Trimethyltin chloride
Product Information
Molecular Formula
C3H9ClSn
Molecular Weight
199.27
Description
Trimethyltin chloride is an organotin reagent widely used in transferring trimethylstannyl groups onto the substrates to synthesize various organostannanes. Trimethylstannyl compounds derived from this reagent, are extensively used in the palladium-catalyzed Stille coupling reactions.
Synonyms
CHLOROTRIMETHYLSTANNANE; CHLOROTRIMETHYLTIN; TIN TRIMETHYL CHLORIDE; TRIMETHYLCHLOROTIN; TRIMETHYLTIN(IV) CHLORIDE; TRIMETHYLTIN CHLORIDE; (CH3)3SnCl; ai3-28454
IUPAC Name
chloro(trimethyl)stannane
SMILES
C[Sn](C)(C)Cl
InChI
InChI=1S/3CH3.ClH.Sn/h3*1H31H/q+1/p-1
InChI Key
KWTSZCJMWHGPOS-UHFFFAOYSA-M
Boiling Point
148°C
Melting Point
37-39°C
Flash Point
206.6 °F - closed cup
Purity
>98.0%(GC)
Density
0.988 g/mL at 25 °C
Solubility
Soluble in chloroform and organic solvents.
Appearance
Solid.
Application
A byproduct of methyltin manufacture; Used as an experimental pesticide.
Storage
Poison room
Decomposition
When heated to decomposition it emits toxic fumes of chlorides.
Safety Information
Hazards
H300 + H310 + H330 - H410
Precautionary Statement
P262 - P273 - P280 - P301 + P310 + P330 - P302 + P352 + P310 - P304 + P340 + P310
Computed Properties
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
0
Rotatable Bond Count
0
Exact Mass
199.941481 g/mol
Monoisotopic Mass
199.941481 g/mol
Topological Polar Surface Area
0Ų
Heavy Atom Count
5
Formal Charge
0
Complexity
28.4
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-113929880-A | Ester thiazole wide band gap polymer and application thereof in photoelectric device | 2021-10-29 |
| CN-113717216-A | Preparation method of trimethyltin chloride | 2021-10-15 |
| CN-113956446-A | Semiconductor polymer for treating hypoxic tumor, preparation method and application | 2021-10-12 |
| CN-113880829-A | Organic photovoltaic material with central structural unit having non-condensed characteristic and preparation method thereof | 2021-09-29 |
| CN-113831514-A | End-capped polymer and preparation method and application thereof | 2021-09-28 |
| CN-113788854-A | Preparation method of isooctyl thioglycolate trimethyl tin | 2021-09-24 |
| CN-113861389-A | Polymer semiconductors containing quinoid donor-acceptor units, their preparation and use | 2021-09-15 |
| CN-113501940-A | D-A type conjugated polymer and preparation method and application thereof | 2021-08-26 |
| CN-113698422-A | Organic small molecule receptor material based on asymmetric thieno-isobenzopyran units and application | 2021-08-24 |
| CN-113861388-A | Melt-processable polymer material, and preparation method and application thereof | 2021-08-18 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 33865920 | 2021-07-01 | The main mechanisms of trimethyltin chloride-induced neurotoxicity: Energy metabolism disorder and peroxidation damage | Toxicology letters |
| 32879254 | 2020-01-01 | Mechanism in bradycardia induced by Trimethyltin chloride: Inhibition activity and expression of Na+/K+-ATPase and apoptosis in myocardia | The Journal of toxicological sciences |
| 30993381 | 2019-06-01 | In vitro models to study insulin and glucocorticoids modulation of trimethyltin (TMT)-induced neuroinflammation and neurodegeneration, and in vivo validation in db/db mice | Archives of toxicology |
| 27729293 | 2017-02-01 | Development and characterization of a human embryonic stem cell-derived 3D neural tissue model for neurotoxicity testing | Toxicology in vitro : an international journal published in association with BIBRA |
| 27015953 | 2017-01-01 | Fingerprinting of neurotoxic compounds using a mouse embryonic stem cell dual luminescence reporter assay | Archives of toxicology |
| 23423712 | 2013-07-01 | Apoptosis induced by trimethyltin chloride in human neuroblastoma cells SY5Y is regulated by a balance and cross-talk between NF-κB and MAPKs signaling pathways | Archives of toxicology |
| 23000284 | 2012-12-16 | Early life stage trimethyltin exposure induces ADP-ribosylation factor expression and perturbs the vascular system in zebrafish | Toxicology |
| 22426162 | 2012-05-15 | The selective norepinephrine reuptake inhibitor atomoxetine counteracts behavioral impairments in trimethyltin-intoxicated rats | European journal of pharmacology |
| 22357484 | 2011-10-01 | [The protein expression profiles induced by trimethyltin chloride in Vero cells] | Zhonghua lao dong wei sheng zhi ye bing za zhi = Zhonghua laodong weisheng zhiyebing zazhi = Chinese journal of industrial hygiene and occupational diseases |
| 22130242 | 2011-01-01 | Indomethacin ameliorates trimethyltin-induced neuronal damage in vivo by attenuating oxidative stress in the dentate gyrus of mice | Biological & pharmaceutical bulletin |
