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Triethyltin bromide

HCID 17701
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
2767-54-6
Standard SMILES
C[CH2][Sn]([Br])([CH2]C)[CH2]C
InChIKey
KQPIFPBKXYBDGV-UHFFFAOYSA-M
Molecular formula
C6H15BrSn
Average molar mass
285.8 g/mol
Monoisotopic mass
285.93790728

Overview

Triethyl tin bromide is a clear colorless liquid. (NTP, 1992)

Names & identifiers

Preferred name
Triethyltin bromide
IUPAC
bromo(triethyl)stannane
English name
Triethyltin bromide
Molecular formula
C6H15BrSn
Molecular weight
285.8

Names & synonyms

Triethyltin bromide2767-54-6BromotriethylstannaneTriethyl tin bromideTriethylstannium bromideTin, triethyl-, bromideDTXSID9040712triethylstannyl bromideUOP17166KCBROMOTRIETHYLTINTIN, BROMOTRIETHYL-DTXCID7020712
Show more names
TRIETHYLBROMOTINtriethyl-tibromideTIN TRIETHYL BROMIDETRI-N-ETHYLTINBROMIDEbromotriethyl-stannanTriethyltin bromide 97%triethylstanniumbromide
RefChem:121645220-443-5STANNANE, BROMOTRIETHYL-bromo(triethyl)stannaneEINECS 220-443-5UNII-UOP17166KCBromotriethyl-tin; Bromotriethylstannane; Bromotriethyltin; Triethylstannyl BromideKQPIFPBKXYBDGV-UHFFFAOYSA-M

Database identifiers

CAS
2767-54-6
PubChem CID
17701
DTXSID
DTXSID9040712
UNII
UOP17166KC
EC Number
220-443-5

Properties

Computed structural properties

Topological polar surface area
0 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
0
Rotatable bonds
3
Heavy atoms
8
Formal charge
0
Complexity
51.3

Experimental & physicochemical properties

Density1.63 at 68 °F (NTP, 1992) - Denser than water; will sink
Solubility5 to 10 mg/mL at 72 °F (NTP, 1992)
Flash Point210 °F (NTP, 1992)
Boiling Point435 °F at 760 mmHg (NTP, 1992)
Melting Point7.7 °F (NTP, 1992)
Physical DescriptionTriethyl tin bromide is a clear colorless liquid. (NTP, 1992)

Physicochemical properties

Melting point
-13.5 °C · -13.5 °C
Boiling point
222 · 222-224 °C (lit.)
Density
1.63 g/mL · 1.63 g/mL at 25 °C (lit.)
refractive index
20 · n 20/D 1.526 (lit.)
Flash point
99 °C · 99 °C - closed cup
form
liquid
color
colorless

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 · 4 items

Danger

H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]

P260, P262, P264, P270, P271, P273, P280, P284, P301+P316, P302+P352, P304+P340, P316, P320, P321, P330, P361+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 43 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

DOT LabelCorrosive
Fire HazardsThis chemical is combustible. (NTP, 1992)
Health HazardsSYMPTOMS: Symptoms of exposure to related compounds include acute burns, damage to the central nervous system, headache, dizziness, photophobia, vomiting, urinary retention, nausea, weakness, flaccid paralysis of the limbs and EEG changes.
Reactive GroupSalts, Acidic
Reactivity ProfileTRIETHYL TIN BROMIDE is incompatible with strong oxidizers. Corrosive. (NTP, 1992).
Air and Water ReactionsThis chemical is sensitive to moisture. Slightly water soluble.
Hazard Classes and CategoriesAcute Tox. 2 (100%)

Safety & protection

Chemistry & industry

Pharmacology

Metabolism/Metabolites · 1 item

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. Bromine is mainly absorbed via inhalation, but may also enter the body through dermal contact. Bromine salts can be ingested. Due to its reactivity, bromine quickly forms bromide and may be deposited in the tissues, displacing other halogens. (L626, L308)

Uses & manufacturing

General Manufacturing InformationStannane, bromotriethyl-: ACTIVE

Applications

UsesTriethyltin Bromide is used as an endocrine disrupting compound, inducing adipogenesis through RXR and PPAR╬│ activation.

General DescriptionClear colorless liquid.

Related reactions

7 records
New reaction record
HRID 945303 reaction equation
HRID 945303As reactantValidation data from https://doi.org/10.1039/C8SC04228D
HRID 948642 reaction equation
HRID 948642As reactantValidation data from https://doi.org/10.1039/C8SC04228D
HRID 2220119 reaction equation
HRID 2220119As reactantuspto-grants-2008_08
HRID 2220123 reaction equation
HRID 2220123As reactantuspto-grants-2008_08
HRID 2220124 reaction equation
HRID 2220124As reactantuspto-grants-2008_08
HRID 2220133 reaction equation
HRID 2220133As reactantuspto-grants-2008_08
HRID 2315867 reaction equation
HRID 2315867As reactantTraining data from https://doi.org/10.1039/C8SC04228D (10/10)

Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Specific Gravity
1.63 · 1.63
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
Stability
Stability Combustible. Incompatible with strong oxidizing agents. Moisture-sensitive.
InChI
1S/3C2H5.BrH.Sn/c3*1-2;;/h3*1H2,2H3;1H;/q;;;;+1/p-1
InChIKey
KQPIFPBKXYBDGV-UHFFFAOYSA-M
SMILES
CC[Sn](Br)(CC)CC
CAS DataBase Reference
2767 · 2767-54-6
FDA UNII
17166 KC · UOP17166KC
EPA Substance Registry System
Stannane, bromotriethyl- (2767-54-6)
UNSPSC Code
12352103 · 12352103
NACRES
22 · NA.22
Symbol(GHS)
6 · GHS06,GHS09
Signal word
Danger
Hazard statements
300 · H300+H310+H330-H410
Precautionary statements
262 · P262-P264-P273-P280-P302+P352+P310-P304+P340+P310
PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes
T+,N
Risk Statements
26 · 26/27/28-50/53
Safety Statements
26 · 26-27-28-45-60-61
RIDADR
3265 · UN 3265 8/PG 2
WGK Germany
2 · 2
RTECS
6740000 · WH6740000
TSCA
TSCA listed
HazardClass
6.1 · 6.1
PackingGroup
II
HS Code
29310099 · 29310099
Storage Class
6.1 A · 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
Hazard Classifications
1 DermalAcute · Acute Tox. 1 DermalAcute Tox. 2 InhalationAcute Tox. 2 OralAquatic Acute 1Aquatic Chronic 1
Fire Fighting
Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 item

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Nonfire Spill Response · 1 item

SMALL SPILLS AND LEAKAGE: If you spill this chemical, FIRST REMOVE ALL SOURCES OF IGNITION. Then, use absorbent paper to pick up all liquid spill material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Isolation and EvacuationExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Personal Protective Equipment (PPE)MINIMUM PROTECTIVE CLOTHING: If Tyvek-type disposable protective clothing is not worn during handling of this chemical, wear disposable Tyvek-type sleeves taped to your gloves.
Immediately Dangerous to Life or Health (IDLH)25 mg Sn/m3 (NIOSH, 2024)

Toxicology

Treatment · 1 item

EYES: irrigate opened eyes for several minutes under running water. INGESTION: do not induce vomiting. Rinse mouth with water (never give anything by mouth to an unconscious person). Seek immediate medical advice. SKIN: should be treated immediately by rinsing the affected parts in cold running water for at least 15 minutes, followed by thorough washing with soap and water. If necessary, the person should shower and change contaminated clothing and shoes, and then must seek medical attention. INHALATION: supply fresh air. If required provide artificial respiration.

Health Effects · 1 item

Breathing or swallowing, or skin contact with organotins, can interfere with the way the brain and nervous system work, causing death in severe cases. Organic tin compounds may also damage the immune and reproductive system. Bromine vapour causes irritation and direct damage to the mucous membranes. Elemental bromine also burns the skin. The bromide ion is a central nervous system depressant and chronic exposure produces neuronal effects. This is called bromism and can result in central reactions reaching from somnolence to coma, cachexia, exicosis, loss of reflexes or pathologic reflexes, clonic seizures, tremor, ataxia, loss of neural sensitivity, paresis, papillar edema of the eyes, abnormal speech, cerebral edema, delirium, aggressiveness, and psychoses. (L625, L626, L627, L307, L308)

Exposure RoutesOral (L308) ; inhalation (L308) ; dermal (L308)
Toxicity Summary · 1 item

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. Bromine is a powerful oxidizing agent and is able to release oxygen free radicals from the water in mucous membranes. These free radicals are also potent oxidizers and produce tissue damage. In additon, the formation of hydrobromic and bromic acids will result in secondary irritation. The bromide ion is also known to affect the central nervous system, causing bromism. This is believed to be a result of bromide ions substituting for chloride ions in the in actions of neurotransmitters and transport systems, thus affecting numerous synaptic processes. (L626, L627, A543, L308, A182, A184)

Signs and Symptoms · 1 item

Inorganic or organic tin compounds placed on the skin or in the eyes can produce skin and eye irritation. Bromine vapour causes irritation and direct damage to the mucous membranes. Symptoms include lacrimation, rhinorrhoea, eye irritation with mucous secretions from the oropharyngeal and upper airways, coughing, dyspnoea, choking, wheezing, epistaxis, and headache. The bromide ion is a central nervous system depressant producing ataxia, slurred speech, tremor, nausea, vomiting, lethargy, dizziness, visual disturbances, unsteadiness, headaches, impaired memory and concentration, disorientation and hallucinations. This is called bromism. (L626, L627, L308)

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

Safety data

PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk
2
tsca
TSCA listed
rtecs
WH6740000
ridadr
UN 3265 8/PG 2
hs_code
29310099
risk_code
26/27/28-50/53
Signal word
Danger
Symbol(GHS)
GHS06,GHS09
hazard_code
T+,N
safety_code
26-27-28-45-60-61
hazard_class
6.1
Storage Class
6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
packing_group
II
Hazard statements
H300+H310+H330-H410
Hazard Classifications
Acute Tox. 1 DermalAcute Tox. 2 InhalationAcute Tox. 2 OralAquatic Acute 1Aquatic Chronic 1
Precautionary statements
P262-P264-P273-P280-P302+P352+P310-P304+P340+P310