2,4,5-T (ISO)

Bezeichnung:2,4,5-T (ISO)

CAS-Nr93-76-5

Englisch Name:2,4,5-Trichlorophenoxyacetic acid

CBNumberCB6263140

SummenformelC8H5Cl3O3

Molgewicht255.48

MOL-Datei93-76-5.mol

Synonyma

2,4,5-T

2,4,5-T (ISO)

2,4,5-T (ISO) physikalisch-chemischer Eigenschaften

Schmelzpunkt	154-158 °C(lit.)
Siedepunkt	361.82°C (rough estimate)
Dichte	1.6048 (rough estimate)
Dampfdruck	6.46 at 25 °C (Lewis, 1989)
Brechungsindex	1.4700 (estimate)
Flammpunkt	2 °C
storage temp.	0-6°C
Löslichkeit	Soluble in ethanol (548.2 mg/L), ether (243.2 mg/L), heptane (400 mg/L), xylenes (6.8 g/L), methanol (496 g/L), toluene (7.32 g/L) (quoted, Keith and Walters, 1992).
pka	2.80 and 2.83 at 25 °C (ionic strength <0.01 M, Jafvert et al., 1990) 2.88 (Nelson and Faust, 1969)
Aggregatzustand	crystalline
Farbe	off-white to yellow
Wasserlöslichkeit	238mg/L(20 ºC)
Merck	13,9111
Henry's Law Constant	4.87 at 25 °C (approximate - calculated from water solubility and vapor pressure)
Expositionsgrenzwerte	NIOSH REL: TWA 10 mg/m3, IDLH 250 mg/m3; OSHA PEL: TWA 10 mg/m3; ACGIH TLV: TWA 10 mg/m3.
Stabilität	Stable. Incompatible with strong bases, strong oxidizing agents, alkali metals, amines, alcohols. Reacts with many common metals.
CAS Datenbank	93-76-5(CAS DataBase Reference)
NIST chemische Informationen	Acetic acid, 2,4,5-trichlorophenoxy-(93-76-5)
EPA chemische Informationen	2,4,5-T (93-76-5)

Sicherheit

Kennzeichnung gefährlicher	Xn,N,F
R-Sätze:	22-36/37/38-50/53-36-20/21/22-11
S-Sätze:	24-60-61-36/37-26-16
RIDADR	UN 2811 6.1/PG 3
WGK Germany	3
RTECS-Nr.	AJ8400000
HazardClass	6.1(b)
PackingGroup	III
HS Code	29189100
Giftige Stoffe Daten	93-76-5(Hazardous Substances Data)
Toxizität	LC50 (96-hour) for rainbow trout 350 mg/L and carp 355 mg/L (Hartley and Kidd, 1987); acute oral LD50 for rats 500 mg/kg (Hartley and Kidd, 1987), 300 mg/kg (RTECS, 1985).
IDLA	250 mg/m3

Gefahreninformationscode (GHS)

2,4,5-Trichlorophenoxyacetic acid Chemische Eigenschaften,Einsatz,Produktion Methoden

ERSCHEINUNGSBILD
WEISSES KRISTALLINES PULVER.
CHEMISCHE GEFAHREN
Zersetzung beim Erhitzen und Verbrennen unter Bildung giftiger und ätzender Gase mit Phosgen (s. ICSC 0007) und Chlorwasserstoff (s. ICSC 0163). Schwache Säure in wässriger Lösung.
ARBEITSPLATZGRENZWERTE
TLV: 10 mg/m?(als TWA); Krebskategorie A4 (nicht klassifizierbar als krebserzeugend für den Menschen); (ACGIH 2005).
MAK: (Einatembare Fraktion) 10 mg/m? Spitzenbegrenzung: überschreitungsfaktor II(2); Hautresorption; Schwangerschaft: Gruppe C; (DFG 2005).
AUFNAHMEWEGE
Aufnahme in den Körper durch Inhalation des Aerosols und durch Verschlucken.
INHALATIONSGEFAHREN
Eine gesundheitsschädliche Partikelkonzentration in der Luft kann beim Versprühen oder Dispergieren schnell erreicht werden, vor allem als Pulver.
WIRKUNGEN BEI KURZZEITEXPOSITION
WIRKUNGEN BEI KURZZEITEXPOSITION:
Die Substanz reizt die Augen und die Atemwege.
WIRKUNGEN NACH WIEDERHOLTER ODER LANGZEITEXPOSITION
Tierversuche zeigen, dass die Substanz möglicherweise fruchtbarkeitsschädigend oder entwicklungsschädigend wirken kann. (S. Anm.)
LECKAGE
Persönliche Schutzausrüstung: Atemschutzgerät, P2-Filter für schädliche Partikel. Verschüttetes Material in abgedeckten Behältern sammeln; falls erforderlich durch Anfeuchten Staubentwicklung verhindern. Reste sorgfältig sammeln. An sicheren Ort bringen. NICHT in die Umwelt gelangen lassen.
R-Sätze Betriebsanweisung:
R22:Gesundheitsschädlich beim Verschlucken.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R50/53:Sehr giftig für Wasserorganismen, kann in Gewässern längerfristig schädliche Wirkungen haben.
R36:Reizt die Augen.
R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.
R11:Leichtentzündlich.
S-Sätze Betriebsanweisung:
S24:Berührung mit der Haut vermeiden.
S60:Dieses Produkt und sein Behälter sind als gefährlicher Abfall zu entsorgen.
S61:Freisetzung in die Umwelt vermeiden. Besondere Anweisungen einholen/Sicherheitsdatenblatt zu Rate ziehen.
S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
Chemische Eigenschaften
2,4,5-T Acid is an odorless, colorless to tan crystalline solid.
Chemische Eigenschaften
white to light tan odourless solid
Physikalische Eigenschaften
Colorless to pale brown, odorless crystals. Odor threshold from water is 2.92 mg/kg (quoted, Keith and Walters, 1992). Metallic taste.
Verwenden
2,4,5-T was formerly used as a herbicide. Itis currently not used, following a ban by theEPA.
Verwenden
Plant hormone; defoliant; herbicide used to control undesirable brush and woody plants.
Verwenden
It is suitable for plant cell culture tested. Post-emergence herbicide.
Definition
ChEBI: A chlorophenoxyacetic acid that is phenoxyacetic acid in which the ring hydrogens at postions 2, 4 and 5 are substituted by chlorines.
Allgemeine Beschreibung
Light tan solid (melting point 153°C). Insoluble in water. Contact may irritate the skin.
Air & Water Reaktionen
Insoluble in water.
Reaktivität anzeigen
2,4,5-Trichlorophenoxyacetic acid is a weak acid. Reacts with organic and inorganic bases to form water-soluble salts and with alcohols to form esters. Incompatible with strong oxidizing agents and strong bases. Can corrode metals, especially if moist. May harm painted surfaces .
Health Hazard
Overexposure to dust by inhalation or ingestion may cause fatigue, nausea, vomiting, lowered blood pressure, convulsions, coma. Dust may irritate eyes and skin.
Health Hazard
The toxicity of 2,4,5-T is very similar tothat of 2,4-D. The symptoms are irritationof skin, acne-like rash, somnolence, gastritis,fatty liver degeneration, and ataxia.
LD50 value, oral (rats): 300 mg/kg
Oral administration of this compound inhamsters and mice produced fetotoxicity,as well as developmental toxic effects onthe central nervous system, eyes, ear, andprostate.
Brandgefahr
Special Hazards of Combustion Products: Toxic hydrogen chloride and phosgene gases may be formed.
mögliche Exposition
Those engaged in the manufacture, formulation, and application of this herbicide used to control woody and herbaceous weeds. The EPA has issued a rebuttable presumption against registration of 2,4,5-T for pesticide uses, however. The Viet Nam war era defoliant, Agent Orange, was a mixture of 2,4,5-T and 2,4-D.
Carcinogenicity
2,4,5-T was not mutagenic in bacterial assays, and it did not induce aneuploidy or somatic mutation in vitro. In vivo it did not cause micronuclei in mice or dominant lethal mutations in mice or rats.
Environmental Fate
Biological. 2,4,5-T degraded in anaerobic sludge by reductive dechlorination to 2,4,5- trichlorophenol, 3,4-dichlorophenol and 4-chlorophenol (Mikesell and Boyd, 1985). An anaerobic methanogenic consortium, growing on 3-chlorobenzoate, metabolized 2,4,5-T to (2,5-dichlorophenoxy)acetic acid at a rate of 1.02 × 10–7 M/hr. The half-life was reported to be 2 days at 37°C (Su?ita et al., 1984). Under aerobic conditions, 2,4,5-T degraded to 2,4,5- trichlorophenol and 3,5-dichlorocatechol which may further degrade to 4-chlorocatechol or cis,cis-2,4-dichloromuconic acid, 2-chloro-4-carboxymethylenebut-2-enolide, chlorosuccinic acid and succinic acid (Byast and Hance, 1975). The cometabolic oxidation of 2,4,5-T by Brevibacterium sp. yielded a product tentatively identified as 3,5-dichlorocatechol (Horvath, 1970). The cometabolism of this compound by Achromobacter sp. gave 3,5-dichloro-2- hydroxymuconic semialdehyde (Horvath, 1970a). Rosenberg and Alexander (1980) reported that 2,4,5-trichlorophenol, the principal degradation product of 2,4,5-T by microbes, was further metabolized to 3,5-dichlorocatechol, 4-chlorocatechol, succinate, cis,cis-2,4-dichlo- romuconate, 2-chloro-4-(carboxymethylene)but-2-enolide and chlorosuccinate.
Soil. 2,4,5-Trichlorophenol and 2,4,5-trichloroanisole were the primary degradation products formed when 2,4,5-T was incubated in soil at 25°C under aerobic conditions. The half-life under these conditions was 14 days (McCall et al., 1981a). When
The half-lives of 2,4,5-T in soil incubated in the laboratory under aerobic conditions ranged from 14 to 64 days with an average of 33 days (Altom and Stritzke, 1973; Foster and McKercher, 1973; Yoshida and Castro, 1975). In field soils, the disappearance
Groundwater . According to the U.S. EPA (1986) 2,4,5-T has a high potential to leach to groundwater .
Photolytic. When 2,4,5-T (10–4 M) in oxygenated water containing titanium dioxide (2 g/L) suspension was irradiated by sunlight (λ ≥340 nm), 2,4,5-trichlorophenol, 2,4,5- trichlorophenyl formate and nine chlorinated aromatic hydrocarbons formed a
Solubility in water
Soluble in ethanol (548.2 mg/L), ether (243.2 mg/L), heptane (400 mg/L), xylenes (6.8 g/L), methanol (496 g/L), toluene (7.32 g/L) (quoted, Keith and Walters, 1992).
Versand/Shipping
UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required. UN3345 Phenoxyacetic acid derivative pesticide, solid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials.
läuterung methode
Crystallise this herbicide from *benzene. [Beilstein 6 III 721.] (CANCER SUSPECT)
Inkompatibilitäten
The aqueous solution is a weak acid. Incompatible with sulfuric acid, bases, ammonia, aliphatic amines; alkanolamines, isocyanates, alkylene oxides; epichlorohydrin; strong oxidizers, such as chlorine, bromine, fluorine, and strong bases.
Waste disposal
Two disposal procedures have been discussed for 2,4,5-T: (1) Mix with excesssodium carbonate, add water and let stand for 24 hours before flushing down the drain with excess water; and (2) pour onto vermiculite and incinerate with wood, paper, and waste alcohol. 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. Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≥100 kg/mo) must conform with EPA regulations governing storage, transportation, treatment, and waste disposal.

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