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Chloressigsäure Produkt Beschreibung

Chloroacetic acid Struktur
79-11-8
CAS-Nr.
79-11-8
Bezeichnung:
Chloressigsäure
Englisch Name:
Chloroacetic acid
Synonyma:
MCA;NSC 142;CH2ClCOOH;NSC 42970;NCI-C60231;chloracetic;ATLAS SOMON;Chloroacetic;CROPTEX STEEL;Chloressigsure
CBNumber:
CB2854397
Summenformel:
C2H3ClO2
Molgewicht:
94.5
MOL-Datei:
79-11-8.mol

Chloressigsäure Eigenschaften

Schmelzpunkt:
60-63 °C (lit.)
Siedepunkt:
189 °C (lit.)
Dichte
1.58
Dampfdichte
3.26 (vs air)
Dampfdruck
0.75 mm Hg ( 20 °C)
Brechungsindex
1.4330
Flammpunkt:
126°C
storage temp. 
Store below +30°C.
Löslichkeit
Soluble in methanol, acetone, diethyl ether, benzene, chloroform and ethanol.
pka
2.85(at 25℃)
Aggregatzustand
Liquid
Farbe
White
Geruch (Odor)
Penetrating, burning odor
Säure-Base-Indikators(pH-Indikatoren)
< 1 at 800 g/l at 20 °C
Explosionsgrenze
8%
Wasserlöslichkeit
SOLUBLE
Sensitive 
Hygroscopic
Merck 
14,2112
BRN 
605438
Specific Activity
5-10 Ci/mmol
Solvent
Sterile water in sealed ampoule
Concentration
1 mCi/ml
Stabilität:
Stable. Deliquescent. Incompatible with strong bases, alkalies, most common metals, strong oxidizing agents.
CAS Datenbank
79-11-8(CAS DataBase Reference)
NIST chemische Informationen
Acetic acid, chloro-(79-11-8)
EPA chemische Informationen
Chloroacetic acid (79-11-8)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher T,N,Xi,F
R-Sätze: 25-34-50-40-36/37/38-23/24/25-38
S-Sätze: 23-37-45-61-36-26-16-63-36/37/39
RIDADR  UN 1751 6.1/PG 2
WGK Germany  2
RTECS-Nr. AF8575000
3
TSCA  Yes
HazardClass  6.1
PackingGroup  II
HS Code  29154000
Giftige Stoffe Daten 79-11-8(Hazardous Substances Data)
Bildanzeige (GHS)
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H301 Giftig bei Verschlucken. Akute Toxizität oral Kategorie 3 Achtung P264, P270, P301+P310, P321, P330,P405, P501
H311 Giftig bei Hautkontakt. Akute Toxizität dermal Kategorie 3 Achtung P280, P302+P352, P312, P322, P361,P363, P405, P501
H314 Verursacht schwere Verätzungen der Haut und schwere Augenschäden. Ätzwirkung auf die Haut Kategorie 1B Achtung P260,P264, P280, P301+P330+ P331,P303+P361+P353, P363, P304+P340,P310, P321, P305+ P351+P338, P405,P501
H331 Giftig bei Einatmen. Akute Toxizität inhalativ Kategorie 3 Achtung P261, P271, P304+P340, P311, P321,P403+P233, P405, P501
H400 Sehr giftig für Wasserorganismen. Kurzfristig (akut) gewässergefährdend Kategorie 1 Warnung P273, P391, P501
Sicherheit
P303+P361+P353 BEI BERÜHRUNG MIT DER HAUT (oder dem Haar): Alle kontaminierten Kleidungsstücke sofort ausziehen. Haut mit Wasser abwaschen oder duschen.
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen.
P405 Unter Verschluss aufbewahren.

Chloressigsäure Chemische Eigenschaften,Einsatz,Produktion Methoden

ERSCHEINUNGSBILD

FARBLOSE, HYGROSKOPISCHE KRISTALLE MIT STECHENDEM GERUCH.

CHEMISCHE GEFAHREN

Zersetzung beim Verbrennen unter Bildung giftiger Rauche mit Chlorwasserstoffund Phosgen. Mittelstarke Säure in wässriger Lösung. Greift Metall an.

ARBEITSPLATZGRENZWERTE

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

AUFNAHMEWEGE

Aufnahme in den Körper durch Inhalation, über die Haut und durch Verschlucken.

INHALATIONSGEFAHREN

Nur ungenügende Angaben vorhanden über die Geschwindigkeit, mit der eine gesundheitsschädliche Konzentration in der Luft beim Verdampfen bei 20°C erreicht wird.

LECKAGE

Persönliche Schutzausrüstung: Chemikalienschutzanzug mit umgebungsluftunabhängigem Atemschutzgerät. Verschüttetes Material in Behältern sammeln; falls erforderlich durch Anfeuchten Staubentwicklung verhindern. Reste sorgfältig sammeln. An sicheren Ort bringen.

R-Sätze Betriebsanweisung:

R25:Giftig beim Verschlucken.
R34:Verursacht Verätzungen.
R50:Sehr giftig für Wasserorganismen.
R40:Verdacht auf krebserzeugende Wirkung.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.

S-Sätze Betriebsanweisung:

S23:Gas/Rauch/Dampf/Aerosol nicht einatmen(geeignete Bezeichnung(en) vom Hersteller anzugeben).
S37:Geeignete Schutzhandschuhe tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
S61:Freisetzung in die Umwelt vermeiden. Besondere Anweisungen einholen/Sicherheitsdatenblatt zu Rate ziehen.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S16:Von Zündquellen fernhalten - Nicht rauchen.

Aussehen Eigenschaften

C2H3ClO2; Monochloressigsäure, Chlorethansäure. Farblose, hygroskopische Kristallmasse mit schwach saurem Geruch. Bedingt brennbar. Leicht wasserlöslich.

Gefahren für Mensch und Umwelt

Giftig beim Verschlucken. Verursacht Verätzungen. Stark sauer und eiweißfällend, verursacht schlecht heilende Wunden. Resorptiv treten bei höheren Dosen Nierenschäden auf.
Sehr giftig für Wasserorganismen.
Heftige Reaktionen mit Alkalihydroxiden und Laugen.
Gefährliches Zersetzungsprodukt ist Chlorwasserstoff.
LD50 (oral, Ratte): 165 mg/kg.

Schutzmaßnahmen und Verhaltensregeln

Schutzhandschuhe als kurzzeitiger Staubschutz.

Verhalten im Gefahrfall

Vorsichtig trocken aufnehmen. Der Entsorgung zuführen. Nachreinigen.
Wasser, Schaum, Pulver.
Brennbar. Im Brandfall Entstehung von Chlorwasserstoff möglich.

Erste Hilfe

Nach Hautkontakt: Mit reichlich Wasser abwaschen. Abtupfen mit Polyethylenglycol 400.
Nach Augenkontakt: Mit reichlich Wasser bei geöffnetem Lidspalt mindestens 10 Minuten ausspülen. Augenarzt hinzuziehen.
Nach Einatmen: Frischluft.
Nach Verschlucken: Viel Wasser trinken lassen. Erbrechen vermeiden (Perforationsgefahr). Sofort Arzt hinzuziehen.
Nach Kleidungskontakt: Kontaminierte Kleidung sofort entfernen.
Ersthelfer: siehe gesonderten Anschlag

Sachgerechte Entsorgung

In Wasser gelöst vorsichtig nit Natriumhydroxidlösung neutralisieren, dann in wässrige neutrale Lösemittelabfälle.

Beschreibung

Chloroacetic acid (CAA) is a monohalogenated acetic acid (m-HAA) that is used as a photosensitizing agent and in industrial synthesis of certain organic chemicals such as indigoid dyes. The m-HAAs are a major class of drinking water disinfection by-products during chlorination of drinking water.

Chemische Eigenschaften

colourless or white crystals

Chemische Eigenschaften

Chloroacetic acid is a colorless to white crystalline solid. It has a strong vinegar-like odor and an Odor Threshold of 0.15 milligram per cubic meter.

Verwenden

CAA is one of these agents used in the topical treatment of warts in most European countries and also as an herbicidal agent and a bleaching agent for silkworm cocoons. It can be found in wines and beers using static headspace extraction coupled with gas chromatography–mass spectrometry. CCA is the main toxic metabolite of vinyl chloride. CAA and volatile organochlorines are suspected to contribute to forest dieback and stratospheric ozone destruction.

Verwenden

Herbicide, preservative, bacteriostat, intermediate in production of carboxymethylcellulose; ethyl chloroacetate, glycine, synthetic caffeine, sarcosine, thioglycolic acid, EDTA, 2,4-D, 2,4,5-T.

Verwenden

Chloroacetic acid behaves as a very strong monobasic acid and is used as a strong acid catalyst for diverse reactions. The Cl function can be displaced in base-catalyzed reactions.

Definition

A colorless crystalline solid made by substituting one of the hydrogen atoms of the methyl group of ethanoic acid with chlorine, using red phosphorus. It is a stronger acid than ethanoic acid because of the electron-withdrawing effect of the chlorine atom. Dichloroethanoic acid (dichloroacetic acid, CHCl2COOH) and trichloroethanoic acid (trichloroacetic acid,CCl3COOH) are made in the same way. The acid strength increases with the number of chlorine atoms present.

Vorbereitung Methode

Chloroacetic acid can be synthesized by the radical chlorination of acetic acid, treatment of trichloroethylene with concentrated H2SO4, oxidation of 1,2-dichloroethane or chloroacetaldehyde, amine displacement from glycine, or chlorination of ketene.

Definition

ChEBI: A chlorocarboxylic acid that is acetic acid carrying a 2-chloro substituent.

Allgemeine Beschreibung

Chloroacetic acid, solution is a colorless solution of the white crystalline solid. The acid concentration can be up to 80%.It is used in manufacturing dyes and in medicine. Chloroacetic acid is toxic by inhalation, ingestion and skin contact. Chloroacetic acid is corrosive to metals and tissue. Chloroacetic acid is used as an herbicide, preservative and bacteriostat.

Air & Water Reaktionen

Water soluble.

Reaktivität anzeigen

These organic compounds donate hydrogen ions if a base is present to accept them. They react in this way with all bases, both organic (for example, the amines) and inorganic. Their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat. Neutralization between an acid and a base produces water plus a salt. Soluble carboxylic acid dissociate to an extent in water to yield hydrogen ions. The pH of solutions of carboxylic acids is therefore less than 7.0. Carboxylic acids in aqueous solution and liquid or molten carboxylic acids can react with active metals to form gaseous hydrogen and a metal salt. Such reactions occur in principle for solid carboxylic acids as well, but are slow if the solid acid remains dry. Even "insoluble" carboxylic acids may absorb enough water from the air and dissolve sufficiently in Chloroacetic acid to corrode or dissolve iron, steel, and aluminum parts and containers. Carboxylic acids, like other acids, react with cyanide salts to generate gaseous hydrogen cyanide. The reaction is slower for dry, solid carboxylic acids. Flammable and/or toxic gases and heat are generated by the reaction of carboxylic acids with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides. Carboxylic acids, especially in aqueous solution, also react with sulfites, nitrites, thiosulfates (to give H2S and SO3), dithionites (SO2), to generate flammable and/or toxic gases and heat. Their reaction with carbonates and bicarbonates generates a harmless gas (carbon dioxide) but still heat. Like other organic compounds, carboxylic acids can be oxidized by strong oxidizing agents and reduced by strong reducing agents. These reactions generate heat. A wide variety of products is possible. Like other acids, carboxylic acids may initiate polymerization reactions; like other acids, they often catalyze (increase the rate of) chemical reactions.

Hazard

Use in foods prohibited by FDA. Irritating and corrosive to skin. Upper respiratory tract irritant. Questionable carcinogen.

Health Hazard

Inhalation causes mucous membrane irritation. Contact with liquid causes severe irritation and burns of the eyes and irritation and burns of skin. Ingestion causes burns of mouth and stomach.

Brandgefahr

Special Hazards of Combustion Products: Toxic gases, such as hydrogen chloride, phosgene and carbon monoxide, may be generated.

Sicherheitsprofil

Poison by ingestion, inhalation, subcutaneous, and intravenous routes. A corrosive skin, eye, and mucous membrane irritant. Questionable carcinogen with experimental tumorigenic data. Mutation data reported. Combustible liquid when exposed to heat or flame. To fight fire, use water spray, fog, mist, dry chemical, foam. When heated to decomposition it emits toxic fumes of Cl-. See also CHLORIDES.

mögliche Exposition

This haloacetic acid can be a byproduct of drinking water disinfection and may increase the risk of cancer. Monochloracetic acid is used primarily as a chemical intermediate in the synthesis of sodium carboxymethyl cellulose; and such other diverse substances as ethyl chloroacetate, glycine, synthetic caffeine, sarcosine, thioglycolic acid, and various dyes. Hence, workers in these areas are affected. It is also used as an herbicide. Therefore, formulators and applicators of such herbicides are affected.

Environmental Fate

CCA by inhibition of the pyruvate-dehydrogenase, aconitase, and a-ketoglutarate dehydrogenase that contribute in tricarboxylic acid cycle and also inhibition of glyceraldehyde- 3-phosphate dehydrogenase can impair production of cellular energy and conversion to anaerobic glycolysis, resulting in increasing acidosis with accumulation of glycolic acid, oxalate, and lactate production. CCA can also affect cellular components via sulfhydryl groups. Both of these effects may contribute to central nervous system (CNS), cardiovascular, renal, and hepatic effects. The metabolites glycolic acid and oxalate may contribute to CNS and renal toxicity (myoglobin and oxalate precipitation in the tubuli). Binding of calcium to oxalates probably causes the hypocalcemia, but hypocalcemia can be secondary to rhabdomyolysis. CAA by reduction of cellular glutathione can cause oxidative stress. Inhibition of mitochondrial aconitase causes hypoglycemia.

Versand/Shipping

UN1750 (liquid) & UN1751 (solid) Chloroacetic acid, solid or liquid, Hazard class: 6.1; Labels: 6.1-Poison Inhalation Hazard, 8-Corrosive material.

läuterung methode

Crystallise the acid from CHCl3, CCl4, *benzene or water. Dry it over P2O5 or conc H2SO4 in a vacuum desiccator. Further purification is by distillation from MgSO4, and by fractional crystallisation from the melt. Store it under vacuum or under dry N2. [Bernasconi et al. J Am Chem Soc 107 3621 1985, Beilstein 2 IV 474.]

Toxicity evaluation

Occupational exposure to CAA can occur through inhalation and dermal contact with this compound at workplaces where it is produced or used. The general population can be exposed to CAA via ingestion of chlorinated or chloraminated drinking water.
The atmospheric photochemical oxidation of some volatile organochlorine compounds is one source of CAAs in the environment. CAA can be generated during water disinfection processes and during metabolic detoxification of industrial solvents such as trichloroethylene.

Inkompatibilitäten

Compounds of the carboxyl group react with all bases, both inorganic and organic (i.e., amines) releasing substantial heat, water, and a salt that may be harmful. Incompatible with arsenic compounds (releases hydrogen cyanide gas), diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, sulfides (releasing heat, toxic, and possibly flammable gases), thiosulfates, and dithionites (releasing hydrogen sulfate and oxides of sulfur). The solution in water is a strong acid. Contact with strong oxidizers, strong bases; and strong reducing agents such as hydrides can cause violent reactions. Chloracetic acid decomposes on heating, producing toxic and corrosive hydrogen chloride, phosgene, and carbon monoxide gases. Attacks metals in the presence of moisture.

Waste disposal

Incineration, preferably after mixing with another combustible fuel; care must be exercised to assure complete combustion to prevent the formation of phosgene; an acid scrubber is necessary to remove the halo acids produced.

Chloressigsäure Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Chloressigsäure Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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79-11-8(Chloressigsäure)Verwandte Suche:


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