Trimethyltin hydroxide

Bezeichnung:Trimethyltin hydroxide

CAS-Nr56-24-6

Englisch Name:Trimethyltin hydroxide

CBNumberCB4440435

SummenformelC3H10OSn

Molgewicht180.82

MOL-Datei56-24-6.mol

Trimethyltin hydroxide physikalisch-chemischer Eigenschaften

Schmelzpunkt	118°C
Siedepunkt	80°C
RTECS-Nr.	WH8400000
Flammpunkt	26℃
Löslichkeit	Chloroform (Soluble, Sonicated), Methanol (Slightly, Sonicated), Water (Sparingly)
pka	6.36±0.70(Predicted)
Aggregatzustand	Powder
Farbe	White
Wasserlöslichkeit	Soluble in water.
Sensitive	Moisture Sensitive
Expositionsgrenzwerte	ACGIH: TWA 0.1 mg/m3; STEL 0.2 mg/m3 (Skin) NIOSH: IDLH 25 mg/m3; TWA 0.1 mg/m3
InChI	InChI=1S/3CH3.H2O.Sn/h3*1H3;1H2;/q;;;;+1/p-1
InChIKey	OJZNYUDKNVNEMV-UHFFFAOYSA-M
SMILES	[Sn](O)(C)(C)C
EPA chemische Informationen	Stannane, hydroxytrimethyl- (56-24-6)

Sicherheit

R-Sätze:	20/21/22
S-Sätze:	22-36/37/39-45
RIDADR	3146
WGK Germany	WGK 3
HazardClass	6.1
PackingGroup	III
Speicherklasse	6.1A - Combustible acute toxic Cat. 1 and 2 very toxic hazardous materials
Hazard Classifications	Acute Tox. 1 Dermal Acute Tox. 2 Inhalation Acute Tox. 2 Oral Aquatic Acute 1 Aquatic Chronic 1

Gefahreninformationscode (GHS)

Trimethyltin hydroxide Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.
S-Sätze Betriebsanweisung:
S22:Staub nicht einatmen.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
Chemische Eigenschaften
Trimethyltin hydroxide is a colorless, white crystals. It is soluble in water and many organic solvents. It is commercially available in the form of large, needle-shaped, crystals with a significant propensity for twinning along the needle axis. The twinning of the trimethyltin hydroxide needle shaped crystals makes finding a single crystal for data collection very difficult.
Verwenden
Trimethyltin hydroxide is used in the synthesis of modified thymines, which is useful as inhibitors of RNase A. It is also used in the preparation of ketoheterocycle inhibitors of fatty acid amide inhibitors. It reacts with 2,2-disubstituted benzothiazolines to form trialkyltin derivatives of sulphur containing Schiff base complexes.
Reaktionen
The synthesis of N-Boc-N-(2-(tritylthio)ethoxy)glycine (4) is illustrated in Scheme 2. O-(2-(tritylthio)ethyl)hydroxylamine (1) was synthesized using the literature method. The aminooxy group was then protected with Boc, followed by alkylation with methyl bromoacetate in the presence of sodium hydride. Saponification of the methyl ester with trimethyltin hydroxide afforded N-Boc-N-(2-(tritylthio)ethoxy)glycine (4) in an overall yield of 19% after three steps of reactions. The Boc and Trt protecting groups in building block 4 are stable to Fmoc SPPS and are readily removable by treatment with trifluoroacetic acid (TFA).
Hazard
A poison.
Einzelnachweise
[1] Anderson, Kirsty M., et al. "Trimethyltin hydroxide: a crystallographic and high Z′ curiosity." Crystal Growth & Design, 2011, 11 3: 820-826. DOI:10.1021/cg101464j.
[2] K. C. NICOLAOU PROF. DR. A Mild and Selective Method for the Hydrolysis of Esters with Trimethyltin Hydroxide[J]. Angewandte Chemie International Edition, 2005, 44 9: 1378-1382. DOI:10.1002/anie.200462207.
[3] ROBIN K HARRIS Patrick R Kenneth J Packer. High-resolution Tin-119 NMR of solid trimethyltin hydroxide[J]. Journal of Magnetic Resonance (1969), 1985, 61 3: Pages 564-566. DOI:10.1016/0022-2364(85)90199-4.
[4] LINGLING PENG, AIMIN SONG* N-tert-Butoxycarbonyl-N-(2-(tritylthio)ethoxy)glycine as a Building Block for Peptide Ubiquitination[J]. Bioconjugate Chemistry Bioconjugate, 2024, 35 2: 245-253. DOI:10.1021/acs.bioconjchem.3c00541.

Trimethyltin hydroxide Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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