Dibutyltin dilaurate

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Dibutyltin dilaurate
Dibutyltin dilaurate molecule structure
Names
IUPAC name
[Dibutyl(dodecanoyloxy)stannyl] dodecanoate
Other names
  • Butynorate
  • Davainex[1]
  • DBTDL
  • DBTL[1]
  • Dibutylbis(lauroyloxy)tin[1]
  • Dibutylstannylene dilaurate[1]
  • Dibutyltin didodecanoate[1]
  • Dibutyltindilaurate
  • Lauric acid, 1,1'-(dibutylstannylene) ester[1]
  • Stabilizer D-22[1]
  • T 12 (catalyst)[1]
  • Tinostat[1]
Identifiers
3D model (
JSmol
)
ChemSpider
ECHA InfoCard
 100.000.946 Edit this at Wikidata
EC Number
  • 201-039-8
RTECS number
  • WH7000000
UNII
UN number 3146
  • InChI=1S/2C12H24O2.2C4H9.Sn/c2*1-2-3-4-5-6-7-8-9-10-11-12(13)14;2*1-3-4-2;/h2*2-11H2,1H3,(H,13,14);2*1,3-4H2,2H3;/q;;;;+2/p-2
    Key: UKLDJPRMSDWDSL-UHFFFAOYSA-L
  • InChI=1/2C12H24O2.2C4H9.Sn/c2*1-2-3-4-5-6-7-8-9-10-11-12(13)14;2*1-3-4-2;/h2*2-11H2,1H3,(H,13,14);2*1,3-4H2,2H3;/q;;;;+2/p-2/rC32H64O4Sn/c1-5-9-13-15-17-19-21-23-25-27-31(33)35-37(29-11-7-3,30-12-8-4)36-32(34)28-26-24-22-20-18-16-14-10-6-2/h5-30H2,1-4H3
    Key: UKLDJPRMSDWDSL-PFKFAYPQAT
  • CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC
Properties
(CH3(CH2)10CO2)2Sn((CH2)3CH3)2
Molar mass 631.570 g·mol−1
Appearance Colourless oily liquid or soft waxy crystals
Odor Fatty[2]
Density 1.066 g/cm3
Melting point 22 to 24 °C (72 to 75 °F; 295 to 297 K) [1]
Boiling point 205 °C at 1.3 kPa[1][2]
Practically insoluble (less than 1 mg/mL at 68 °F (20 °C))[1]
Solubility Practically insoluble in
esters
Vapor pressure <0.01 hPa (0.2
mmHg at 160 °C)[2]
1.4683 at 20 °C (for light at wavelength of 589.29 nm)[1]
Viscosity 42 cP[1]
Hazards
GHS labelling:
GHS07: Exclamation markGHS08: Health hazardGHS09: Environmental hazard
Danger
H341, H360FD, H372[1]
P260, P264, P270, P280, P281, P319, P405, P501[1]
Flash point 191 °C[1]
Lethal dose or concentration (LD, LC):
  • 175 mg/kg (oral, rat)
  • 33 mg/kg (intravenous, rat)
  • 210 mg/kg (oral, mouse)
  • 100 mg/kg (oral, rabbit)
[1]
150 mg/m3 (inhalation, mouse, 2 hours)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Dibutyltin dilaurate (abbreviated DBTDL) is an

organotin compound with the formula (CH3(CH2)10CO2)2Sn((CH2)3CH3)2. It is a colorless viscous and oily liquid. It is used as a catalyst
.

Description

In terms of its structure, the molecule of dibutyltin dilaurate consists of two

butyl groups attached to a tin(IV) atom. The molecular geometry at tin is tetrahedral. Based on the crystal structure of the related bis(bromobenzoate), the oxygen atoms of the carbonyl groups are weakly bonded to tin atom.[3]

Decomposition

Upon heating to

decomposition temperature (which is above 250 °C[2]), dibutyltin dilaurate emits acrid smoke and fumes.[1]

Uses

Dibutyltin dilaurate is used as a paint additive.

turkeys and to prevent or provide treatment against hexamitosis and coccidiosis.[5]

Hazards and toxicity

Dibutyltin dilaurate can be absorbed through the skin. It irritates skin and eyes (causes redness of skin and eyes). It is a

oxidizers.[1]

Related compounds

  • Dibutyltin dioctanoate
    : CAS#4731-77-5
  • Dibutyltin diacetate
    : CAS #1067-33-0

References

  1. ^ a b c d e f g h i j k l m n o p q r s t u v w x y z "Dibutyltin dilaurate". pubchem.ncbi.nlm.nih.gov.
  2. ^ a b c d e "Dibutyltin dilaurate 95 77-58-7".
  3. ISSN 0022-328X
    .
  4. ISBN 3-527-31023-1
    .
  5. ^ PubChem. "Butynorate". pubchem.ncbi.nlm.nih.gov. Retrieved 2019-08-23.
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