Di-N-butylzinnoxid

Dibutyltin oxide

HCID 61221CAS 818-08-6

Grundinformationen

Standard-SMILES
CCC[CH2][Sn](=[O])[CH2]CCC
InChIKey
JGFBRKRYDCGYKD-UHFFFAOYSA-N
Summenformel
C8H18OSn
Durchschnittliche Molmasse
248,94 g/mol
Monoisotopische Masse
250,0379599

Überblick

Dibutyltin oxide is an organotin compound. It is used mainly in organic synthesis. Tin is a chemical element with the symbol Sn and atomic number 50. It is a natural component of the earth's crust and is obtained chiefly from the mineral cassiterite, where it occurs as tin dioxide. (L307, L309, L312)

Namen und Bezeichner

Bevorzugter Name
Dibutyltin oxide
IUPAC
dibutyl(oxo)tin
Lokaler Name
Di-N-butylzinnoxid
Englischer Name
Dibutyltin oxide
Summenformel
C8H18OSn
Molmasse
248.94

Namen und Synonyme

Dibutyltin oxide818-08-6DibutyloxotinDibutyloxostannaneStannane, dibutyloxo-Dibutylstannane oxidedibutylstannanoneDibutyloxide of tinDibutylstannium oxideTin, dibutyl-, oxideT435H74FO0NSC-28130
Weitere Namen anzeigen
dbtoBu2SnO818-08-6 FASCAT 4201EDJYHXdbotDi-n-butyltinoxide,98%Di-n-Butyl
DTXSID4027315RefChem:132969DTXCID607315212-449-1dibutyl(oxo)tinDibutyltin(IV) oxideDI-N-BUTYLTIN OXIDETin, dibutyloxo-

Datenbank-Bezeichner

CAS
818-08-6
PubChem CID
61221
DTXSID
DTXSID4027315
UNII
T435H74FO0
EC Number
212-449-1
Nikkaji
J7.115C

Eigenschaften

Berechnete Struktureigenschaften

Polarare Oberfläche (TPSA)
17,1 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
1
Frei drehbare Bindungen
6
Schwere Atome
10

Experimentelle und physikochemische Eigenschaften

Chemical ClassesMetals -> Tin Compounds, Organic
LogP5.33 (calculated)
DensityRelative density (water = 1): 1.5
SolubilitySolubility in water, mg/l at 20 °C: 3.9-4.2 (very poor)
Boiling Point161.9 °C
Melting Point105 °C

Physikochemische Eigenschaften

Schmelzpunkt
300 °C · ≥300 °C(lit.)
Siedepunkt
300 °C · >300°C
Dichte
1 · 1,5 g/cm3
Dampfdruck
0 Pa · 0Pa at 25℃
Flammpunkt
81 · 81-83°C
storage temp.
30 °C · Store below +30°C.

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

Danger

H301: Toxic if swallowed [Danger Acute toxicity, oral]

P203, P260, P264, P264+P265, P270, P280, P301+P316, P302+P352, P305+P354+P338, P317, P318, P319, P321, P330, P332+P317, P362+P364, P405, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for 0.8% (5 of 642) of reports.

Danger

H301 (86.4%): Toxic if swallowed [Danger Acute toxicity, oral]

Gefahrenhinweise

Regulatory Information · 5 Einträge

Chemical: Stannane, dibutyloxo-

Hazard Traits - Reproductive Toxicity

Stannane, dibutyloxo- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Stannane, dibutyloxo- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 18-03-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/14790

Dibutyltin oxide: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Stannane, dibutyloxo-: Human health tier II assessment
Fire HazardsCombustible. Gives off irritating or toxic fumes (or gases) in a fire. Finely dispersed particles form explosive mixtures in air.
Hazards Summary · 1 Eintrag

Corrosive to eyes in rabbits, with corneal opacity and other effects not reversed within 7 days; [EPA - TSCATS] Causes flaccid paralysis, general anesthesia, and somnolence in intraperitoneal lethal-dose studies of rats; Causes normocytic anemia in 26-week intermittent oral studies of rats; [RTECS] A skin, eye, and respiratory tract irritant; May cause CNS effects; Chronic exposure may cause liver injury; May be toxic to reproduction or development, based on animal studies; [ICSC] An irritant that may cause serious eye injury; May cause skin sensitization; Toxic by ingestion; Prolonged or repeated exposure may cause thymus injury; Suspected mutagen and teratogen (oropharyngeal malformations); [ECHA REACH Registrations] A mild skin irritant; May cause serious eye injury; Highly toxic by ingestion; Prolonged or repeated exposure may cause organ injury; Teratogenicity observed in rats; [Sigma-Aldrich MSDS] See Tin, organic compounds.

EC ClassificationSymbol: T, N; R: 21-25-36/38-48/23/25-50/53; S: (1/2)-35-36/37/39-45-60-61; Note: A, 1
UN ClassificationUN Hazard Class: 6.1

Sicherheit und Schutzausrüstung

Fire FightingUse water spray, powder, carbon dioxide.
First Aid Measures · 4 Einträge

Fresh air, rest. Refer for medical attention.

Remove contaminated clothes. Rinse and then wash skin with water and soap. Refer for medical attention .

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Give a slurry of activated charcoal in water to drink. Refer for medical attention .

Safe StorageCool. Separated from food and feedstuffs, oxidants and bases. Provision to contain effluent from fire extinguishing.
Exposure Control and Personal Protection0.02 [mg/m3], inhalable fraction, as Sn[German Research Foundation (DFG)]
Spillage Disposal · 1 Eintrag

Personal protection: particulate filter respirator adapted to the airborne concentration of the substance. Do NOT let this chemical enter the environment. Sweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting. Carefully collect remainder. Then store and dispose of according to local regulations.

Eye PreventionWear face shield or eye protection in combination with breathing protection.

Toxikologische Informationen

Health EffectsBreathing or swallowing, or skin contact with organotins, can interfere with the way the brain and nervous system work, causing death in severe cases. Organic tin compounds may also damage the immune and reproductive system. (L307, L308)
Adverse EffectsNeurotoxin - Other CNS neurotoxin
Exposure Routes · 2 Einträge

The substance can be absorbed into the body by inhalation and by ingestion.

Oral (L308) ; inhalation (L308) ; dermal (L308)

Toxicity Summary · 1 Eintrag

Organotin compounds produce neurotoxic and immunotoxic effects. Organotins may directly activate glial cells contributing to neuronal cell degeneration by local release of pro-inflammatory cytokines, tumor necrosis factor-_, and/or interleukins. They may also induce apoptosis by direct action on neuronal cells. Organotin compounds stimulate the neuronal release of and/or decrease of neuronal cell uptake of neurotransmitters in brain tissue, including aspartate, GABA, glutamate, norepinephrine, and serotonin. This may be either a contributing factor to or result of the neuronal cell loss. The immunotoxic effects of organotins are characterized by thymic atrophy caused by the suppression of proliferation of immature thymocytes and apoptosis of mature thymocytes. Organotin compounds are believed to exert these effects by suppressing DNA and protein synthesis, inducing the expression of genes involved in apoptosis (such as nur77), and disrupting the regulation of intracellular calcium levels, giving rise to the uncontrolled production of reactive oxygen species, release of cytochrome c to the cytosol, and the proteolytic and nucleolytic cascade of apoptosis. The suppression of proliferation of immature thymocytes further results in the suppression of T-cell-mediated immune responses. Organotins are also endocrine disruptors and are believed to contribute to obesity by inappropriate receptor activation, leading to adipocyte differentiation. Inorganic tin triggers eryptosis, contributing to tin-induced anemia. (L308, A182, A184)

Signs and Symptoms · 5 Einträge

Headache. Confusion.

Redness. Pain. Further see Inhalation.

Redness. Pain.

See Inhalation.

Inorganic or organic tin compounds placed on the skin or in the eyes can produce skin and eye irritation. (L308)

ICSC Environmental Data · 1 Eintrag

The substance is very toxic to aquatic organisms. The substance may cause long-term effects in the aquatic environment. This substance does enter the environment under normal use. Great care, however, should be taken to avoid any additional release, for example through inappropriate disposal.

Sicherheitsdaten

wgk
3
tsca
TSCA listed
ridadr
UN 3146 6.1/PG 2
hs_code
29310095
RTECS-Nr.
WH7175000
risk_code
25-68-50/53-48/25-43-41-38-61-60

Chemie und Industrie

Pharmakologische Informationen

Metabolism/Metabolites · 1 Eintrag

Though tin metal is very poorly absorbed, tin compounds may be absorbed via oral, inhalation, or dermal routes, with organotin compounds being much more readily absorbed than inorganic tin compounds. Tin may enter the bloodstream and bind to hemoglobin, where it is distributed and accumulates mainly in the kidney, liver, lung, and bone. Organotin compounds may undergo dealkylation, hydroxylation, dearylation, and oxidation catalyzed by cytochrome P-450 enzymes in the liver. The alkyl products of dealkylation are conjugated with glutathione and further metabolized to mercapturic acid derivatives. Tin and its metabolites are excreted mainly in the urine and feces. (L308)

Verwendung und Herstellung

Uses · 3 Einträge

Used as a catalyst in synthetic organic chemistry; [Merck Index] Used to formulate adhesives-sealants, paints-coatings-thinners, polymers, products for dying-finishing-impregnating paper-board, textiles, and leather, to make fine chemicals, textiles-leather-fur, pulp-paper-paper products, wood products, rubber products, computer-electronic-optical products, in general manufacturing, and building and construction work; [ECHA REACH Registrations] Permitted for use as an inert ingredient in non-food pesticide products; [EPA]

Pulp and Paper Processing [Category: Industry]

Dibutyltin oxide is used mainly in organic synthesis. (L312)

U.S. Production2023: 2,500,000 - <4,000,000 lb
Consumer UsesCatalyst
Industry UsesPolymerization promoter
Household ProductsInformation on 1 consumer products that contain Dibutyltin oxide in the following categories is provided:
General Manufacturing Information · 2 Einträge

All Other Chemical Product and Preparation Manufacturing

Stannane, dibutyloxo-: ACTIVE

Anwendungen

VerwendenDibutyltin oxide is used in studies pertaining to discovering novel antitumor agents. Antifungal activity.

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