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Tetramethylzinn

Tetramethyltin

HCID 11661
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Grundinformationen

CAS
594-27-4
Standard-SMILES
[CH3][Sn]([CH3])([CH3])[CH3]
InChIKey
VXKWYPOMXBVZSJ-UHFFFAOYSA-N
Summenformel
C4H12Sn
Durchschnittliche Molmasse
178,85 g/mol
Monoisotopische Masse
179,996103

Überblick

Tetramethyltin is an organotin compound carrying four methyl groups. It has a role as a NMR chemical shift reference compound.

Namen und Bezeichner

Bevorzugter Name
Tetramethyltin
IUPAC
tetramethylstannane
Lokaler Name
Tetramethylzinn
Englischer Name
Tetramethyltin
Summenformel
C4H12Sn
Molmasse
178.85

Namen und Synonyme

TetramethyltinTetramethylstannaneStannane, tetramethyl-Tin tetramethylTETRAMETHYL TINTin, tetramethyl-TetramethylcinSnMe4(CH3)4SnTetramethylcin [Czech]CCRIS 6329[SnMe4]
Weitere Namen anzeigen
etramethyltintetramethyl-tiTetramethyltin,98%TETRAMETHYLTIN(IV)tetramethyl-stannan
UNII-8V4XU9DPBK8V4XU9DPBKEINECS 209-833-6BRN 3647887AI3-28458TETRAMETHYLSTANNANE-DTXSID4052261CHEBI:30420

Datenbank-Bezeichner

CAS
594-27-4
PubChem CID
11661
DTXSID
DTXSID4052261
ChEBI
CHEBI:30420
UNII
8V4XU9DPBK
EC Number
209-833-6
Nikkaji
J43.378K

Eigenschaften

Berechnete Struktureigenschaften

Polarare Oberfläche (TPSA)
0 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
0
Frei drehbare Bindungen
0
Schwere Atome
5
Formalladung
0
Komplexität
19,1

Experimentelle und physikochemische Eigenschaften

Chemical ClassesMetals -> Tin Compounds, Organic
Endocrine DisruptorsPotential endocrine disrupting compound
Vapor Pressure110.0 [mmHg]
Physical DescriptionClear colorless liquid; [Gelest MSDS]

Physikochemische Eigenschaften

Schmelzpunkt
54 °C · −54 °C (−65 °F; 219 K)
Siedepunkt
74 to · 74 to 76 °C (165 to 169 °F; 347 to 349 K)
Dichte
1.291 g · 1.291 g cm−3
Brechungsindex
1.44 · 1.44
Flammpunkt
12 °C · −12 °C (10 °F; 261 K)
storage temp.
30 °C · Store below +30°C.
Aggregatzustand
liquid
Farbe
Colorless
Wichte
1.291 · 1.291
Wasserlöslichkeit
Insoluble in water. Soluble in organic solvents
BRN
3647887 · 3647887
Henry's Law Constant
9.4 · 9.4×10-6 mol/(m3Pa) at 25℃, Abraham and Nasehzadeh (1981)
InChI
1S/4CH3.Sn/h4*1H3;
InChIKey
VXKWYPOMXBVZSJ-UHFFFAOYSA-N
SMILES
[Sn](C)(C)(C)C
CAS Datenbank
594 · 594-27-4(CAS DataBase Reference)
EPA chemische Informationen
Stannane, tetramethyl- (594-27-4)

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 · 6 Einträge

Danger

H225 (50%): Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P260, P262, P264, P270, P271, P273, P280, P284, P301+P316, P302+P352, P303+P361+P353, P304+P340, P316, P320, P321, P330, P361+P364, P370+P378, P391, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 94 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

H225: Highly Flammable liquid and vapor [Danger Flammable liquids]

Gefahrenhinweise

Regulatory Information · 2 Einträge

Chemical: Stannane, tetramethyl-

Tetramethyltin: HSNO Approval: HSR004718 Approved with controls

Hazards Summary · 1 Eintrag

Causes lachrymation and convulsions in inhalation lethal-concentration studies of mice; [RTECS] May cause severe eye irritation; Symptoms reported from inhalation exposure include bradycardia, hypertension, nausea, vomiting, respiratory tract irritation, abrupt variation in sinus rhythm, and short term memory loss; Higher level inhalation exposure has been reported to cause brain cell and limbic system damage; May be absorbed through skin; Oral LD50 (rat) = 195-331 mg/kg; Chronic exposure may cause memory loss, exhibition of rage and anger, and decreased sexual function; [Gelest MSDS] See Tetraethyl tin.

Hazard Classes and Categories · 2 Einträge

Flam. Liq. 2 (50%)

Flammable liquids - Category 2

Sicherheit und Schutzausrüstung

Exposure Control and Personal Protection · 2 Einträge

TIH (Toxic Inhalation Hazard) - Term used to describe gases and volatile liquids that are toxic when inhaled. Some are TIH materials themselves, e.g., chlorine, and some release TIH gases when spilled in water, e.g., chlorosilanes. [ERG 2016].

0.005 [mg/m3](can also occur as vapor and aerosol)[German Research Foundation (DFG)]

Threshold Limit Values (TLV) · 2 Einträge

0.1 [mg/m3], as Sn

0.2 [mg/m3], as Sn

Permissible Exposure Limit (PEL)0.1 [mg/m3], as Sn
Immediately Dangerous to Life or Health (IDLH)25.0 [mg/m3], as Sn

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 RoutesOral (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 SymptomsInorganic or organic tin compounds placed on the skin or in the eyes can produce skin and eye irritation. (L308)
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Toxicity DataLCLo (mouse) = 2,550 mg/m3/10min

Sicherheitsdaten

wgk
2
tsca
TSCA listed
ridadr
UN 3384 6.1/PG 1
hs_code
2931900090
RTECS-Nr.
WH8630000
risk_code
26/27/28-50/53
hazard_code
T+,N
safety_code
26-27-28-45-60-61
hazard_class
3
packing_group
II
Speicherklasse
3 - Flammable liquids
Hazard Classifications
Acute Tox. 1 DermalAcute Tox. 2 InhalationAcute Tox. 2 OralAquatic Acute 1Aquatic Chronic 1Flam. Liq. 2

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

UsesTetramethyltin is used in organic synthesis for transition-metal mediated conversion of acid chlorides to methyl ketones and aryl halides to aryl methyl ketones. (L315)
General Manufacturing InformationStannane, tetramethyl-: ACTIVE

Anwendungen

VerwendenTetramethyltin is used in many organic syntheticreactions.

Vor- und nachgelagerte Produkte

Nachgelagerte Produkte

7-methoxy-4-methylquinoline2-Acetyl-6-bromonaphthalene4-Hydroxy-1-methyl-7-phenoxy-3-isoquinolinecarboxylic acid methyl ester8-Bromo-2-methyl-quinolineTrimethylzinnchloridEthyl 4-acetylbenzoate3-Pyridinecarboxylic acid, 2,4-dimethyl-6-(trifluoromethyl)-, ethyl ester

Ergänzende Hinweise

DefinitionChEBI: An organotin compound carrying four methyl groups.

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