Dipropyltin dichloride

Last updated
Dipropyltin dichloride
Dipropyltin dichloride.png
Names
IUPAC name
Dipropyltin dichloride
Systematic IUPAC name
Dichloro(dipropyl)stannane [1]
Other names
  • Dichlorodipropylstannane
  • Dichlorodipropyltin
  • Di-n-propyltin dichloride
  • Stannane, dichlorodipropyl-
[1]
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.225.824 OOjs UI icon edit-ltr-progressive.svg
EC Number
PubChem CID
RTECS number
UNII
UN number UN3146 [2]
  • InChI=1S/2C3H7.2ClH.Sn/c2*1-3-2;;;/h2*1,3H2,2H3;2*1H;/q;;;;+2/p-2 [1]
  • CCC[Sn](CCC)(Cl)Cl [1]
Properties
(CH3CH2CH2)2SnCl2
Molar mass 275.79 g·mol−1
AppearanceWhite solid [2]
Melting point 82–84 °C (180–183 °F; 355–357 K) [2]
Solubility
[2]
Structure
Tetrahedral at Sn atom
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Toxic
GHS labelling:
GHS-pictogram-skull.svg GHS-pictogram-exclam.svg GHS-pictogram-silhouette.svg GHS-pictogram-pollu.svg
Danger
H301, H302, H311, H312, H315, H319, H330, H332, H335, H410
P260, P261, P264, P270, P271, P273, P280, P284, P301+P316, P302+P352, P304+P340, P305+P351+P338, P312, P316, P320, P321, P330, P361+P364, P391, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Dipropyltin dichloride is an organotin compound with the chemical formula (CH3CH2CH2)2SnCl2. It is a white solid. This chemical belongs to a subclass of organotin compounds called diorganotin dihalides (R2SnX2, where R is organyl and X is a halogen). [3]

Contents

Uses

Dipropyltin dichloride has broad applications in industry and laboratory. It can be used as a polyvinyl chloride stabilizer, fungicide and insecticide. [3]

Hazards and toxicity

Dipropyltin dichloride can be absorbed through skin, causing intoxication. It irritates skin, eyes and respiratory system. It is toxic if swallowed. It is suspected this chemical is a human mutagen and teratogen, and toxic to the reproductive system.

Dipropyltin dichloride may react violently with strong oxidizing agents. Upon catching fire, irritating and toxic fumes, gases and smokes are released, like carbon monoxide (CO), carbon dioxide (CO2), tin(II) oxide (SnO), tin(IV) oxide (SnO2) and hydrogen chloride (HCl). [2]

Related Research Articles

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In organic chemistry, an acyl halide is a chemical compound derived from an oxoacid by replacing a hydroxyl group with a halide group.

<span class="mw-page-title-main">Titanium tetrachloride</span> Inorganic chemical compound

Titanium tetrachloride is the inorganic compound with the formula TiCl4. It is an important intermediate in the production of titanium metal and the pigment titanium dioxide. TiCl4 is a volatile liquid. Upon contact with humid air, it forms thick clouds of titanium dioxide and hydrochloric acid, a reaction that was formerly exploited for use in smoke machines. It is sometimes referred to as "tickle" or "tickle 4" due to the phonetic resemblance of its molecular formula to the word.

The Stille reaction is a chemical reaction widely used in organic synthesis. The reaction involves the coupling of two organic groups, one of which is carried as an organotin compound. A variety of organic electrophiles provide the other coupling partner. The Stille reaction is one of many palladium-catalyzed coupling reactions.

Tin(IV) chloride, also known as tin tetrachloride or stannic chloride, is an inorganic compound with the formula SnCl4. It is a colorless hygroscopic liquid, which fumes on contact with air. It is used as a precursor to other tin compounds. It was first discovered by Andreas Libavius (1550–1616) and was known as spiritus fumans libavii.

<span class="mw-page-title-main">Phosphorus trichloride</span> Chemical compound

Phosphorus trichloride is an inorganic compound with the chemical formula PCl3. A colorless liquid when pure, it is an important industrial chemical, being used for the manufacture of phosphites and other organophosphorus compounds. It is toxic and reacts readily with water to release hydrogen chloride.

<span class="mw-page-title-main">Organotin chemistry</span> Branch of organic chemistry

Organotin chemistry is the scientific study of the synthesis and properties of organotin compounds or stannanes, which are organometallic compounds containing tin carbon bonds. The first organotin compound was diethyltin diiodide, discovered by Edward Frankland in 1849. The area grew rapidly in the 1900s, especially after the discovery of the Grignard reagents, which are useful for producing Sn–C bonds. The area remains rich with many applications in industry and continuing activity in the research laboratory.

The chemical compound 1,2-dichloroethane, commonly known as ethylene dichloride (EDC), is a chlorinated hydrocarbon. It is a colourless liquid with a chloroform-like odour. The most common use of 1,2-dichloroethane is in the production of vinyl chloride, which is used to make polyvinyl chloride (PVC) pipes, furniture and automobile upholstery, wall coverings, housewares, and automobile parts. 1,2-Dichloroethane is also used generally as an intermediate for other organic chemical compounds, and as a solvent. It forms azeotropes with many other solvents, including water and other chlorocarbons.

<span class="mw-page-title-main">Tin(IV) oxide</span> Chemical compound known as stannic oxide, cassiterite and tin ore

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<span class="mw-page-title-main">Tributyltin oxide</span> Chemical compound

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<span class="mw-page-title-main">Trimethyltin chloride</span> Chemical compound

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<span class="mw-page-title-main">Tetramethyltin</span> Chemical compound

Tetramethyltin is an organometallic compound with the formula (CH3)4Sn. This liquid, one of the simplest organotin compounds, is useful for transition-metal mediated conversion of acid chlorides to methyl ketones and aryl halides to aryl methyl ketones. It is volatile and toxic, so care should be taken when using it in the laboratory.

<span class="mw-page-title-main">Stannole</span> Chemical compound

Stannole is an organotin compound with the formula (CH)4SnH2. It is classified as a metallole, i.e. an unsaturated five-membered ring containing a heteroatom. It is a structural analog of pyrrole, with tin replacing the nitrogen. Substituted derivatives, which have been synthesized, are also called stannoles.

<span class="mw-page-title-main">Dibutyltin dilaurate</span> Chemical compound

Dibutyltin dilaurate is an organotin compound with the formula (CH310CO2)2Sn( 3CH3)2. It is a colorless viscous and oily liquid. It is used as a catalyst.

<span class="mw-page-title-main">Stannoxane</span>

Stannoxane is a functional group in organotin chemistry with the connectivity SnIV−O−SnIV. Aside from the oxide group, usually 3 or 4 other substituents are attached to tin. In aqueous or aquatic environments, most organotin compounds contain this group.

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Tetravinyltin (also known as tetravinylstannane) is an organotin compound with a chemical formula of C8H12Sn.

<span class="mw-page-title-main">Tetrapropyltin</span> Organotin compound

Tetrapropyltin is an organotin compound with the formula (CH3CH2CH2)4Sn. It is a toxic colorless oily liquid. It reacts with strong oxidizing agents. This chemical irritates skin, eyes and respiratory system. It is very toxic to aquatic life with long-lasting effects. It can be absorbed through the skin, causing toxic effects to the body. Tetrapropyltin is an intermediate in the synthesis of dipropyltin dichloride.

<span class="mw-page-title-main">Choline bitartrate</span> Choline bitartrate

Choline bitartrate is an organic compound with the chemical formula [(CH3)3NCH2CH2OH]+HOOC−CH(OH)−CH(OH)−COO. It is a white crystalline powder with an acid taste. It is hygroscopic when exposed to air. Modern texts refer to the choline salt of the natural form of tartaric acid, that is, the salt called choline dextrobitartrate, choline (2R,3R)-bitartrate or choline L-(+)-bitartrate.

References

  1. 1 2 3 4 5 6 "Dichlorodipropylstannane". pubchem.ncbi.nlm.nih.gov.
  2. 1 2 3 4 5 6 https://www.trc-canada.com/prod-img/MSDS/D434270MSDS.pdf
  3. 1 2 "867-36-7 | Dichlorodipropyltin | Dipropyltin Dichloride ; dichlorodipropyltin; Di-n-Propyltin Dichloride; Dichlorodipropylstannane; Dichlorodipropyltin; Dipropyltin Chloride; NSC 92618 | C₆H₁₄Cl₂Sn | TRC".