Tributyltin azide

Chemical compound From Wikipedia, the free encyclopedia

Tributyltin azide is an organotin compound with the formula (C4H9)3SnN3. It is a colorless solid although samples can appear as yellow oils. The compound is used as a reagent in organic synthesis.

Quick facts Names, Identifiers ...
Tributyltin azide
Skeletal formula of butyltin trichloride
Ball-and-stick model of the butyltin trichloride molecule
Names
Preferred IUPAC name
Azidotri(butyl)stannane
Other names
  • Tri-n-butylazidotin
  • Tributyltin azide
  • Azidotributyltin
  • Azidotributyltin(iv)
  • Azidotributylstannane
  • Nsc179738
Identifiers
3D model (JSmol)
Abbreviations TBSnA
ChemSpider
ECHA InfoCard 100.133.218 Edit this at Wikidata
EC Number
  • 605-822-9
UNII
  • InChI=1S/3C4H9.N3.Sn/c3*1-3-4-2;1-3-2;/h3*1,3-4H2,2H3;;/q;;;-1;+1
    Key: JKVRTUCVPZTEQZ-UHFFFAOYSA-N
  • CCCC[Sn](CCCC)(CCCC)N=[N+]=[N-]
Properties
C12H27N3Sn
Molar mass 332.079 g·mol−1
Appearance Colorless to light yellow liquid or white solid
Density 1.212 g/mL
Boiling point 120 °C (248 °F; 393 K) at 0.2 mmHg
Reacts
Hazards
GHS labelling:
GHS06: ToxicGHS07: Exclamation markGHS08: Health hazardGHS09: Environmental hazard
Danger
H301, H312, H315, H319, H372, H410
P260, P264, P270, P273, P280, P301+P310, P302+P352, P305+P351+P338, P312, P314, P321, P322, P330, P332+P313, P337+P313, P362, P363, P391, P405, P501
Flash point > 110 °C (230 °F; 383 K)
Lethal dose or concentration (LD, LC):
400 mg/kg (oral, rat) [citation needed]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)
Close

Synthesis and reactions

Tributyltin azide is synthesized by the salt metathesis reaction of tributyltin chloride and sodium azide.

It is a reagent used in the synthesis of tetrazoles, which in turn are used to generate angiotensin II receptor antagonists. In some applications, tributyltin azide has been replaced by the less toxic trioctyltin azide and organoaluminium azides.[1]

Safety

Tributyl tin compounds are highly toxic and have penetrating odors. Tributyltin azide causes skin rashes, itching or blisters.[2][3]

References

Related Articles

Wikiwand AI