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Biphenyl-2-ol Produkt Beschreibung

2-Phenylphenol Struktur
90-43-7
CAS-Nr.
90-43-7
Bezeichnung:
Biphenyl-2-ol
Englisch Name:
2-Phenylphenol
Synonyma:
OPP;Xenol;FR-OPP;Nectryl;o-Xenol;o-Xonal;Torsite;90-43-7;remoltrf;FEMA 3959
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.
Löslichkeit
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℃)
Explosionsgrenze
1.4-9.5%(V)
Wasserlöslichkeit
0.7 g/L (20 ºC)
Sensitive 
Hygroscopic
JECFA Number
735
Merck 
14,7304
BRN 
606907
Stabilität:
Stable. Combustible. Incompatible with strong oxidizing agents, halogens.
InChIKey
LLEMOWNGBBNAJR-UHFFFAOYSA-N
CAS Datenbank
90-43-7(CAS DataBase Reference)
NIST chemische Informationen
o-Hydroxybiphenyl(90-43-7)
IARC
3 (Vol. 73) 1999
EPA chemische Informationen
2-Phenylphenol (90-43-7)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher Xi,N
R-Sätze: 36/37/38-50-37/38/50-36
S-Sätze: 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)
Toxizität LD50 orally in rats: 2.48 g/kg (Hodge)
Bildanzeige (GHS)
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H302 Gesundheitsschädlich bei Verschlucken. Akute Toxizität oral Kategorie 4 Warnung P264, P270, P301+P312, P330, P501
H315 Verursacht Hautreizungen. Hautreizung Kategorie 2 Warnung P264, P280, P302+P352, P321,P332+P313, P362
H319 Verursacht schwere Augenreizung. Schwere Augenreizung Kategorie 2 Warnung P264, P280, P305+P351+P338,P337+P313P
H335 Kann die Atemwege reizen. Spezifische Zielorgan-Toxizität (einmalige Exposition) Kategorie 3 (Atemwegsreizung) Warnung
H400 Sehr giftig für Wasserorganismen. Kurzfristig (akut) gewässergefährdend Kategorie 1 Warnung P273, P391, P501
Sicherheit
P264 Nach Gebrauch gründlich waschen.
P264 Nach Gebrauch gründlich waschen.
P270 Bei Gebrauch nicht essen, trinken oder rauchen.
P271 Nur im Freien oder in gut belüfteten Räumen verwenden.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P304+P340 BEI EINATMEN: Die Person an die frische Luft bringen und für ungehinderte Atmung sorgen.

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

ERSCHEINUNGSBILD

WEISSE KRISTALLE.

PHYSIKALISCHE GEFAHREN

Staubexplosion der pulverisierten oder granulierten Substanz in Gemischen mit Luft möglich.

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 Körper durch Inhalation der Dämpfe und durch Verschlucken.

INHALATIONSGEFAHREN

Verdampfung bei 20°C vernachlässigbar; eine gesundheitsschädliche 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. Möglich sind Auswirkungen auf Herzkreislaufsystem, Magendarmtrakt, Nieren, Leber und Lunge mit nachfolgendem Atemversagen, Gewebeschäden und Blutungen.

WIRKUNGEN NACH WIEDERHOLTER ODER LANGZEITEXPOSITION

Möglich sind Auswirkungen auf die Nieren mit nachfolgenden Gewebeschäden.

LECKAGE

NICHT in die Kanalisation spülen. 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:

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

S-Sätze Betriebsanweisung:

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

Beschreibung

OPP is more selective than other free phenols but does produce phytotoxic effects. Sodium o-phenylphenate (SOPP) is used in practice because it is much less phytotoxic to fruits and has a greater water solubility. Tomkins (42) tried to diminish the phytotoxic effect by esterification of the phenolic group. Acetate and butyrate esters gave efficient control of Botrytis on grapes and Monilia on peaches, but esters of o-phenylphenol are easily hydrolyzed into the free phenol (43). The methyl ether was less active against Diplodia and virtually inactive against Penicillia.

Chemische Eigenschaften

o-Phenylphenol is a white to buff-colored crystalline solid.

Chemische Eigenschaften

2-Phenylphenol has a distinct odor. It emits acrid smoke and irritating fumes when it is heated to decomposition.

Chemische Eigenschaften

Off-white powder

Verwenden

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

Verwenden

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.

Verwenden

2-Phenylphenol 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. It is used as the sodium salt in paint and some other applications.

synthetische

From chlorobenzene.

Vorbereitung Methode

OPP is produced as a by-product in the manufacture of diphenyl oxide or by aldol condensation of hexazinone. Current global production is estimated to be less than 10 million lb per year. Chief uses of products containing OPP are as disinfectants, antimicrobials, preservatives, antioxidants, and sanitizing solutions in various industries.

Definition

ChEBI: 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.

Synthesis Reference(s)

Journal of the American Chemical Society, 75, p. 2947, 1953 DOI: 10.1021/ja01108a047
Tetrahedron, 40, p. 4981, 1984 DOI: 10.1016/S0040-4020(01)91336-5
The Journal of Organic Chemistry, 26, p. 283, 1961 DOI: 10.1021/jo01060a632

Allgemeine Beschreibung

Light lavender crystals or solid.

Air & Water Reaktionen

Insoluble in water.

Reaktivität 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

mögliche 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.

Environmental Fate

Relevant Physicochemical Properties
Boiling point: 286 °C
Melting point: 59 °C
Log Kow: 3.09 at pH 7
Solubility: soluble in fixed alkali hydroxide solutions and most organic solvents; soluble in water at 700 mg l-1 at 25 °C
Vapor pressure: 2.0 × 10-3 mmHg at 25 °C
Henry’s law constant: 1.05 × 10-6 atm m3 mol-1 at 25 °C
Partition Behavior in Water, Sediment, and Soil
If released to air, OPP will exist solely as a vapor in the ambient atmosphere, and this vapor will be degraded by reaction with photochemically produced hydroxyl radicals. The half-life of the reaction is estimated to be 1.4 h. OPP absorbs light in the environmental UV spectrum and may undergo direct photolysis. If released to soil, OPP is expected to be immobile. Volatilization from moist soil surfaces may be an important fate process based on a Henry’s law constant of 1.5 × 10-6 atmm3 mol-1. If released into water, phenylphenol is expected to adsorb to sediment and suspended solids in water. Ground water contamination does not seem likely.
Environmental Persistence
The major degradation route appears to be through biodegradation in aerobic and anaerobic environments. The observed half-life values vary from 3 h to 3 weeks depending on the exposure site. Possibly hazardous short-term degradation products are not likely. However, long-term degradation products may arise. The products of degradation are less toxic than the product itself.
Bioaccumulation and Biomagnification
An estimated BCF of 51 was calculated for o-phenylphenol. This indicates that the potential for bioconcentration in aquatic organisms is moderate.

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

läuterung methode

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

Degradation

2-Phenylphenol has limited water solubilty but it is very soluble in base, forming the alkali metal salts. It is a stable compound but it would be expected to react with oxygen to form quinones as do other phenols. The aqueous photolysis of 2-phenylphenol using a high pressure mercury vapour lamp gave phenyl-p-benzoquinone (2) and multi-hydroxylated products (see Scheme 1) (Coulangeon ef al., 1980). Degradation was accelerated by oxygen. The rate of degradation was not given in this paper, the main thrust of which was the primary physical steps in the photolysis process.
2-Phenylphenol was completely degraded during 14 days exposure to sunlight in aqueous solution under conditions where is was stable for 56 days in the dark (Suzuki et al., 1990). The objective of the study was to demonstrate the photogeneration of mutagens in the presence of nitrate and nitrite. Bacterial mutagens, probably nitro compounds, were formed only in the presence of nitrite.

Toxicity evaluation

OPP inhibits anabolism of many amino acids and highly downregulates the genes that encode the enzymes involved in the DAP pathway. Lysine and DAP are essential for building up the peptidoglycan cell wall. It was concluded that the mode of action of OPP is similar to the mechanismof action of some antibiotics.

Inkompatibilitäten

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 Händler.

Global( 348)Lieferanten
Firmenname Telefon Fax E-Mail Land Produktkatalog Edge Rate
Hebei Guanlang Biotechnology Co., Ltd.
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alice@crovellbio.com China 5941 58
Hebei Crovell Biotech Co Ltd
+86-19930503285 +86-19930503285
86-0311-66562153 zoey@crovellbio.com China 3196 58
Henan DaKen Chemical CO.,LTD.
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Beijing Cooperate Pharmaceutical Co.,Ltd
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Hefei TNJ Chemical Industry Co.,Ltd.
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Shandong chuangyingchemical Co., Ltd.
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90-43-7(Biphenyl-2-ol)Verwandte Suche:


  • BIPHENYL-2-OL
  • 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
  • 2-HYDROXYBIPHENYL
  • 2-BIPHENYLOL
  • PHENYLPHENOL-2
  • O-HYDROXYBIPHENYL
  • O-HYDROXYDIPHENYL
  • OPP
  • O-PHENYLPHENOL
  • ORTHO-PHENYLPHENOL
  • ORTHOXENOL
  • FR-OPP
  • 3-Cyano-3'
  • O-Phenylphenol(OPP)
  • 0-PHENYL PHENOL
  • 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-Xenol
  • o-Xonal
  • Phenol, o-phenyl-
  • phenyl-2phenol
  • Phenylphenol
  • Phenylphenol (ortho-)
  • Preventol O extra
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