Stannanecarbonitrile, tributyl-

HCID 200512

Notes Reactions

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Basic information

CAS: 2179-92-2
Standard SMILES: CCC[CH2][Sn]([C]#N)([CH2]CCC)[CH2]CCC
InChIKey: GMYAQHAKWKXYHG-UHFFFAOYSA-N
Molecular formula: C13H27NSn
Average molar mass: 316.07 g/mol
Monoisotopic mass: 317.11654456

Names & identifiers

Preferred name: Stannanecarbonitrile, tributyl-
IUPAC: tributylstannylformonitrile
English name: Tri-n-butylcyanotin
Molecular formula: C13H27NSn
Molecular weight: 316.07

Names & synonyms

TributylstannanecarbonitrileTributylcyanotinStannanecarbonitrile, tributyl-Tri-n-butyltin cyanideTin, tributylcyano-BRN 4129912DTXSID70176201RefChem:185352Tin, tributylcyano-(8CI)DTXCID9098692627-847-42179-92-2

Show more names

tributylcyano-tiTributylcyanostannaneTributylstannyl cyanide

tributylstannylformonitrileTri-n-butylcyanotinBu3SnCNTributyltin cyanidecyanotributylstannanecyanotributyltintributyltincyanidecyanotri(n-butyl)tin

Database identifiers

CAS: 2179-92-2
PubChem CID: 200512
DTXSID: DTXSID70176201
EC Number: 627-847-4
Nikkaji: J35.285C

Properties

Computed structural properties

Topological polar surface area: 23.8 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 1
Rotatable bonds: 9
Heavy atoms: 15
Formal charge: 0
Complexity: 170

Physicochemical properties

Melting point: 105 · 105-107 °C(lit.)
Boiling point: 145 · 145-150 °C(Press: 0.5 Torr)
form: solid
color: colorless
InChI: 1S/3C4H9.CN.Sn/c3*1-3-4-2;1-2;/h3*1,3-4H2,2H3;;
InChIKey: GMYAQHAKWKXYHG-UHFFFAOYSA-N
SMILES: CCCC[Sn](CCCC)(CCCC)C#N
UNSPSC Code: 12352103 · 12352103
Symbol(GHS): 6 · GHS06
Signal word: Danger
Hazard statements: 301 · H301+H311+H331-H315-H319-H335-H412
Precautionary statements: 261 · P261-P273-P280-P301+P310-P305+P351+P338-P311
PPE: 95 · dust mask type N95 (US), Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
Hazard Codes: T
Risk Statements: 23 · 23/24/25-36/37/38-52/53
Safety Statements: 22 · 22-26-36/37/39-45-61
RIDADR: 3146 · UN 3146 6.1/PG 2
WGK Germany: 3 · 3
RTECS: 6792000 · WH6792000
TSCA: No
HazardClass: 6.1 · 6.1(a)
PackingGroup: II
Storage Class: 6.1 A · 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
Hazard Classifications: 3 OralAcute · Acute Tox. 3 OralAcute Tox. 4 DermalAquatic Acute 1Aquatic Chronic 1Eye Irrit. 2Repr. 1BSkin Irrit. 2STOT RE 1

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]

P261, P262, P264, P264+P265, P270, P271, P273, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P316, P319, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 3 (100%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
wgk: 3
tsca: No
rtecs: WH6792000
ridadr: UN 3146 6.1/PG 2
risk_code: 23/24/25-36/37/38-52/53
Signal word: Danger
Symbol(GHS): GHS06
hazard_code: T
safety_code: 22-26-36/37/39-45-61
hazard_class: 6.1(a)
Storage Class: 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
packing_group: II
Hazard statements: H301+H311+H331-H315-H319-H335-H412
Hazard Classifications: Acute Tox. 3 OralAcute Tox. 4 DermalAquatic Acute 1Aquatic Chronic 1Eye Irrit. 2Repr. 1BSkin Irrit. 2STOT RE 1
Precautionary statements: P261-P273-P280-P301+P310-P305+P351+P338-P311

Chemistry & industry

Applications

Usestributyltin cyanide (TRI-N-BUTYLCYANOTIN) is a reagent for cyanation of halides; can add to aldehydes; catalyst for halosilane substitution.

Preparation methods

PreparationPreparative Methods of tributyltin cyanide: originally from Tri-n-butylchlorostannane and Potassium Cyanide. Modified procedures using 18-Crown-6 or Lithium Cyanide give better yields.