Trimethyltin hydroxide
- Product Name
- Trimethyltin hydroxide
- CAS No.
- 56-24-6
- Chemical Name
- Trimethyltin hydroxide
- Synonyms
- trimethylstannanol;trimethylstannylhydroxide;TRIMETHYLTIN(IV) HYDROXIDE;hydroxytrimethylstannane;trimethylhydroxytin;hydroxytrimethyltin;hydroxytrimethyl-ti;rimethyltin,hydrate;trimethyl-tihydroxide;TRIMETHYLTIN HYDROXIDE
- CBNumber
- CB4440435
- Molecular Formula
- C3H10OSn
- Formula Weight
- 180.82
- MOL File
- 56-24-6.mol
Trimethyltin hydroxide Property
- Melting point:
- 118°C
- Boiling point:
- 80°C
- RTECS
- WH8400000
- Flash point:
- 26℃
- solubility
- Chloroform (Soluble, Sonicated), Methanol (Slightly, Sonicated), Water (Sparingly)
- form
- Powder
- pka
- 6.36±0.70(Predicted)
- color
- White
- Water Solubility
- Soluble in water.
- Sensitive
- Moisture Sensitive
- Exposure limits
- ACGIH: TWA 0.1 mg/m3; STEL 0.2 mg/m3 (Skin)
NIOSH: IDLH 25 mg/m3; TWA 0.1 mg/m3 - EPA Substance Registry System
- Stannane, hydroxytrimethyl- (56-24-6)
Safety
- Risk Statements
- 20/21/22
- Safety Statements
- 22-36/37/39-45
- RIDADR
- 3146
- HazardClass
- 6.1
- PackingGroup
- III
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Hazard statements
-
H300Fatal if swallowed
H310Fatal in contact with skin
H330Fatal if inhaled
H400Very toxic to aquatic life
H410Very toxic to aquatic life with long lasting effects
- Precautionary statements
-
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P320Specific treatment is urgent (see … on this label).
P330Rinse mouth.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- CDS025240
- Product name
- Trimethylstannanol
- Purity
- AldrichCPR
- Packaging
- 100MG
- Price
- $99.7
- Updated
- 2024/03/01
- Product number
- 071167
- Product name
- Trimethyltin hydroxide, 98%
- Packaging
- 1g
- Price
- $69.6
- Updated
- 2023/06/20
- Product number
- 071167
- Product name
- Trimethyltin hydroxide, 98%
- Packaging
- 5g
- Price
- $252
- Updated
- 2023/06/20
- Product number
- 93-5085
- Product name
- Trimethyltin hydroxide, 98%
- Packaging
- 2g
- Price
- $94
- Updated
- 2024/03/01
- Product number
- 93-5085
- Product name
- Trimethyltin hydroxide, 98%
- Packaging
- 10g
- Price
- $375
- Updated
- 2024/03/01
Trimethyltin hydroxide Chemical Properties,Usage,Production
Chemical Properties
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.
Uses
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.
Reactions
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.
References
[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 Preparation Products And Raw materials
Raw materials
Preparation Products
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