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2,6-Di-tert-butyl-p-kresol

Butylated Hydroxytoluene Struktur
128-37-0
CAS-Nr.
128-37-0
Bezeichnung:
2,6-Di-tert-butyl-p-kresol
Englisch Name:
Butylated Hydroxytoluene
Synonyma:
BHT;2,6-DI-TERT-BUTYL-4-METHYLPHENOL;BUTYLHYDROXYTOLUENE;BHT264;p21;2,6-DI-TERT-BUTYL-P-CRESOL;DBPC;Topanol;IONOL;BHT (BAGS)
CBNumber:
CB8355755
Summenformel:
C15H24O
Molgewicht:
220.35
MOL-Datei:
128-37-0.mol

2,6-Di-tert-butyl-p-kresol Eigenschaften

Schmelzpunkt:
69-73 °C(lit.)
Siedepunkt:
265 °C(lit.)
Dichte
1.048
Dampfdichte
7.6 (vs air)
Dampfdruck
<0.01 mm Hg ( 20 °C)
FEMA 
2184 | BUTYLATED HYDROXYTOLUENE
Brechungsindex
1.4859
Flammpunkt:
127 °C
storage temp. 
2-8°C
L?slichkeit
methanol: 0.1 g/mL, clear, colorless
pka
pKa 14(H2O t = 25 c = 0.002 to 0.01) (Uncertain)
Aggregatzustand
Crystals
Farbe
white
Geruch (Odor)
faint characteristic odor
Geruchsart
phenolic
Wasserl?slichkeit
insoluble
Merck 
14,1548
BRN 
1911640
Expositionsgrenzwerte
ACGIH: TWA 2 mg/m3
NIOSH: TWA 10 mg/m3
Stabilit?t:
Stable, but light-sensitive. Incompatible with acid chlorides, acid anhydrides, brass, copper, copper alloys, steel, bases, oxidizing agents. Combustible.
InChIKey
NLZUEZXRPGMBCV-UHFFFAOYSA-N
LogP
5.2
CAS Datenbank
128-37-0(CAS DataBase Reference)
IARC
3 (Vol. 40, Sup 7) 1987
NIST chemische Informationen
Butylated hydroxytoluene(128-37-0)
EPA chemische Informationen
2,6-Di-tert-butyl-p-cresol (128-37-0)
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher Xn,N
R-S?tze: 22-36/37/38-36/38-50/53
S-S?tze: 26-36-37/39-61-60
RIDADR  3077
OEB B
OEL TWA: 10 mg/m3
WGK Germany  1
RTECS-Nr. GO7875000
8-10-23
Selbstentzündungstemperatur 878 °F
TSCA  Yes
HazardClass  9
PackingGroup  III
HS Code  29071900
Giftige Stoffe Daten 128-37-0(Hazardous Substances Data)
Toxizit?t LD50 orally in mice: 1040 mg/kg (McOmie)
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
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
P273 Freisetzung in die Umwelt vermeiden.
P391 Verschüttete Mengen aufnehmen.
P501 Inhalt/Beh?lter ... (Entsorgungsvorschriften vom Hersteller anzugeben) zuführen.

2,6-Di-tert-butyl-p-kresol Chemische Eigenschaften,Einsatz,Produktion Methoden

ERSCHEINUNGSBILD

FARBLOSE BIS BLASSGELBE KRISTALLE ODER PULVER.

CHEMISCHE GEFAHREN

Zersetzung beim Verbrennen und bei Kontakt mit oxidierenden Substanzen.

ARBEITSPLATZGRENZWERTE

TLV: (Einatembare Fraktion und Dampf) 2 mg/m?(als TWA); Krebskategorie A4 (nicht klassifizierbar als krebserzeugend für den Menschen); (ACGIH 2005).
MAK: 20 mg/m?(Einatembare Fraktion) Spitzenbegrenzung: überschreitungsfaktor II(2); Krebserzeugend Kategorie 4; Schwangerschaft: Gruppe C; (DFG 2008).

AUFNAHMEWEGE

Aufnahme in den K?rper durch Inhalation des Aerosols und durch Verschlucken.

INHALATIONSGEFAHREN

Beim Verdampfen bei 20°C tritt eine gesundheitssch?dliche Kontamination der Luft nicht oder nur sehr langsam ein

WIRKUNGEN BEI KURZZEITEXPOSITION

WIRKUNGEN BEI KURZZEITEXPOSITION:
Die Substanz reizt die Augen und die Haut.

WIRKUNGEN NACH WIEDERHOLTER ODER LANGZEITEXPOSITION

Wiederholter oder andauernder Hautkontakt kann Dermatitis hervorrufen. M?glich sind Auswirkungen auf die Leber.

LECKAGE

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

R-S?tze Betriebsanweisung:

R22:Gesundheitssch?dlich beim Verschlucken.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R36/38:Reizt die Augen und die Haut.

S-S?tze Betriebsanweisung:

S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.

Beschreibung

The antioxidant butylated hydroxytoluene is contained in food, adhesive glues, industrial oils and greases, including cutting fluids. Sensitization seems very rare.

Chemische Eigenschaften

Butylated hydroxytoluene occurs as a white or pale yellow crystalline solid or powder with a faint characteristic phenolic odor.

Occurrence

Not reported found naturally.

Verwenden

Butylated Hydroxytoluene (BHT) is an antioxidant that functions similarly to butylated hydroxyanisole (BHA) but is less stable at high temperatures. It is also termed 2,6-di-tert-butyl-para-cresol. See Butylated Hydroxyanisole.

Definition

ChEBI: A member of the class of phenols that is 4-methylphenol substituted by tert-butyl groups at positions 2 and 6.

synthetische

Butylated Hydroxytoluene is produced commercially by the alkylation of para-cresol with isobutylene. Butylated Hydroxytoluene is also produced by several western European manufacturers, production/processing plants in Germany, France, the Netherlands, United Kingdom and Spain.

Vorbereitung Methode

Prepared by the reaction of p-cresol with isobutene.

Allgemeine Beschreibung

White crystalline solid.

Air & Water Reaktionen

Insoluble in water.

Reaktivit?t anzeigen

Phenols, such as 2,6-Di-tert-butyl-4-methylphenol, do not behave as organic alcohols, as one might guess from the presence of a hydroxyl (-OH) group in their structure. Instead, they react as weak organic acids. Phenols and cresols are much weaker as acids than common carboxylic acids (phenol has Ka = 1.3 x 10^[-10]). These materials are incompatible with strong reducing substances such as hydrides, nitrides, alkali metals, and sulfides. Flammable gas (H2) is often generated, and the heat of the reaction may ignite the gas. Heat is also generated by the acid-base reaction between phenols and bases. Such heating may initiate polymerization of the organic compound. Phenols are sulfonated very readily (for example, by concentrated sulfuric acid at room temperature). The reactions generate heat. Phenols are also nitrated very rapidly, even by dilute nitric acid. Nitrated phenols often explode when heated. Many of them form metal salts that tend toward detonation by rather mild shock. May react with oxidizing materials.

Health Hazard

2,6-Di-tert-butyl-p-cresol or Butylated Hydroxytoluene is of relatively low acute toxicity in animals, and there is no evidence of either acute or chronic effects among exposed workers.

Brandgefahr

2,6-Di-tert-butyl-4-methylphenol is combustible.

Pharmazeutische Anwendungen

Butylated hydroxytoluene is used as an antioxidant in cosmetics, foods, and pharmaceuticals. It is mainly used to delay or prevent the oxidative rancidity of fats and oils and to prevent loss of activity of oil-soluble vitamins.
Butylated hydroxytoluene is also used at 0.5–1.0% w/w concentration in natural or synthetic rubber to provide enhanced color stability.
Butylated hydroxytoluene has some antiviral activity and has been used therapeutically to treat herpes simplex labialis.

Kontakt-Allergie

This antioxidant is contained in food, adhesive glues, industrial oils, and greases, including cutting fluids. Sensitization seems very rare.

Carcinogenicity

The IARC has determined that there is limited evidence for the carcinogenicity of Butylated Hydroxytoluene in experimental animals.Butylated Hydroxytoluene has given primarily negative results in a large number of in vivo and in vitro genotoxic assays.No significant reproductive effects were observed in three-generation toxicity studies in mice administered up to 0.4% in the diet.6 The 2003 ACGIH threshold limit valuetime- weighted average (TLV-TWA) for 2,6-ditert- butyl-p-cresol is 2mg/m3.

Environmental Fate

The metabolites of Butylated Hydroxytoluene can bind to cellular macromolecules, such as proteins and DNA, and cause toxicity.

m?gliche Exposition

DBPC is used as a food and feed additive, flavor, and packaging material; as an antioxidant in human foods and animal feeds. It is also used as an antioxidant to sta- bilize petroleum fuels, rubber and vinyl plastics.

Sicherheitsprofil

Poison by intraperitoneal andintravenous routes. Moderately toxic by ingestion. Anexperimental teratogen. Other experimental reproductiveeffects. A human skin irritant. A skin and eye irritant.Questionable carcinogen with experimental carcinogenicand.

Sicherheit(Safety)

Butylated hydroxytoluene is readily absorbed from the gastrointestinal tract and is metabolized and excreted in the urine mainly as glucuronide conjugates of oxidation products. Although there have been some isolated reports of adverse skin reactions, butylated hydroxytoluene is generally regarded as nonirritant and nonsensitizing at the levels employed as an antioxidant.
The WHO has set a temporary estimated acceptable daily intake for butylated hydroxytoluene at up to 125 μg/kg body-weight.
Ingestion of 4 g of butylated hydroxytoluene, although causing severe nausea and vomiting, has been reported to be nonfatal.
LD50 (guinea pig, oral): 10.7 g/kg
LD50 (mouse, IP): 0.14 g/kg
LD50 (mouse, IV): 0.18 g/kg
LD50 (mouse, oral): 0.65 g/kg
LD50 (rat, oral): 0.89 g/kg

Lager

Exposure to light, moisture, and heat causes discoloration and a loss of activity. Butylated hydroxytoluene should be stored in a wellclosed container, protected from light, in a cool, dry place.

Versand/Shipping

UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.

l?uterung methode

Dissolve Butylated Hydroxytoluene in n-hexane at room temperature, then cool with rapid stirring, to -60o. The precipitate is separated, redissolved in hexane, and the process is repeated until the mother liquor is no longer coloured. The final product is stored under N2 at 0o [Blanchard J Am Chem Soc 82 2014 1960]. It has also been recrystallised from EtOH, MeOH, *benzene, n-hexane, methylcyclohexane or pet ether (b 60-80o), and is dried in a vacuum. [Beilstein 6 IV 3511.]

Inkompatibilit?ten

Butylated hydroxytoluene is phenolic and undergoes reactions characteristic of phenols. It is incompatible with strong oxidizing agents such as peroxides and permanganates. Contact with oxidizing agents may cause spontaneous combustion. Iron salts cause discoloration with loss of activity. Heating with catalytic amounts of acids causes rapid decomposition with the release of the flammable gas isobutene.

Regulatory Status

GRAS listed. Accepted as a food additive in Europe. Included in the FDA Inactive Ingredients Database (IM and IV injections, nasal sprays, oral capsules and tablets, rectal, topical, and vaginal preparations). Included in nonparenteral medicines licensed in the UK. Included in the Canadian List of Acceptable Non-medicinal Ingredients.

2,6-Di-tert-butyl-p-kresol Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


2,6-Di-tert-butyl-p-kresol Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

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128-37-0(2,6-Di-tert-butyl-p-kresol)Verwandte Suche:


  • BHT,GRANULAR,FCC
  • BHT,GRANULAR,TECHNICAL
  • BUTYLATEDHYDROXYTOLUENE,GRANULAR,NF
  • Butylated hydroxytoluene (BHT&2,6-DBPC)
  • DI-TERT-BUTYL-PARA-CRESOL
  • 2,6-DITERTIARYBUTYLPARACRESOL
  • BHT (DI-TERT.-BUTYL-4-HYDROXYTOLUOL)
  • "ionol" cp-antioxidant
  • 2,6-Ditertbutyl-4-methyl phenol[128,37,0]
  • BHT 2,6 - DI - TERT - BUTYL -4- METHYL PHENOL
  • 2,6,-DI-TERT-BUTYL-4-METHYLPHENOL CP
  • 2,6-DI-TERT-BUTYL-4-METHYLPHENOL, FOOD GRADE 99+%
  • BUTYLATED HYDROXYTOLUENE (BHT) FCC GRADE
  • BUTYLATED HYDROXYTOLUENE (BHT) N.F. GRADE
  • BUTYLATED HYDROXYTOLUENE pure
  • alkofenbp
  • Annulex BHT
  • AntageBHT
  • Antioxidant 29
  • Antioxidant 30
  • Antioxidant 4K
  • Antioxidant DBPC
  • Antioxidant KB
  • Antioxidant264
  • antioxidant29
  • antioxidant30
  • antioxidant4
  • antioxidant4k
  • antioxidantdbpc
  • antioxidantkb
  • AntioxidantMPJ
  • AntioxidantT501
  • Anti-oxydant Bayer
  • butylatedhydroxytoluene[qr]
  • Butylhydroxytoluol(DBPC)
  • butylohydroksytoluenu
  • CAO 1
  • CAO 3
  • cao1
  • Catalin Antioxydant 1
  • Catalin CAO-3
  • CatalinCAO3
  • catalincao-3
  • Chemanox 11
  • chemanox11
  • Dalpac
  • Dbpc(technical grade)
  • dbpc(technicalgrade)
  • Deenax
  • Dibunol
  • Dibutylated hydroxytoluene
  • dibutylatedhydroxytoluene
  • Dibutyl-para-cresol
  • Dibutyl-p-cresol
  • Di-n-butyl hydroxytoluene
  • Di-t-butyl-para-cresol
  • Di-tert-Butyl-4-methylphenol
  • Di-tert-butylcresol
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