Diethyloxalat

Bezeichnung:Diethyloxalat

CAS-Nr95-92-1

Englisch Name:Diethyl oxalate

CBNumberCB4400958

SummenformelC6H10O4

Molgewicht146.14

MOL-Datei95-92-1.mol

Synonyma

Diethyloxalat

Diethyloxalat physikalisch-chemischer Eigenschaften

Schmelzpunkt	-41 °C (lit.)
Siedepunkt	185 °C (lit.)
Dichte	1.076 g/mL at 25 °C (lit.)
Dampfdichte	5.03 (vs air)
Dampfdruck	1 mm Hg ( 47 °C)
Brechungsindex	n20/D 1.410(lit.)
Flammpunkt	168 °F
storage temp.	Store below +30°C.
Löslichkeit	Miscible with alcohols, ether and other common organic solvents.
Aggregatzustand	Liquid
Farbe	Clear
Explosionsgrenze	0.42-2.67%(V)
Wasserlöslichkeit	MAY DECOMPOSE
Sensitive	Moisture Sensitive
Merck	14,3125
BRN	606350
Dielectric constant	8.2（21℃）
Stabilität	Stable, but moisture sensitive. Incompatible with strong oxidizing agents.
InChIKey	WYACBZDAHNBPPB-UHFFFAOYSA-N
LogP	0.560
CAS Datenbank	95-92-1(CAS DataBase Reference)
NIST chemische Informationen	Ethanedioic acid, diethyl ester(95-92-1)
EPA chemische Informationen	Ethyl oxalate (95-92-1)

Sicherheit

Kennzeichnung gefährlicher	Xn,T
R-Sätze:	22-36-68/21-48/25-35-61-60
S-Sätze:	23-45-36/37/39-28-26-25-24-53
RIDADR	UN 2525 6.1/PG 3
WGK Germany	1
RTECS-Nr.	RO2800000
Selbstentzündungstemperatur	410 °C
TSCA	Yes
HazardClass	6.1
PackingGroup	III
HS Code	29171900
Giftige Stoffe Daten	95-92-1(Hazardous Substances Data)
Toxizität	LD50 orally in Rabbit: 400 mg/kg

Gefahreninformationscode (GHS)

Diethyl oxalate Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R22:Gesundheitsschädlich beim Verschlucken.
R36:Reizt die Augen.
S-Sätze Betriebsanweisung:
S23:Gas/Rauch/Dampf/Aerosol nicht einatmen(geeignete Bezeichnung(en) vom Hersteller anzugeben).
Aussehen Eigenschaften
C6H10O4; Diethyloxalat. Farblose, aromatisch riechende Flüssigkeit.
Gefahren für Mensch und Umwelt
Gesundheitsschädlich beim Verschlucken. Reizt die Augen. Zersetzt sich mit Wasser zu Oxalsäure und Ethanol. Führt nach Aufnahme zu Erbrechn und Krämpfen. Inhalation kann zu Rausch bis Narkose führen. Schädigt Leber und Nieren. Kann Anämie bewirken.
Nicht mit Oxidationsmitteln in Berührung bringen.
LD₅₀ (oral, Ratte): 400 mg/kg.
Schutzmaßnahmen und Verhaltensregeln
Schutzhandschuhe als kurzzeitiger Spritzschutz.
Verhalten im Gefahrfall
Dämpfe nicht einatmen.
Mit flüssigkeitsbindendem Material, z.B. Rench Rapid aufnehmen. Der Entsorgung zuführen. Nachreinigen.
Kohlendioxid, Wasser, Pulver, Schaum.
Brennbar.
Erste Hilfe
Nach Hautkontakt: Mit reichlich Wasser abwaschen.
Nach Augenkontakt: Mit reichlich Wasser bei geöffnetem Lidspalt mindestens 15 Minuten ausspülen. Sofort Augenarzt hinzuziehen.
Nach Einatmen: Frischluft.
Nach Verschlucken: Reichlich Wasser trinken lassen. Erbrechen auslösen. Arzt hinzuziehen.
Nach Kleidungskontakt: Kontaminierte Kleidung sofort entfernen.
Ersthelfer: siehe gesonderten Anschlag
Sachgerechte Entsorgung
Als halogenfreie, organische Lösemittelabfälle.
Chemische Eigenschaften
Anhydrous oxalic acid and ethanol were esterified in the presence of toluene to produce crude diethyl oxalate. The crude ester is distilled into finished product. Raw material consumption quota: 985kg / T oxalic acid, 744kg / T ethanol (95%) and 73.4kg/t toluene. Another preparation method is to add ethanol, benzene and oxalic acid into the reactor, heat it to 68 ℃, azeotrope reflux dehydration, and take no water out as the end point of the reaction, then recover benzene to obtain crude diethyl oxalate, distill under reduced pressure, and collect 103 ℃ / 6kpa fraction to diethyl oxalate. It is purified by washing with dilute sodium carbonate solution, drying anhydrous potassium carbonate or sodium sulfate and vacuum distillation.
Another preparation method is to add 45g (0.5mol) of anhydrous oxalic acid ① (2), 81g (1.76mol) of anhydrous ethanol, 200ml of benzene and 10ml of concentrated sulfuric acid into the reaction bottle equipped with agitator and water separator. It is heated under stirring and refluxed at 68 ~ 70 ℃ for azeotropic dehydration. After the water is basically evaporated, ethanol and benzene are evaporated. Wash with water after cooling, wash with saturated sodium bicarbonate solution, wash with water, and dry with anhydrous sodium sulfate. Diethyl oxalate (57g) was obtained by atmospheric distillation and collecting the fraction at 182 ~ 184 ℃, with a yield of 78%. ① dehydrate oxalic acid with anhydrous chloroform water until it crystallizes as follows: steam it with anhydrous oxalic acid and inject it into the powder containing carbon. Filter by suction, dry and store in dryer for standby. Anhydrous oxalic acid can also be prepared by drying directly in an oven. In this experiment, a corresponding amount of oxalic acid containing crystal water can also be used, but the reaction time is longer.
Chemische Eigenschaften
colourless liquid
Verwenden
Diethyl oxalate is used to prepare active pharmaceutical ingredients (API), plastics and dyestuff intermediates. It is also used as a solvent for cellulose esters, ethers, resins, perfumes and lacquers for electronics. It is involved in the transesterification reaction with phenol to get dipheny oxalate. It is also involved in the Claisen condensation ketosteroids to prepare glyoxalyl derivatives. Further, it is used to prepare sym-1,4-diphenyl-1,4-dihydro-1,2,4,5-polytetrazine. In addition to this, it is utilized in the microemulsion synthesis of zinc oxide nanoparticles.
Verwenden
manufacture of phenobarbital, ethylbenzyl malonate, triethylamine, and similar chemicals, plastics, dyestuff intermediates. Solvent for cellulose esters, perfumes.
Vorbereitung Methode
Diethyl oxalate is produced via esterification of ethanol and oxalic acid. It is a preferred solvent for cellulose acetate and nitrate.
Application
Diethyl oxalate has the general properties of esters. It absorbs moisture in the air and decomposes slowly. It reacts with ammonia to form amide compounds and condenses with acetone to ethyl pyruvate. It is mainly used in the pharmaceutical industry. It is an intermediate of azathioprine, peripheral sulfanilamide, carboxyphenyllipase penicillin, ethoxybenzylpenicillin, chloroquine lactate, thiabendazole, sulfamethoxazole and other drugs. It can be used as an intermediate of plastics, dyes and other products, and as a solvent of cellulose and spices.
Diethyl acetate is often used as the substrate of nucleophilic reagent α,γ- Dicarbonyl esters, ketone compounds, synthesis of heterocyclic compounds, etc. synthesis α,γ- Dicarbonyl esters can be formed by nucleophilic substitution reaction between ketones and diethyl oxalate under alkaline conditions α,γ- Dicarbonyl ester (formula 1). The dicarbonyl ester often exists in enol structure and can be used to synthesize heterocyclic compounds (formula 2)
Allgemeine Beschreibung
A colorless liquid. Flash point 168°F. Slightly denser than water and insoluble in water. Hence sinks in water. May irritate skin and mucous membranes; may be mildly toxic by ingestion; may emit irritating fumes in a fire. Vapors are much heavier than air. Used as a solvent for plastics and in the manufacture of perfumes and pharmaceuticals.
Air & Water Reaktionen
Insoluble in water.
Reaktivität anzeigen
Diethyl oxalate is an ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides
Hazard
Toxic by ingestion, strong irritant to skin and mucous membranes.
Health Hazard
TOXIC; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death. Contact with molten substance may cause severe burns to skin and eyes. Reaction with water or moist air will release toxic, corrosive or flammable gases. Reaction with water may generate much heat that will increase the concentration of fumes in the air. Fire will produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.
Brandgefahr
Combustible material: may burn but does not ignite readily. Substance will react with water (some violently) releasing flammable, toxic or corrosive gases and runoff. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapors may travel to source of ignition and flash back. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated or if contaminated with water.
Sicherheitsprofil
Poison by ingestion. Flammable liquid when exposed to heat or flame; can react with oxidzing materials. To fight fire, use foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and fumes. See also OXALATES and ESTERS.

Diethyl oxalate Upstream-Materialien And Downstream Produkte

Diethyloxalat Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

95-92-1, Diethyl oxalate Verwandte Suche:

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