Cyhexatin

Last updated
Cyhexatin
Cyhexatin.svg
Names
IUPAC name
Tricyclohexyltin hydroxide
Other names
  • Cyhexatin
  • Lintex [1]
  • Plictran [1]
  • TCTH [1]
  • Tricyclohexylhydroxytin
  • Tricyclohexyltin(IV) hydroxide
  • Tricyclohexylhydroxylstannane [1]
  • Tricyclohexylstannanol
Identifiers
6099492
ChEBI
ChemSpider
ECHA InfoCard 100.032.757 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 236-049-1
31094
KEGG
PubChem CID
RTECS number
  • WH8750000
UNII
UN number 2811
  • InChI=1S/3C6H11.H2O.Sn/c3*1-2-4-6-5-3-1;;/h3*1H,2-6H2;1H2;/q;;;;+1/p-1
    Key: WCMMILVIRZAPLE-UHFFFAOYSA-M
  • C1CCC(CC1)[Sn](C2CCCCC2)(C3CCCCC3)O
Properties
(C6H11)3SnOH
Molar mass 385.179 g·mol−1
AppearanceColorless crystals or white crystalline powder [1]
Odor Nearly odorless [1]
Melting point 196 °C (385 °F; 469 K) Decomposes above 121 to 131 °C (250 to 268 °F; 394 to 404 K) [1]
Boiling point 228 °C (442 °F; 501 K) (decomposes) [1]
Almost insoluble (less than 1 mg/L) [1]
Solubility
[1]
Solubility in Chloroform 216 g/kg [1]
Solubility in Methanol 37 g/kg [1]
Solubility in Toluene 10 g/kg [1]
Solubility in Benzene 16 g/kg [1]
Vapor pressure Negligible [1]
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 Kidneys and liver damage. [1] High exposure damages the nervous system. [2]
Ingestion hazards
Abdominal pain, diarrhea, nausea, vomiting [1]
Inhalation hazards
Respiratory system and throat irritation [1] [2]
Eye hazards
Irritation and burns
Skin hazards
Irritation and burns, can be absorbed into the body through the skin
GHS labelling: [3]
GHS-pictogram-exclam.svg GHS-pictogram-pollu.svg
Warning
H302, H312, H332, H410
P261, P264, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, P391, P501
Lethal dose or concentration (LD, LC):
  • 458 mg/kg (oral, rabbit)
  • 2422 mg/kg (skin, rabbit)
  • 180 mg/kg (oral, rat)
  • 446 mg/kg (skin, rat)
  • 275 mg/kg (oral, mouse)
  • 800 mg/kg (cat, oral)
  • 800 mg/kg (oral, dog)
  • 800 mg/kg (oral, monkey)
  • 780 mg/kg (oral, guinea pig)
  • 654 mg/kg (oral, chicken)
  • 255 mg/kg (oral, quail)
244 mg/m3 (inhalation, rat), 290 mg/m3 (inhalation, mouse)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Cyhexatin, also known as tricyclohexyltin hydroxide is an organometallic compound of tin with the chemical formula (C6H11)3SnOH.

Contents

Properties

Cyhexatin forms colorless crystals or white crystalline powder. It is practically insoluble in water. The powder is wettable by water. [1]

Reactions

Cyhexatin is stable in aqueous suspensions in neutral and alkaline conditions (pH above 6), but reacts exothermically with strong acids, acting as a base, to form salts.[ which? ] Reacts with strong oxidizers. Decomposes upon exposure to ultraviolet light to dicyclohexyltin oxide (C6H11)2SnO (which is not an analog of ketones R2C=O because it exists as a polymer) and cyclohexylstannanoic acid (C6H11)SnO2H. Contact with metals may emit flammable hydrogen gas. Upon heating above 120 °C (248 °F) it decomposes to bis(tricyclohexyltin) oxide ((C6H11)3Sn)2O, emitting irritating and toxic fumes and acrid smoke. [1]

2 (C6H11)3SnOH → ((C6H11)3Sn)2O + H2O

Uses

Cyhexatin is used in paints. [2]

In agriculture, cyhexatin is used as a pesticide against insects, as well as parasitic mites that attack plants, like vegetables (e.g. cucurbits), fruit trees (e.g. pome fruits, stone fruits), hops, walnut, strawberry, vines and ornamentals. [1] It acts by inhibiting mitochondrial ATP synthase, and is in IRAC group 12B). The chemical is not used in the United States. [4]

Hazards and toxicity

Cyhexatin is not combustible, but decomposes upon heating to produce corrosive and toxic fumes. Some components of those fumes are oxidizers, thus, they can cause combustible materials to ignite, like wood, oil, some plastics, paper and clothes. Containers of cyhexatin may explode when heated. Cyhexatin is very toxic to aquatic life. [1]

Cyhexatin is not classified as a human carcinogen, but is classified as a teratogen. It is toxic by contact with skin, inhalation and ingestion. The compound and its fumes irritate and burn eyes. Contact with skin causes pruritus and burns. Cyhexatin can be absorbed into the body through the skin, and skin should be washed immediately upon contact with this chemical. Inhalation of its fumes causes irritation of the respiratory system, coughing, headache, dizziness and sore throat. It can cause abdominal pain, diarrhea, nausea and vomiting. [1] It causes damage to kidneys and liver, as well as nervous system. [2] Cyhexatin is a central nervous system depressant. [1]

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References

  1. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 "Cyhexatin".
  2. 1 2 3 4 https://nj.gov/health/eoh/rtkweb/documents/fs/0590.pdf
  3. ↑ "Cyhexatin". pubchem.ncbi.nlm.nih.gov.
  4. ↑ "Registration Review; Pesticide Dockets Opened for Review and Comment". US EPA. December 16, 2009. Retrieved 28 April 2023.
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