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Glutaronitril

Glutaronitrile

HCID 10994
NotizenReaktionen
GrundinformationenÜberblickNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
TeilstruktursucheÄhnliche Strukturen suchen

Grundinformationen

CAS
544-13-8
Standard-SMILES
N#CCCCC#N
InChIKey
ZTOMUSMDRMJOTH-UHFFFAOYSA-N
Summenformel
C5H6N2
Durchschnittliche Molmasse
94,11 g/mol
Monoisotopische Masse
94,05309819

Überblick

Glutaronitrile is a chemical compound of cyanide.

Namen und Bezeichner

Bevorzugter Name
Glutaronitrile
IUPAC
pentanedinitrile
Lokaler Name
Glutaronitril
Englischer Name
Glutaronitrile
Summenformel
C5H6N2
Molmasse
94.11

Namen und Synonyme

GlutaronitrilePENTANEDINITRILE544-13-81,3-DicyanopropaneGlutarodinitrileGlutaric acid dinitrile1,3-TrimethylenedinitrilePyrotartaric acid nitrileTrimethylene dicyanideGlutaric dinitrileNSC 3807UNII-01ZI68F3CQ
Weitere Namen anzeigen
GlutaronitrleutaronitriLPentanedinitrlieGlutaronitrile>1,3-Dicyanopopane.
EINECS 208-861-601ZI68F3CQBRN 1738385AI3-07024NSC-3807GLUTARONITRILE [MI]4-02-00-01941 (Beilstein Handbook Reference)DTXSID6060266

Datenbank-Bezeichner

CAS
544-13-8
PubChem CID
10994
DTXSID
DTXSID6060266
UNII
01ZI68F3CQ
EC Number
208-861-6
Nikkaji
J54.244J

Eigenschaften

Berechnete Struktureigenschaften

XLogP
-0,7
Polarare Oberfläche (TPSA)
47,6 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
2
Frei drehbare Bindungen
2
Schwere Atome
7
Formalladung
0
Komplexität
104

Experimentelle und physikochemische Eigenschaften

SpringerMaterials PropertiesSchoenflies notation
LogP-0.72

Physikochemische Eigenschaften

Schmelzpunkt
29 °C · −29 °C(lit.)
Siedepunkt
285 · 285-287 °C(lit.)
Dichte
0.995 g/mL · 0.995 g/mL at 25 °C(lit.)
Brechungsindex
20 · n20/D 1.434(lit.)
Flammpunkt
230 °F · >230 °F
storage temp.
30 °C · Store below +30°C.
Löslichkeit
2 O: · H2O: soluble
Aggregatzustand
clear liquid
Farbe
Colorless to Light yellow
Wasserlöslichkeit
soluble
Merck
14 · 14,4474
BRN
1738385 · 1738385

Sicherheit und Regulatorisches

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

GHS-Klassifizierung

GHS Classification · 4 Einträge

Danger

H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]

P261, P264, P270, P271, P280, P301+P316, P302+P352, P304+P340, P317, P321, P330, P362+P364, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 44 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory InformationPentanedinitrile: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesAcute Tox. 3 (100%)

Toxikologische Informationen

Treatment · 1 Eintrag

Antidotes to cyanide poisoning include hydroxocobalamin and sodium nitrite, which release the cyanide from the cytochrome system, and rhodanase, which is an enzyme occurring naturally in mammals that combines serum cyanide with thiosulfate, producing comparatively harmless thiocyanate. Oxygen therapy can also be administered. (L97)

Health Effects · 1 Eintrag

Exposure to high levels of cyanide for a short time harms the brain and heart and can even cause coma, seizures, apnea, cardiac arrest and death. Chronic inhalation of cyanide causes breathing difficulties, chest pain, vomiting, blood changes, headaches, and enlargement of the thyroid gland. Skin contact with cyanide salts can irritate and produce sores. (L96, L97)

Exposure RoutesOral (L96) ; inhalation (L96) ; dermal (L96)

Chemie und Industrie

Pharmakologische Informationen

Metabolism/Metabolites · 1 Eintrag

Organic nitriles are converted into cyanide ions through the action of cytochrome P450 enzymes in the liver. Cyanide is rapidly absorbed and distributed throughout the body. Cyanide is mainly metabolized into thiocyanate by either rhodanese or 3-mercaptopyruvate sulfur transferase. Cyanide metabolites are excreted in the urine. (L96)

Verwendung und Herstellung

General Manufacturing InformationPentanedinitrile: ACTIVE
Anwendungen · 1 Eintrag

VerwendenGlutaronitrile can be used as: An electrolyte additive in high energy/power Li-ion batteries. A glutarate ligand source to prepare zinc glutarate (ZnGA) by reacting with zinc perchlorate hexahydrate. A reactant to synthesize pentanedithioamide by reacting with Lawesson′s reagent in the presence of boron trifluoride etherate (BF3.OEt2).

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

1,2-Dibrompropan

Nachgelagerte Produkte

DiethylglutaratGlutarsurePentamethylendiamin5-(4-Methoxyphenyl)-5-oxovaleronitrile

Anbieter65 Anbieter

Zugehörige Reaktionen

2
Reaktionsaufzeichnung erstellen
Reaktionsgleichung von HRID 538088
HRID 538088als Eduktuspto-grants-2014_10
Reaktionsgleichung von HRID 1910464
HRID 1910464als Eduktuspto-grants-2013_12

Notizen zur Verbindung

Wird geladen…

Auf dieser SeiteGrundinformationenÜberblickNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
Henry's Law Constant
7.8 · 7.8×102 mol/(m3Pa) at 25℃, Plyasunov et al. (2006)
InChI
1S/C5H6N2/c6-4-2-1-3-5-7/h1-3H2
InChIKey
ZTOMUSMDRMJOTH-UHFFFAOYSA-N
SMILES
N#CCCCC#N
CAS Datenbank
544 · 544-13-8(CAS DataBase Reference)
NIST chemische Informationen
Glutaronitrile(544-13-8)
EPA chemische Informationen
Pentanedinitrile (544-13-8)
Toxicity Summary · 1 Eintrag

Organic nitriles decompose into cyanide ions both in vivo and in vitro. Consequently the primary mechanism of toxicity for organic nitriles is their production of toxic cyanide ions or hydrogen cyanide. Cyanide is an inhibitor of cytochrome c oxidase in the fourth complex of the electron transport chain (found in the membrane of the mitochondria of eukaryotic cells). It complexes with the ferric iron atom in this enzyme. The binding of cyanide to this cytochrome prevents transport of electrons from cytochrome c oxidase to oxygen. As a result, the electron transport chain is disrupted and the cell can no longer aerobically produce ATP for energy. Tissues that mainly depend on aerobic respiration, such as the central nervous system and the heart, are particularly affected. Cyanide is also known produce some of its toxic effects by binding to catalase, glutathione peroxidase, methemoglobin, hydroxocobalamin, phosphatase, tyrosinase, ascorbic acid oxidase, xanthine oxidase, succinic dehydrogenase, and Cu/Zn superoxide dismutase. Cyanide binds to the ferric ion of methemoglobin to form inactive cyanmethemoglobin. (L97)

Signs and SymptomsCyanide poisoning is identified by rapid, deep breathing and shortness of breath, general weakness, giddiness, headaches, vertigo, confusion, convulsions/seizures and eventually loss of consciousness. (L96, L97)
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

Sicherheitsdaten

F
3-10
wgk
3
tsca
TSCA listed
ridadr
UN 2810 6.1/PG 3
hs_code
29269090
RTECS-Nr.
YI3500000
risk_code
20/21/22-36/38
hazard_code
Xn
safety_code
36/37-36/37/39-26
hazard_class
6.1
packing_group
III
Speicherklasse
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard Classifications
Acute Tox. 3 Oral
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