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Cupriethylenediamine

HCID 4578819
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GrundinformationenÜberblickNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
TeilstruktursucheÄhnliche Strukturen suchen

Grundinformationen

CAS
13426-91-0
Standard-SMILES
[Cu+2].[NH-]CC[NH-].[NH-]CC[NH-]
InChIKey
GOYYUYNOGNSLTE-UHFFFAOYSA-N
Summenformel
C4H12CuN4-2
Durchschnittliche Molmasse
179,71 g/mol
Monoisotopische Masse
179,035794

Überblick

Cupriethylenediamine is a chemical compound of copper. Copper is a chemical element with the symbol Cu and atomic number 29. Copper is an essential elements in plants and animals as it is required for the normal functioning of more than 30 enzymes. It occurs naturally throughout the environment in rocks, soil, water, and air. (L277, L278)

Namen und Bezeichner

Bevorzugter Name
Cupriethylenediamine
IUPAC
copper bis(2-azanidylethylazanide)
Englischer Name
Copper-ethylenediaminecomplex
Summenformel
C4H12CuN4-2
Molmasse
183.74

Namen und Synonyme

Cupriethylene diamineCopper(2+), bis(ethylenediamine)-, ionKoplex aquatic herbicideCUPRIETHYLENEDIAMINEBis(ethylenediamine)copper ionBis(1,2-ethanediamine-N,N')copper(2+)HSDB 2767Bis(ethylenediamine)copper(2+) ionUN176113426-91-0DTXSID1034472Copper(2++), bis(1,2-ethanediamine-N,N')-
Weitere Namen anzeigen
CupriethylendiamineCopper-ethylenediaminecomplexBis(ethylenediamine)copper(II)
Cupriethylenediamine, bis(ethylenediamine)-, ionCopper(2+), bis(1,2-ethanediamine-N,N')-, (SP-4-1)-(2-aminoethyl)((((2-aminoethyl)amino)cuprio))amine(2-aminoethyl)({[(2-aminoethyl)amino]cuprio})amineBIS(1,2-ETHANEDIAMINE-N,N')COPPER(2+) [HSDB]RefChem:580046Copperethylenediamine complexDTXCID801839210

Datenbank-Bezeichner

CAS
13426-91-0
PubChem CID
4578819
EC Number
603-806-6

Eigenschaften

Berechnete Struktureigenschaften

Polarare Oberfläche (TPSA)
4 Ų
H-Brücken-Donoren
4
H-Brücken-Akzeptoren
4
Frei drehbare Bindungen
0
Schwere Atome
9
Formalladung
-2
Komplexität
20,5

Experimentelle und physikochemische Eigenschaften

Chemical Classes · 2 Einträge

Metals -> Organic Compounds, Metal Salts

Corrosives

OdorAmmoniacal
Color/FormPurple liquid
Physical DescriptionPurple liquid with an ammoniacal odor; [HSDB] Bluish liquid with an amine-like odor; [MSDSonline]
Other Experimental PropertiesDissolves cellulose products

Physikochemische Eigenschaften

EPA chemische Informationen
Copper(2+), bis(ethylenediamine)-, ion (13426-91-0)

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

Gefahrenhinweise

Regulatory Information · 2 Einträge

Chemical: Copper(2+), bis[1,2-ethanediamine-N,N']-

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

Other Safety InformationIMAP assessments - Copper(2+), bis[1,2-ethanediamine-N,N']-: Environment tier I assessment
Fire Hazards· Non-combustible, substance itself does not burn but may decompose upon heating to produce corrosive and/or toxic fumes.
Fire PotentialNon-flammable /Cupriethylenediamine hydroxide solution/
Health Hazards· TOXIC and/or CORROSIVE; inhalation, ingestion or skin contact with material may cause severe injury or death.
Hazards Summary · 1 Eintrag

A strong irritant; May cause corneal injury; [HSDB] A skin, mucous membrane, and severe eye irritant; May cause asthma and corneal injury; [CAMEO] A corrosive substance that can cause injury to the skin, eyes, and respiratory tract; A lachrymator; May cause severe corneal injury and permanent vision impairment; May cause skin and respiratory sensitization after prolonged contact; Targets liver and kidneys; [MSDSonline] See Copper. See Ethylenediamine.

DOT ID and Guide1761 154
FIFRA Requirements · 1 Eintrag

As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their future use. Under this pesticide reregistration program, EPA examines health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether they are eligible for reregistration. In addition, all pesticides must meet the new safety standard of the Food Quality Protection Act of 1996. Pesticides for which EPA had not issued Registration Standards prior to the effective date of FIFRA, as amended in 1988, were divided into three lists based upon their potential for human exposure and other factors, with List B containing pesticides of greater concern and List D pesticides of less concern. Copper as elemental from copper - ethylenediamine complex is found on List D. Case No: 4026; Pesticide type: Fungicide, molluscicide; Case Status: OPP is reviewing data from the pesticide's producers regarding its human health and/or environmental effects, or OPP is determining the pesticide's eligibility for reregistration and developing the Reregistration Eligibility Decision (RED) document.; Active ingredient (AI): Copper as elemental from copper - ethylenediamine complex; Data Call-in (DCI) Date(s): 10/06/93, 05/18/95; AI Status: The producers of the pesticide has made commitments to conduct the studies and pay the fees required for reregistration, and are meeting those commitments in a timely manner.

Chemie und Industrie

Pharmakologische Informationen

Metabolism/Metabolites · 2 Einträge

The generation of hydroxyl radicals (.OH) from the reaction of Cu(II) complexes with biological reductants such as ascorbic acid, glutathione, acetylcysteine, and hydroquinone was confirmed by spin-trapping experiments using electron spin resonance (ESR). The following Cu(II) complexes were used: Cu(II)-(CyHH)2 (CyHH, cyclo(L-histidyl-L-histidyl)), Cu(II)(OP)2 (OP, o-phenanthroline), Cu(II)(HGG) (HGG, L-histidyl-glycylglycine), and Cu(II)(en)2 (en, ethylenediamine). The methyl radical adduct of alpha-(pyridyl-4-N-oxide)-N-tert-butylnitrone (POBN-CH3) was obtained from the reaction of ascorbic acid with all Cu(II) complexes used here in the presence of a spin trap, POBN, and dimethyl sulfoxide, indicating the generation of .OH. Glutathione, N-acetylcysteine, and hydroquinone reacted with both Cu(II)(CyHH)2 and Cu(II)(OP)2 to generate POBN-CH3, while these reductants did not react with either Cu(II)(HGG) or Cu(II)(en)2. The DNA strand scission caused by reaction mixtures of Cu(II) complexes with reductants was investigated under the same conditions as the ESR spin-trapping experiments. Addition of ascorbic acid to mixtures of these four Cu(II) complexes and DNA resulted in DNA strand breakage. Reaction mixtures of glutathione, N-acetylcysteine, or hydroquinone with Cu(II)-(HGG) or Cu(II)(en)2 did not cause DNA strand scission within the concentration range used. The results obtained here suggest that there is a good correlation between POBN-CH3 formation and DNA strand scission. Thus, DNA strand scission may be caused by .OH generated from the reaction of some Cu(II) complexes with biological reductants under aerobic conditions. Since ascorbic acid, glutathione, and N-acetylcysteine are present in living cells, some Cu(II) complexes may be capable of initiating DNA damage in the presence of these reductants.

Copper is mainly absorbed through the gastrointestinal tract, but it can also be inhalated and absorbed dermally. It passes through the basolateral membrane, possibly via regulatory copper transporters, and is transported to the liver and kidney bound to serum albumin. The liver is the critical organ for copper homoeostasis. In the liver and other tissues, copper is stored bound to metallothionein, amino acids, and in association with copper-dependent enzymes, then partitioned for excretion through the bile or incorporation into intra- and extracellular proteins. The transport of copper to the peripheral tissues is accomplished through the plasma attached to serum albumin, ceruloplasmin or low-molecular-weight complexes. Copper may induce the production of metallothionein and ceruloplasmin. The membrane-bound copper transporting adenosine triphosphatase (Cu-ATPase) transports copper ions into and out of cells. Physiologically normal levels of copper in the body are held constant by alterations in the rate and amount of copper absorption, compartmental distribution, and excretion. (L277, L279)

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Auf dieser SeiteGrundinformationenÜberblickNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
OSHA StandardsPermissible Exposure Limit: Table Z-1 8-hr Time Weighted Avg: 1 mg/cu m. /Copper dusts and mists (as Cu)/
DOT Emergency Guidelines · 5 Einträge

/GUIDE 154: SUBSTANCES - TOXIC AND/OR CORROSIVE (NON-COMBUSTIBLE)/ Health: TOXIC; inhalation, ingestion, or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution. /Cupriethylenediamine, solution/

/GUIDE 154: SUBSTANCES - TOXIC AND/OR CORROSIVE (NON-COMBUSTIBLE)/ Fire or Explosion: Non-combustible, substance itself does not burn but may decompose upon heating to produce corrosive and/or toxic fumes. Some are oxidizers and may ignite combustibles (wood, paper, oil, clothing, etc.). Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. /Cupriethylenediamine, solution/

/GUIDE 154: SUBSTANCES - TOXIC AND/OR CORROSIVE (NON-COMBUSTIBLE)/ Public Safety: CALL Emergency Response Telephone Number ... . As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate enclosed areas. /Cupriethylenediamine, solution/

/GUIDE 154: SUBSTANCES - TOXIC AND/OR CORROSIVE (NON-COMBUSTIBLE)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing provides limited protection in fire situations ONLY; it is not effective in spill situations where direct contact with the substance is possible. /Cupriethylenediamine, solution/

For more DOT Emergency Guidelines (Complete) data for CUPRIETHYLENEDIAMINE (8 total), please visit the HSDB record page.

Toxic Combustion ProductsToxic oxides of nitrogen are produced during combustion of this material.
NIOSH RecommendationsRecommended Exposure Limit: 10 Hr Time-Weighted Avg: 1 mg/cu m. /Copper (dusts and mists)/

Sicherheit und Schutzausrüstung

Accidental Release Measures · 2 Einträge

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First AidGeneral First Aid:
Firefighting HazardsIrritating vapors of ethylenediamine may be produced when heated. /Cupriethylenediamine hydroxide solution/
Exposure Control and Personal Protection · 2 Einträge

· Wear positive pressure self-contained breathing apparatus (SCBA).

0.01 [mg/m3], respirable fraction (Cu, inorganic cmpnds)[German Research Foundation (DFG)]

Fire Fighting Procedures · 1 Eintrag

If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped. Use water in flooding quantities as fog. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Solid streams of water may be ineffective. Use "alcohol" foam, dry chemical or carbon dioxide.

Cleanup MethodsEXPERIMENTS WERE MADE TO DETERMINE THE EFFECTIVENESS OF CATION EXCHANGE RESINS IN THE REMOVAL OF CUPRIETHYLENEDIAMINE FROM INDUSTRIAL WASTEWATER. RESINS KU 2-6, KU 2-8, & KU 2-TEKH WERE EFFECTIVE.
Disposal Methods · 1 Eintrag

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Preventive Measures · 4 Einträge

SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

If material not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. Build dikes to contain flow as necessary.

Personnel protection: Avoid breathing vapors. Keep upwind. ... Avoid bodily contact with the material. ... Do not handle broken packages unless wearing appropriate personal protective equipment. Wash away any material which may have contacted the body with copious amounts of water or soap and water. If contact with the material anticipated, wear appropriate chemical protective clothing.

SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.

Isolation and EvacuationImmediate precautionary measure
Minimum Risk LevelAcute Oral: 0.01 mg/kg/day (L134) Intermediate Oral: 0.01 mg/kg/day (L134)
Threshold Limit Values (TLV) · 3 Einträge

1.0 [mg/m3], as Cu

8 hr Time Weighted Avg (TWA): 1 mg/cu m /Copper dusts and mists, as Cu/

Excursion Limit Recommendation: Excursions in worker exposure levels may exceed 3 times the TLV-TWA for no more than a total of 30 minutes during a work day, and under no circumstances should they exceed 5 times the TLV-TWA, provided that the TLV-TWA is not exceeded. /Copper dusts and mists, as Cu/

Permissible Exposure Limit (PEL)1.0 [mg/m3], as Cu

Toxikologische Informationen

Health Effects · 1 Eintrag

People must absorb small amounts of copper every day because copper is essential for good health, however, high levels of copper can be harmful. Very-high doses of copper can cause damage to your liver and kidneys, and can even cause death. Copper may induce allergic responses in sensitive individuals. (L278, L279)

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Exposure RoutesOral (L277) ; inhalation (L277) ; dermal (L277)
Toxicity Summary · 1 Eintrag

Excess copper is sequestered within hepatocyte lysosomes, where it is complexed with metallothionein. Copper hepatotoxicity is believed to occur when the lysosomes become saturated and copper accumulates in the nucleus, causing nuclear damage. This damage is possibly a result of oxidative damage, including lipid peroxidation. Copper inhibits the sulfhydryl group enzymes such as glucose-6-phosphate 1-dehydrogenase, glutathione reductase, and paraoxonases, which protect the cell from free oxygen radicals. It also influences gene expression and is a co-factor for oxidative enzymes such as cytochrome C oxidase and lysyl oxidase. In addition, the oxidative stress induced by copper is thought to activate acid sphingomyelinase, which lead to the production of ceramide, an apoptotic signal, as well as cause hemolytic anemia. Copper-induced emesis results from stimulation of the vagus nerve. (L277, T49, A174, L280)

Signs and SymptomsBreathing high levels of copper can cause irritation of the nose and throat. Ingesting high levels of copper can cause nausea, vomiting, diarrhea, headache, dizziness, and respiratory difficulty. (L278, L279)
Human Toxicity Excerpts · 2 Einträge

STRONG IRRITANT TO TISSUE.

Inhalation of vapor irritates mucous membrane and may cause asthma. Liquid causes severe irritation of eyes and possible corneal injury. Contact with skin causes irritation. Ingestion causes irritation of mouth and stomach. /Cupriethylenediamine hydroxide solution/

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Non-Human Toxicity Excerpts · 2 Einträge

Activated sludge from a bench-scale plant was buffered with a borate-HCl buffer at pH 7.5, to prevent copper hydroxide pptn, and incubated with citric and tartaric acid complexes with copper triethanolamine and ethylenediamine 3:1 complexes, a glycine 2:1 complex, and a gluconic acid 1:1 complex. Dehydrogenase activity was determined by the amount of formazan formed by 2,3,5-triphenyltetrazolium chloride reduction. The toxicity threshold was substantially higher for the citric acid-, triethanolamine-, and ethlenediamine-copper complexes than for copper sulfate (0.3 mg/l), probably due to their high stability.

Copper-containing herbicides are often applied to control photoautotrophic populations to reduce biosynthesis of the earthy odorant geosmin. The objective of this investigation was to determine the effects of copper-containing herbicides on geosmin and biomass biosynthesis by heterotrophic cultures of the bacterium Streptomyces tendae and the fungus Penicillium expansum. Inductively coupled plasma atomic emission spectrometry of S. tendae of untreated control cultures indicated that cellular copper concentrations were below 0.5 mg Cu kg-1. However, S. tendae cells grown on a medium containing 5 mg Cu L-1 copper sulfate contained 12.88 : 0.54 mg Cu kg-1, suggesting that cellular accumulation of copper may be associated with increased geosmin biosynthesis. If field microbial populations exhibit similar responses to copper, copper-algicide application may contribute to geosmin-induced "off-flavors" under certain circumstances. Nomenclature: Geosmin, 1alpha,10beta-dimethyl-9alpha-decalol; copper sulfate, cupric sulfate pentahydrate; copper chelate, copper II alkanolamine complex; copper chloride, cupric chloride hexahydrate.

Toxicity DataLD50: 750 mg/kg (Oral, Rat) (L343)

Regulatorische Informationen

FIFRA Requirements · 1 Eintrag

As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their future use. Under this pesticide reregistration program, EPA examines health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether they are eligible for reregistration. In addition, all pesticides must meet the new safety standard of the Food Quality Protection Act of 1996. Pesticides for which EPA had not issued Registration Standards prior to the effective date of FIFRA, as amended in 1988, were divided into three lists based upon their potential for human exposure and other factors, with List B containing pesticides of greater concern and List D pesticides of less concern. Copper as elemental from copper - ethylenediamine complex is found on List D. Case No: 4026; Pesticide type: Fungicide, molluscicide; Case Status: OPP is reviewing data from the pesticide's producers regarding its human health and/or environmental effects, or OPP is determining the pesticide's eligibility for reregistration and developing the Reregistration Eligibility Decision (RED) document.; Active ingredient (AI): Copper as elemental from copper - ethylenediamine complex; Data Call-in (DCI) Date(s): 10/06/93, 05/18/95; AI Status: The producers of the pesticide has made commitments to conduct the studies and pay the fees required for reregistration, and are meeting those commitments in a timely manner.

Clean Water Act RequirementsToxic pollutant designated pursuant to section 307(a)(1) of the Federal Water Pollution Control Act and is subject to effluent limitations. /Copper and cmpd/
State Drinking Water Guidelines(AZ) ARIZONA 1300 ug/l /Copper/
Federal Drinking Water StandardsEPA 1300 ug/l (Action Level) /Copper/
Federal Drinking Water GuidelinesEPA 1000 ug/l /Copper/

Sicherheitsdaten

ridadr
1761
hazard_class
8
packing_group
II
Giftige Stoffe Daten
13426-91-0(Hazardous Substances Data)

Verwendung und Herstellung

Uses · 5 Einträge

Used as a cellulose and cotton solvent; Older pesticide: fungicide and molluscicide; [HSDB] Classified as a herbicide and agricultural chemical; [ChemIDplus] Used to dissolve cellulose products; [NJ-HSFS]

Textiles (Fiber & Fabric Manufacturing) [Category: Industry]

For Cupriethylenediamine (USEPA/OPP Pesticide Code: 024407) ACTIVE products with label matches. /SRP: Registered for use in the U.S. but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./

Cellulose solvent /Cupriethylenediamine hydroxide/

Cotton solvent /Cupriethylenediamine hydroxide/

Formulations/PreparationsUSEPA/OPP Pesticide Code 024407; Trade Names: Komeen.