ジブチルすずオキシド

Dibutyltin oxide

HCID 61221CAS 818-08-6

基本情報

標準SMILES
CCC[CH2][Sn](=[O])[CH2]CCC
InChIKey
JGFBRKRYDCGYKD-UHFFFAOYSA-N
分子式
C8H18OSn
平均分子量
248.94 g/mol
単同位体質量
250.0379599

概要

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)

名称と識別子

優先名称
Dibutyltin oxide
IUPAC
dibutyl(oxo)tin
現地名
ジブチルすずオキシド
英語名
Dibutyltin oxide
分子式
C8H18OSn
分子量
248.94

名称と別名

Dibutyltin oxide818-08-6DibutyloxotinDibutyloxostannaneStannane, dibutyloxo-Dibutylstannane oxidedibutylstannanoneDibutyloxide of tinDibutylstannium oxideTin, dibutyl-, oxideT435H74FO0NSC-28130
名称をさらに表示
ジブチルすずオキシドジブチルオキソすず(IV)ジブチルオキソスタンナンジブチルすず(IV)オキシドオキソジブチルスタンナンジブチルオキソスズ酸塩ジブチル錫オキサイド酸化ジブチルすず酸化ジブチルすず()ジブチルオキソスズ酸ジ-n-ブチルオキソスズジブチルスズオキサイド酸化ジブチルすず標準品ジ-N-ブチルすずオキシド酸化ジブチルすず(IV)ジ-n-ブチルすずオキシド, 98%dbtoBu2SnO818-08-6 FASCAT 4201EDJYHXdbotDi-n-butyltinoxide,98%Di-n-Butyl
DTXSID4027315RefChem:132969DTXCID607315212-449-1dibutyl(oxo)tinDibutyltin(IV) oxideDI-N-BUTYLTIN OXIDETin, dibutyloxo-

データベース識別子

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

物性

構造計算による物性

極性表面積
17.1 Ų
水素結合供与体数
0
水素結合受容体数
1
回転可能結合数
6
重原子数
10

実験および物理化学的性質

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

物理化学的性質

融点
300 °C · ≥300 °C(lit.)
沸点
300 °C · >300°C
比重(密度)
1 · 1,5 g/cm3
蒸気圧
0 Pa · 0Pa at 25℃
闪点
81 · 81-83°C
貯蔵温度
30 °C · Store below +30°C.

化学的性質

化学的特性white fine powder

安全と法規制

GHS分類

GHS Classification · 6 件

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]

危険有害性情報

Regulatory Information · 5 件

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 件

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

安全と保護具

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

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 件

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.

毒性情報

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 件

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

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

Toxicity Summary · 1 件

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 件

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 件

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.

安全データ

wgk
3
tsca
TSCA listed
rtecs
WH7175000
ridadr
UN 3146 6.1/PG 2
毒性
LD50 orally in Rabbit: 487 mg/kg LD50 dermal Rabbit > 2000 mg/kg
PRTR法
1-239

化学と産業

薬理情報

Metabolism/Metabolites · 1 件

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)

用途と製造

Uses · 3 件

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 件

All Other Chemical Product and Preparation Manufacturing

Stannane, dibutyloxo-: ACTIVE

応用分野

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

調製方法

純化方法It is prepared by hydrolysis of di-n-butyltin dichloride with KOH. Hence wash it with a little aqueous M KOH, then H2O and dry at ~80o/10mm until the IR is free from OH bands. [Cummings Aust J Chem 18 98 1965, Beilstein 4 I 588.]

関連反応

491 件

関連ノート

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Dibutyltin oxide (HCID 61221)|化工社