Basic information
- CAS
594-27-4- Standard SMILES
[CH3][Sn]([CH3])([CH3])[CH3]- InChIKey
VXKWYPOMXBVZSJ-UHFFFAOYSA-N- Molecular formula
- C4H12Sn
- Average molar mass
- 178.85 g/mol
- Monoisotopic mass
- 179.99609508
Overview
Tetramethyltin is an organotin compound carrying four methyl groups. It has a role as a NMR chemical shift reference compound.
Names & identifiers
- Preferred name
- Tetramethyltin
- IUPAC
- tetramethylstannane
- English name
- TETRAMETHYLTIN
- Molecular formula
- C4H12Sn
- Molecular weight
- 178.85
Names & synonyms
TetramethyltinTetramethylstannaneStannane, tetramethyl-Tin tetramethylTETRAMETHYL TINTin, tetramethyl-TetramethylcinSnMe4(CH3)4SnTetramethylcin [Czech]CCRIS 6329[SnMe4]
Show more names
etramethyltintetramethyl-tiTetramethyltin,98%TETRAMETHYLTIN(IV)tetramethyl-stannan
UNII-8V4XU9DPBK8V4XU9DPBKEINECS 209-833-6BRN 3647887AI3-28458TETRAMETHYLSTANNANE-DTXSID4052261CHEBI:30420
Database identifiers
- CAS
594-27-4- PubChem CID
- 11661
- DTXSID
DTXSID4052261- ChEBI
CHEBI:30420- UNII
- 8V4XU9DPBK
- EC Number
- 209-833-6
- Nikkaji
- J43.378K
Properties
Computed structural properties
- Topological polar surface area
- 0 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 0
- Rotatable bonds
- 0
- Heavy atoms
- 5
- Formal charge
- 0
- Complexity
- 19.1
Experimental & physicochemical properties
Chemical ClassesMetals -> Tin Compounds, Organic
Endocrine DisruptorsPotential endocrine disrupting compound
Vapor Pressure110.0 [mmHg]
Physical DescriptionClear colorless liquid; [Gelest MSDS]
Physicochemical properties
- Melting point
- 54 °C · −54 °C(lit.)
- Boiling point
- 74 · 74-75 °C(lit.)
- Density
- 1.291 g/mL · 1.291 g/mL at 25 °C(lit.)
- refractive index
- 20 · n20/D 1.441(lit.)
- Flash point
- 9 °F · 9 °F
- storage temp.
- 30 °C · Store below +30°C.
- form
- liquid
- Specific Gravity
- 1.291 · 1.291
- color
- colorless
- Water Solubility
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
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]
Hazard information
Regulatory Information
Chemical: Stannane, tetramethyl-
Tetramethyltin: HSNO Approval: HSR004718 Approved with controls
Hazards Summary
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
Flam. Liq. 2 (50%)
Flammable liquids - Category 2
Safety & protection
Chemistry & industry
Pharmacology
Metabolism/Metabolites
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)
Uses & manufacturing
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
Applications
UsesTetramethyltin is used in many organic syntheticreactions.
UsesTetramethylstannane is used in preparation of Biphenyl Pyrazines as PD-1/PD-L1 inhibitors for treating cancer.
Upstream & downstream products
Downstream products
Related reactions
321 records
Compound notes
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