups.
Synthesis Reference(s)
Journal of the American Chemical Society, 71, p. 2287, 1949 DOI: 10.1021/ja01175a004
Allgemeine Beschreibung
White to light brown flakes or powder. Has a weak medicine odor. Sinks in water.
Air & Water Reaktionen
The finely powdered resin is a significant dust explosion hazard. Insoluble in water.
Reaktivität anzeigen
Bisphenol A is incompatible with strong oxidizers. Bisphenol A is also incompatible with strong bases, acid chlorides and acid anhydrides.
Hazard
Poison; moderately toxic; teratogen; irritant.
Health Hazard
Dusts irritating to upper respiratory passages; may cause sneezing.
Brandgefahr
Bisphenol A is combustible. Bisphenol A may form explosive dust clouds. Static electricity can cause its dust to explode.
Flammability and Explosibility
Not classified
Kontakt-Allergie
Bisphenol A is used with epichlorhydrin for the synthesis of epoxy resins bisphenol-A type, for unsaturated polyester and polycarbonate resins, and epoxy di(meth)acrylates. In epoxy resins, it leads to bisphenol-A diglycidyl ether, which is the monomer of bisphenol-A-based epoxy resins. Reports of bisphenol-A sensitization are rare and concern workers at epoxy resin plants, after contact with fiber glass, semi-synthetic waxes, footwear, and dental materials. It is also a possible sensitizer in vinyl gloves.
mögliche Exposition
Workers engaged in the manufacture of epoxy, polysulfone, polycarbonate and certain polyester resins. It is also used in flame retardants, rubber chemicals, and as a fungicide. Bisphenol A (BP A), an environmental estrogen, is found in a wide variety of products, including polycarbonate bottles food and drink containers. According to 2008 research conducted at University of Cincinnati, when it comes to BPA, it’s not whether polycarbonate bottles are new or old but the liquid’s temperature that has the greatest impact on how much BPA is released. When exposed to boiling hot water, BPA was released 55 times more rapidly than exposure to cold water.
Erste Hilfe
If this chemical gets into the eyes, remove anycontact lenses at once and irrigate immediately for at least15 min, occasionally lifting upper and lower lids. Seekmedical attention immediately. If this chemical contactsthe skin, remove contaminated clothing and wash immediately with soap and water. Seek medical attention immediately. If this chemical has been inhaled, remove fromexposure, begin rescue breathing (using universal precautions, including resuscitation mask) if breathing hasstopped and CPR if heart action has stopped. Transferpromptly to a medical facility. When this chemical hasbeen swallowed, get medical attention. Give large quantities of water and induce vomiting. Do not make an unconscious person vomit.
Environmental Fate
Bisphenol A can be released into the environment during the production, processing, and use of BPA-containing materials, although levels in environmental samples are generally very low or undetectable (ECB, 2003). This is because BPA has low volatility and a short half-life in the atmosphere, is rapidly biodegraded in water, and is not expected to be stable, mobile, or bioavailable from soils (ECB, 2003; Cousins et al., 2002).
Most environmental releases of BPA are during the manufacture of BPA-containing products when residual BPA in wastewater is released from treatment plants into receiving streams (Cousins et al., 2002). BPA's half-life in soil and water is in the order of 4.5 days while in air it is <1 day (Cousins et al., 2002). It has a low bioconcentration factor and is rapidly metabolized in fish, with a half-life of <1 day (Cousins et al., 2002).
Lager
Color Code—Green: General storage may be used.Store away from heat and strong oxidizers and the incompatible materials listed above.
Versand/Shipping
UN3077 Environmentally hazardous substances, solid, n.o.s., Hazard class: 9; Labels: 9—Miscellaneous hazardous material, Technical Name Required.
läuterung methode
Crystallise bisphenol from acetic acid/water (1:1). It is used for making polycarbonate bottles and leaches out slowly on heating. It is a known “estrogenic chemical” shown to disrupt chemical signaling in the complex network of glands, hormones and cell receptors which make up the endocrine system. It causes low sperm count and damages the ecosystem by the feminisation of fish, reptiles and birds. [cf Chapter 1, p 3, Beilstein 6 IV 6717.]
Toxicity evaluation
Bisphenol-A is a chemical substance with known oestrogenic action that is used in the manufacture of a wide range of products. The low-dose in utero exposure to bisphenol-A of experimental animals caused striking morphological changes in the vagina of postpubertal offspring. In addition, the oestrogen receptor alpha was not expressed during oestrus in the vagina of female offspring exposed to bisphenol-A and the altered vaginal morphology is attributed to the down regulation of oestrogen receptor alpha (Schonfelder et at., 2002). Another experiment on mice after intrauterine exposure to bisphenol-A showed differences in the rate of ductal migration into the stroma at 1 month of age and a significant increase in the percentage of ducts, terminal ducts, terminal end buds, and alveolar buds at 6 months of age. The changes in histoarchitecture, coupled with an increased presence of secretory product within alveoli, resemble those of early pregnancy. This suggests a disruption of the hypothalamic-pituitary-ovarian axis and/or mis-expression of developmental genes. It was concluded that the altered relationship in DNA synthesis between the epithelium and stroma and the increase in terminal ducts and terminal end buds are noteworthy, because these changes are associated with carcinogenesis in both rodents and humans (Markey et at., 2001).
Inkompatibilitäten
Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides, acid chlorides and acid anhydrides.

Bisphenol A Upstream-Materialien And Downstream Produkte

4,4'-Isopropylidendiphenol Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

80-05-7, Bisphenol A Verwandte Suche:

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