Basic information
- Standard SMILES
CCCCCCC[CH2][Sn]([Cl])([Cl])[CH2]CCCCCCC- InChIKey
SBOSGIJGEHWBKV-UHFFFAOYSA-L- Molecular formula
- C16H34Cl2Sn
- Average molar mass
- 416.1 g/mol
- Monoisotopic mass
- 416.10595115
Overview
Di-n-octyltin dichloride is an organotin compound. Tin is a chemical element with the symbol Sn and atomic number 50. It is a natural component of the earth's crust and is obtained chiefly from the mineral cassiterite, where it occurs as tin dioxide. (L307, L309)
Names & identifiers
- Preferred name
- Dioctyltin dichloride
- IUPAC
- dichloro(dioctyl)stannane
- English name
- DI-N-OCTYLTIN DICHLORIDE
- Molecular formula
- C16H34Cl2Sn
- Molecular weight
- 416.06
Names & synonyms
Show more names
Database identifiers
- CAS
3542-36-7- PubChem CID
- 77080
- DTXSID
DTXSID2029662- UNII
- TZ52I3CR3Q
- EC Number
- 222-583-2
Properties
Computed structural properties
- Topological polar surface area
- 0 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 0
- Rotatable bonds
- 14
- Heavy atoms
- 19
- Formal charge
- 0
- Complexity
- 166
Experimental & physicochemical properties
Physical Description
Liquid; Liquid; Other Solid
White solid; [OECD SIDS] Crystalline solid; [Alfa Aesar MSDS]
Physicochemical properties
- Melting point
- 46 · 46-48°C
- Boiling point
- 175 °C · 175°C 1mm
- Density
- 1 · 1,175 g/cm3
- vapor pressure
- 0.001 Pa · 0.001Pa at 25℃
- RTECS
- 7247000 · WH7247000
- Flash point
- 204 °C · 204°C
- form
- solid
- Specific Gravity
- 1.17 · 1.17
- Water Solubility
- Insoluble in water.
- Hydrolytic Sensitivity
- 5 · 5: forms reversible hydrate
- Sensitive
- Moisture Sensitive
- Exposure limits
- 0.1 mg/m3; · ACGIH: TWA 0.1 mg/m3; STEL 0.2 mg/m3 (Skin)NIOSH: IDLH 25 mg/m3; TWA 0.1 mg/m3
- CAS DataBase Reference
- 3542 · 3542-36-7(CAS DataBase Reference)
- Indirect Additives used in Food Contact Substances
- DICHLORODIOCTYLSTANNANE
- FDA 21 CFR
- 178.265 · 178.2650
- FDA UNII
- 52 I3CR3Q · TZ52I3CR3Q
- EPA Substance Registry System
- Stannane, dichlorodioctyl- (3542-36-7)
- Symbol(GHS)
- 5 · GHS05
- Signal word
- Danger
- Hazard statements
- 314 · H314-H318-H413
- Precautionary statements
- 260 h-P301+P330+P331-P303+P361+P353-P305+P351+P338-P405-P501a · P260h-P301+P330+P331-P303+P361+P353-P305+P351+P338-P405-P501a
- Risk Statements
- 36 · 36/37/38-48/20/22
- Safety Statements
- 26 · 26-35-36/37/39
- RIDADR
- 3146 · 3146
- TSCA
- TSCA listed
- HazardClass
- 6.1 · 6.1
- PackingGroup
- II
- HS Code
- 29319090 · 29319090
- REACH Registrations
- Active
Safety & regulation
GHS classification
GHS Classification
Danger
H330: Fatal if inhaled [Danger Acute toxicity, inhalation]
P203, P260, P264, P270, P271, P273, P280, P284, P304+P340, P316, P318, P319, P320, P403+P233, P405, and P501 (click each P-code to see the statement)
Danger
H314 (18.2%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
P203, P260, P264, P270, P271, P273, P280, P284, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P318, P319, P320, P321, P363, P403+P233, P405, and P501 (click each P-code to see the statement)
Hazard information
Regulatory Information
Chemical: Stannane, dichlorodioctyl-
Hazard Traits - Reproductive Toxicity
Stannane, dichlorodioctyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Stannane, dichlorodioctyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Status: Active Update: 19-08-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/14165
Hazards Summary
The thioglycolate ester isomers are dioctyltin bis(2-ethylhexyl thioglycolate) CAS# 15571-58-1 and dioctyltin bis(isooctyl thioglycolate) CAS# 26401-97-8; [OECD SIDS] An irritant; Toxic by ingestion, inhalation, and skin absorption; [Alfa Aesar MSDS] See Tin, organic compounds. See Trichlorooctylstannane.
Hazard Classes and Categories
Acute Tox. 2 (77.3%)
Acute toxicity (inhalation) - category 2
Acute toxicity (Inhalation: Dusts and mists) - Category 2
Repr. 1B
Safety & protection
Threshold Limit Values (TLV)
0.1 [mg/m3], as Sn
0.2 [mg/m3], as Sn
Toxicology
Toxicity Summary
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)
Safety data
- tsca
- TSCA listed
- ridadr
- 3146
- hs_code
- 29319090
- risk_code
- 36/37/38-48/20/22
- Signal word
- Danger
- Symbol(GHS)
- GHS05
- safety_code
- 26-35-36/37/39
- hazard_class
- 6.1
- packing_group
- II
- Hazard statements
- H314-H318-H413
- REACH Registrations
- Active
- Precautionary statements
- P260h-P301+P330+P331-P303+P361+P353-P305+P351+P338-P405-P501a
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
Uses
Always produced as a mixture with monooctyltin trichloride (MOTC, CAS# 3091-25-6); Used as a heat stabilizer for polyvinyl chloride (PVC) and chlorinated PVC (CPVC) with applications including films (including indirect food contact), sheets, injection mouldings, pipes, and sidings; [OECD SIDS]
General Manufacturing Information
All Other Chemical Product and Preparation Manufacturing
Stannane, dichlorodioctyl-: ACTIVE
Applications
UsesDi-n-octyldichlorotin compounds are used as intermediates in the production of other organotin chemicals. Metatin and Acima. These products are also used as catalysts or industrial intermediates in the production of polyurethanes, silicone resins, synthetic lubricants, and MS polymer sealants.
Suppliers48 total
Related reactions
Linked notes
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