Chemistry:Cyhexatin

Short description: Organotin compound

Cyhexatin

Names
IUPAC name Tricyclohexyltin hydroxide
Other names Cyhexatin Lintex Plictran TCTH Tricyclohexylhydroxytin Tricyclohexyltin(IV) hydroxide Tricyclohexylhydroxylstannane Tricyclohexylstannanol
Identifiers
CAS Number	13121-70-5
Beilstein Reference	6099492
ChEBI	CHEBI:4036
ChemSpider	10801387
EC Number	236-049-1
Gmelin Reference	31094
KEGG	C11093
PubChem CID	6327054 (incorrect structure)
RTECS number	WH8750000
UNII	8YJV11QB4R
UN number	2811
InChI 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
SMILES C1CCC(CC1)[Sn](C2CCCCC2)(C3CCCCC3)O
Properties
Chemical formula	(C 6H 11) 3SnOH
Molar mass	385.179 g·mol−1
Appearance	Colorless crystals or white crystalline powder
Odor	Nearly odorless
Melting point	196 °C (385 °F; 469 K) Decomposes above 121 to 131 °C (250 to 268 °F; 394 to 404 K)
Boiling point	228 °C (442 °F; 501 K) (decomposes)
Solubility in water	Almost insoluble (less than 1 mg/L)
Solubility	Acetone 1.3 g/L Dichloromethane 34 g/L Carbon tetrachloride 28 g/L Xylenes 3.6 g/L
Solubility in Chloroform	216 g/kg
Solubility in Methanol	37 g/kg
Solubility in Toluene	10 g/kg
Solubility in Benzene	16 g/kg
Vapor pressure	Negligible
Hazards
Main hazards	Kidneys and liver damage. High exposure damages the nervous system.
GHS pictograms
GHS Signal word	Warning
GHS hazard statements	HH302Category:GHS errors, HH312Category:GHS errors, HH332Category:GHS errors, HH410Category:GHS errors
GHS precautionary statements	PP261Category:GHS errors, PP264Category:GHS errors, PP270Category:GHS errors, PP271Category:GHS errors, PP273Category:GHS errors, PP280Category:GHS errors, PP301+P317Category:GHS errors, PP302+P352Category:GHS errors, PP304+P340Category:GHS errors, PP317Category:GHS errors, PP321Category:GHS errors, PP330Category:GHS errors, PP362+P364Category:GHS errors, PP391Category:GHS errors, PP501Category:GHS errors
Ingestion hazard	Abdominal pain, diarrhea, nausea, vomiting
Inhalation hazard	Respiratory system and throat irritation
Eye hazard	Irritation and burns
Skin hazard	Irritation and burns, can be absorbed into the body through the skin
Lethal dose or concentration (LD, LC):
LD50 (median dose)	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)
LC50 (median concentration)	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).
Infobox references

Cyhexatin, also known as tricyclohexyltin hydroxide is an organometallic compound of tin with the chemical formula (C
6H
11)
3SnOH.

Properties

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

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. Reacts with strong oxidizers. Decomposes upon exposure to ultraviolet light to dicyclohexyltin oxide (C
6H
11)
2SnO (which is not an analog of ketones R
2C=O because it exists as a polymer) and cyclohexylstannanoic acid (C
6H
11)SnO
2H. Contact with metals may emit flammable hydrogen gas. Upon heating above 120 °C (248 °F) it decomposes to bis(tricyclohexyltin) oxide ((C
6H
11)
3Sn)
2O, emitting irritating and toxic fumes and acrid smoke.

2 (C
6H
11)
3SnOH → ((C
6H
11)
3Sn)
2O + H
2O

Uses

Cyhexatin is used in paints.

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. The chemical is not used in the United States.

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.

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. It causes damage to kidneys and liver, as well as nervous system. Cyhexatin is a central nervous system depressant.