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Biphenyl-2-ol

2-Phenylphenol Struktur
90-43-7
CAS-Nr.
90-43-7
Bezeichnung:
Biphenyl-2-ol
Englisch Name:
2-Phenylphenol
Synonyma:
OPP;O-PHENYLPHENOL;Phenylphenol;O-HYDROXYBIPHENYL;BIPHENYL-2-OL;2-BIPHENYLOL;2-HYDROXYBIPHENYL;ORTHO-PHENYLPHENOL;o-Xenol;0-PHENYL PHENOL
CBNumber:
CB0365303
Summenformel:
C12H10O
Molgewicht:
170.21
MOL-Datei:
90-43-7.mol

Biphenyl-2-ol Eigenschaften

Schmelzpunkt:
57-59 °C(lit.)
Siedepunkt:
282 °C(lit.)
Dichte
1.21
Dampfdruck
7 mm Hg ( 140 °C)
Brechungsindex
1.6188 (estimate)
FEMA 
3959 | 2-PHENYLPHENOL
Flammpunkt:
255 °F
storage temp. 
Store below +30°C.
L?slichkeit
Soluble in ethanol, acetone, benzene,sodium hydroxide, chloroform, acetonitrile, toluene, hexane, ligroin, ethyl ether, pyridine, ethylene glycol, isopropanol, glycol ethers and polyglycols.
Aggregatzustand
Crystalline Flakes
pka
10.01(at 25℃)
Farbe
White
PH
7 (0.1g/l, H2O, 20℃)
Geruch (Odor)
nearly wh. or lt. buff crystals, mild char. sweetish odor
Explosionsgrenze
1.4-9.5%(V)
Wasserl?slichkeit
0.7 g/L (20 ºC)
Sensitive 
Hygroscopic
JECFA Number
735
Merck 
14,7304
BRN 
606907
Stabilit?t:
Stable. Combustible. Incompatible with strong oxidizing agents, halogens.
InChIKey
LLEMOWNGBBNAJR-UHFFFAOYSA-N
LogP
3.18 at 22.5℃
CAS Datenbank
90-43-7(CAS DataBase Reference)
IARC
3 (Vol. 73) 1999
NIST chemische Informationen
o-Hydroxybiphenyl(90-43-7)
EPA chemische Informationen
2-Phenylphenol (90-43-7)
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher Xi,N
R-S?tze: 36/37/38-50-37/38/50-36
S-S?tze: 22-61
RIDADR  UN 3077 9/PG 3
WGK Germany  2
RTECS-Nr. DV5775000
Selbstentzündungstemperatur >520 °C
TSCA  Yes
HazardClass  9
PackingGroup  III
HS Code  29071900
Giftige Stoffe Daten 90-43-7(Hazardous Substances Data)
Toxizit?t LD50 orally in rats: 2.48 g/kg (Hodge)
Bildanzeige (GHS) GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H315 Verursacht Hautreizungen. Hautreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P302+P352, P321,P332+P313, P362
H318 Verursacht schwere Augensch?den. Schwere Augensch?digung Kategorie 1 Achtung GHS hazard pictogramssrc="/GHS05.jpg" width="20" height="20" /> P280, P305+P351+P338, P310
H335 Kann die Atemwege reizen. Spezifische Zielorgan-Toxizit?t (einmalige Exposition) Kategorie 3 (Atemwegsreizung) Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" />
H410 Sehr giftig für Wasserorganismen mit langfristiger Wirkung. Langfristig (chronisch) gew?ssergef?hrdend Kategorie 1 Warnung GHS hazard pictogramssrc="/GHS09.jpg" width="20" height="20" /> P273, P391, P501
Sicherheit
P261 Einatmen von Staub vermeiden.
P264 Nach Gebrauch gründlich waschen.
P264 Nach Gebrauch gründlich waschen.
P273 Freisetzung in die Umwelt vermeiden.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P302+P352 BEI BERüHRUNG MIT DER HAUT: Mit viel Wasser/... (Hersteller kann, falls zweckm??ig, ein Reinigungsmittel angeben oder, wenn Wasser eindeutig ungeeignet ist, ein alternatives Mittel empfehlen) waschen.
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach M?glichkeit entfernen. Weiter spülen.

Biphenyl-2-ol Chemische Eigenschaften,Einsatz,Produktion Methoden

ERSCHEINUNGSBILD

WEISSE KRISTALLE.

PHYSIKALISCHE GEFAHREN

Staubexplosion der pulverisierten oder granulierten Substanz in Gemischen mit Luft m?glich.

CHEMISCHE GEFAHREN

Reagiert mit starken Basen und starken Oxidationsmitteln.

ARBEITSPLATZGRENZWERTE

TLV nicht festgelegt (ACGIH 2005).
MAK: IIb (nicht festgelegt, aber Informationen vorhanden) (DFG 2005).

AUFNAHMEWEGE

Aufnahme in den K?rper durch Inhalation der D?mpfe und durch Verschlucken.

INHALATIONSGEFAHREN

Verdampfung bei 20°C vernachl?ssigbar; eine gesundheitssch?dliche Partikelkonzentration in der Luft kann jedoch beim Versprühen oder Dispergieren schnell erreicht werden, vor allem als Pulver.

WIRKUNGEN BEI KURZZEITEXPOSITION

WIRKUNGEN BEI KURZZEITEXPOSITION:
Die Substanz reizt die Augen, die Haut und die Atemwege. M?glich sind Auswirkungen auf Herzkreislaufsystem, Magendarmtrakt, Nieren, Leber und Lunge mit nachfolgendem Atemversagen, Gewebesch?den und Blutungen.

WIRKUNGEN NACH WIEDERHOLTER ODER LANGZEITEXPOSITION

M?glich sind Auswirkungen auf die Nieren mit nachfolgenden Gewebesch?den.

LECKAGE

NICHT in die Kanalisation spülen. Verschüttetes Material in abdichtbaren Beh?ltern sammeln; falls erforderlich durch Anfeuchten Staubentwicklung verhindern. Reste sorgf?ltig sammeln. An sicheren Ort bringen. Pers?nliche Schutzausrüstung: Atemschutzger?t, P2-Filter für sch?dliche Partikel.

R-S?tze Betriebsanweisung:

R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R50:Sehr giftig für Wasserorganismen.
R36:Reizt die Augen.

S-S?tze Betriebsanweisung:

S22:Staub nicht einatmen.
S61:Freisetzung in die Umwelt vermeiden. Besondere Anweisungen einholen/Sicherheitsdatenblatt zu Rate ziehen.

Beschreibung

2-phenylphenol(OPP) is a broad spectrum fungicide used to protect crops in storage. It is highly soluble in water, moderately voatile but is not expected to be persistent in the environment. OPP is more selective than other free phenols but does produce phytotoxic effects.

Chemische Eigenschaften

o-Phenylphenol is a white to buff-colored crystalline solid with a distinct odor. When heated to decomposition, it emits acrid smoke and irritating fumes.

Verwenden

2-Phenylphenol is a agriculture fungicide and is no longer used as a food additive.

Vorbereitung Methode

OPP is produced as a by-product in the manufacture of diphenyl oxide or by aldol condensation of hexazinone.

Definition

ChEBI: 2-Phenylphenol is a member of the class of hydroxybiphenyls that is biphenyl substituted by a hydroxy group at position 2. It is generally used as a post-harvest fungicide for citrus fruits. It has a role as an environmental food contaminant and an antifungal agrochemical. It derives from a hydride of a biphenyl.

synthetische

2-Phenylphenol can be recovered from the distillation residue of the process of phenol production via sulfonation. The phenol distillation residue contains about 40% of phenyl phenol with the other components including phenol, inorganic salts, water and so on. After vacuum distillation, the mixed phenyl phenol fraction is separated out with the vacuum being 53.3-66.7kPa. The temperature, started to be cut at 65-75 ℃ to until 100 ℃ above, but should not higher than 1345 ℃. Then take advantage of the solubility difference of ortho, p-hydroxy biphenyl in the trichlorethylene, the two are separated into pure product. The mixed material (mainly 2-hydroxy biphenyl and 4-hydroxy biphenyl) is heated to be dissolved in the trichlorethylene, after cooling, first precipitate out 4-hydroxy biphenyl crystal. After centrifuge filtration, dry to obtain 4-hydroxy biphenyl. The mother liquor was washed with a sodium carbonate solution, followed by dilute alkaline to make the 2-hydroxybiphenyl salt. After standing stratification, take the upper 2-hydroxybiphenyl sodium salt for dehydration under reduced pressure, namely, sodium salt products. The 2-hydroxybiphenylsodium salt is white to light red powder, being easily soluble in water with the solubility in 100g of water being 122g. The pH value of the 2% aqueous solution is 11.1-12.2. It is also easily soluble in acetone, methanol, soluble in glycerol, but insoluble in oil. The sodium salt of 2-hydroxy biphenyl, after acidification, can lead to the formation of 2-hydroxy biphenyl with both of them being food additives.

Application

2-phenylphenol is remarkably versatile organic chemical products, widely used antiseptic, auxiliaries and surfactant synthesis of new plastics, resins and polymer materials in areas such as stabilizers and flame retardants. It is used for the post-harvest control of storage diseases of apples, citrus fruit, stone fruit, tomatoes, cucumbers and other vegetables. It is also used for the protection of textiles and timber and as a fungistat in water-soluble paints.

Allgemeine Beschreibung

Light lavender crystals or solid.

Air & Water Reaktionen

Insoluble in water.

Reaktivit?t anzeigen

2-Phenylphenol react as a weak organic acid. Exothermically neutralizes bases. May react with strong reducing substances such as hydrides, nitrides, alkali metals, and sulfides to generate flammable gas (H2) and the heat of the reaction may ignite the gas. Is sulfonated very readily (for example, by concentrated sulfuric acid at room temperature) in exothermic reactions. May be nitrated very rapidly. Nitrated phenols often explode when heated and also form metal salts that tend toward detonation by rather mild shock. Can react with oxidizing agents .

Brandgefahr

2-Phenylphenol is combustible.

Landwirtschaftliche Anwendung

Fungicide, Disinfectant, Microbiocide: Used to make fungicides. Also used to make dye stuffs and rubber chemicals, but used primarily as a disinfectant cleaner. Registered for use in the U.S. and U.K.

Handelsname

ANTHRAPOLE 73®; DOWCIDE-1®; Invalon OP®; KIWI LUSTR-277®; NECTRYL®; PREVENTOL-O Extra®; REMOL TRF®; TETROSIN OE®; TETROSIN OE-N®; TORSITE®; TUMESCAL OPE®

Sicherheitsprofil

A poison by intraperitoneal route.Moderately toxic by ingestion and possibly other routes.An experimental teratogen. Other experimentalreproductive effects. Human mutation data reported.Severe eye and moderate skin irritant. Questionablecarcinogen wi

m?gliche Exposition

o-Phenylphenol is used in the manufacture of plastics, resins, rubber, as Agricultural chemical, in making fungicides; as an intermediate in making dye stuffs and rubber chemicals; a germicide; used in food packaging.

Carcinogenicity

IARC classified SOPP as a B2 carcinogen in 1983, based on reports from Japan that high dietary levels of this sodium salt caused bladder tumors in male rats. Both sodium saccharin and sodium cyclamate also cause bladder tumors at high doses in male rats, but classification of these food additives as B2 carcinogens was recently rescinded by IARC at a meeting in 1998.
The U.S. National Toxicology Program conducted a skin painting study with OPP in groups of 50 mice per sex. The OPP was applied as an acetone solution on 3 days per week for 2 years, both alone and as a promoter with DMBA. No skin neoplasms were observed in either sex treated with OPP alone, and there were no tumor enhancing or inhibiting effects when OPP and DMBA were given in combination.

Stoffwechselwegen

2-Phenylphenol is not used on growing plants because it is too phytotoxic and there appears to be no information published on its metabolism in plants. Its widespread use as a preservative, disinfectant and fungistat on stored food (either by direct application or impregnated in packaging) requires studies on its environmental fate and metabolism in mammals. Several studies in mammals are available and the compound has been the subject of an evaluation by the UK MAFF Pesticide Safety Directorate (PSD); the results have been published (PSD, 1993). This evaluation was prompted by the discovery of bladder tumours in rats treated with high doses of the compound.
2-Phenylphenol is also used as the sodium and potassium salts where water solublity is important. No information is available specifically on the latter. The metabolism of the free phenol and the sodium salt have been studied separately. Once absorbed into a cell, provided that internal pH control is maintained, the two forms should be indistinguishable.

Versand/Shipping

UN3143 Dyes, solid, toxic, n.o.s. or Dye intermediates, solid, toxic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required

l?uterung methode

Crystallise it from pet ether. [Beilstein 6 IV 4579.]

Toxicity evaluation

2-phenylphenol has a moderate to low toxicity to biodiversity. This substance has a low oral mammalian toxicity, is carcinogenic, a neurotoxin and recognised irritant. 2-Phenylphenol and its sodium salt have a low acute toxicity in mammals when administered orally, with LD50 values ranging from 600 to 3500 mg/kg of body weight.
http://sitem.herts.ac.uk/aeru/ppdb/en/Reports/1340.htm

Degradation

2-Phenylphenol is readily degraded in surface waters and municipal waste mixtures, and the degradation is biologically mediated. In river water, radiolabelled 2- phenylphenol at concentrations ranging from 1.2 to 120 μg/litre was degraded to about 50% of the initial concentration in 1 week. The addition of mercuric chloride to inhibit biological activity reduced the decrease to only 10% after 30 days. In activated sludge, radiolabelled 2-phenylphenol at 9.6 mg/litre was degraded to 50% of the initial concentration in 24 h. 2-Phenylphenol therefore meets the criteria to be classified as readily biodegradable (FAO/WHO, 1999).

Inkompatibilit?ten

Strong bases, strong oxidizers

Waste disposal

In accordance with 40CFR165, follow recommendations for the disposal of pesticides and pesticide containers. Must be disposed properly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office.

Biphenyl-2-ol Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Biphenyl-2-ol Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

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90-43-7(Biphenyl-2-ol)Verwandte Suche:


  • BIPHENYLOL-2
  • HYDROXY-(2-PHENYL)BENZENE
  • FEMA 3959
  • DOWICIDE 1(R)
  • [1,1'-BIPHENYL]-2-OL
  • AKOS BAR-1742
  • 2-PHENYLPHENOL
  • 2-DIPHENYLOL
  • 2-HYDROXYDIPHENYL
  • PHENYLPHENOL-2
  • O-HYDROXYDIPHENYL
  • ORTHOXENOL
  • ORTHO-PHENYLPHENOLANDITSSODIUMSALT
  • ORTHO-HYDROXYBIPHENYL
  • 2-PHENYLPHENOL / 2-HYDROXYBIPHENYL
  • 2-HYDROXYBIPHENYL (2-PHENYLPHENOL)
  • biphenyl-2-ol 2-hydroxybiphenyl 2-phenylphenol (ISO)
  • D-Phenyl phenol
  • 2-Phenylphenol, extra pure
  • Biphenyl-2-ol 2-Hydroxybiphenyl
  • 2-Phenylphenol, Biphenyl-2-ol
  • 2-Phenylphenol 99%
  • 2-phenylphenol 1,1'-biphenyl-2-ol
  • ’dowicidea’
  • 1-Hydroxy-2-phenylbenzene
  • 2-Fenylfenol
  • 2-hydroxy-1,1’-biphenyl
  • 2-Hydroxy-1,1'-biphenyl
  • 2-Hydroxybifenyl
  • 2-hydroxybifenyl(czech)
  • 2-Hydroxybiphenol
  • 2-hydroxy-bipheny
  • NCI-C50351
  • Nectryl
  • Nipacide OPP
  • o-Biphenylol
  • o-Diphenylol
  • o-phenyl-pheno
  • o-Phenylphenol, cosmetic grade
  • Orthohydroxydiphenyl
  • o-Xonal
  • Phenol, o-phenyl-
  • phenyl-2phenol
  • Phenylphenol (ortho-)
  • Preventol O extra
  • preventoloextra
  • Remol TRF
  • remoltrf
  • Tetrosin oe
  • Tetrosin OE-N
  • Anthrapole 73
  • anthrapole73
  • Biphenyl, 2-hydroxy-
  • biphenyl-2-o1
  • Biphenylol
  • Dowcide 1
  • Dowicide 1
  • Dowicide 1 antimicrobial
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