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Tributyltin Hydride

CAS No.
688-73-3
Chemical Name:
Tributyltin Hydride
Synonyms
Bu3SnH;TRIBUTYLSTANNANE;tbth;Tributyltin;TRI-N-BUTYLTIN HYDRIDE;TRI-N-BUTYLSTANNANE;TRI-N-BUTYLTIN;tributyl-stannan;Tributyltin hydrid;Stannane, tributyl-
CBNumber:
CB6736950
Molecular Formula:
C12H28Sn
Molecular Weight:
291.06
MDL Number:
MFCD00009416
MOL File:
688-73-3.mol
MSDS File:
SDS
Last updated:2023-04-23 13:52:06

Tributyltin Hydride Properties

Melting point <0°C
Boiling point 80 °C0.4 mm Hg(lit.)
Density 1.082 g/mL at 25 °C(lit.)
vapor pressure 5 hPa (20 °C)
refractive index n20/D 1.473(lit.)
Flash point 104 °F
storage temp. Store below +30°C.
form liquid
Specific Gravity 1.103 (20℃)
color colorless
Water Solubility REACTS
Sensitive Air & Moisture Sensitive
Hydrolytic Sensitivity 7: reacts slowly with moisture/water
BRN 3587329
Exposure limits ACGIH: TWA 0.1 mg/m3; STEL 0.2 mg/m3 (Skin)
NIOSH: IDLH 25 mg/m3; TWA 0.1 mg/m3
CAS DataBase Reference 688-73-3(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 4XDX163P3D
NIST Chemistry Reference Tri-n-butyltin hydride(688-73-3)
EPA Substance Registry System Tributyltin (688-73-3)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS02,GHS06,GHS08,GHS09
Signal word  Danger
Hazard statements  H226-H301-H312-H315-H319-H360FD-H372-H410
Precautionary statements  P210-P273-P280-P301+P310-P303+P361+P353-P305+P351+P338
Hazard Codes  T,N,F
Risk Statements  10-21-25-36/38-48/23/25-50/53-15-67-65-11
Safety Statements  35-36/37/39-45-60-61-62-36/37-33-26-16
RIDADR  UN 1993 3/PG 3
WGK Germany  3
RTECS  WH8675000
1-10
Autoignition Temperature >250 °C
TSCA  Yes
HazardClass  6.1
PackingGroup  II
HS Code  29310095
NFPA 704
2
3 2
W

Tributyltin Hydride price More Price(31)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.14109 Tributyltin hydride (stabilized) for synthesis 688-73-3 5ml $41.8 2024-03-01 Buy
Sigma-Aldrich 8.14109 Tributyltin hydride (stabilized) for synthesis 688-73-3 25mL $108 2024-03-01 Buy
Sigma-Aldrich 8.14109 Tributyltin hydride (stabilized) for synthesis 688-73-3 100mL $325 2024-03-01 Buy
Sigma-Aldrich 234788 Tributyltin hydride contains 0.05% BHT as stabilizer, 97% 688-73-3 10g $64.4 2024-03-01 Buy
Sigma-Aldrich 234788 Tributyltin hydride contains 0.05% BHT as stabilizer, 97% 688-73-3 50g $186 2024-03-01 Buy
Product number Packaging Price Buy
8.14109 5ml $41.8 Buy
8.14109 25mL $108 Buy
8.14109 100mL $325 Buy
234788 10g $64.4 Buy
234788 50g $186 Buy

Tributyltin Hydride Chemical Properties,Uses,Production

Uses

Tributyltin hydride (TBTH) is as a reagent for the reductive ionic 1,5-cyclization of 3-azamuconoates (3-azahexa-2,4-dienedioates).
Tributyltin hydride can also mediate cyclisation of unsaturated ethers and amines bearing an aldehyde or α,β-unsaturated ketone group.
Tributyltin hydride is also a reducing agent for the reduction of nitroalkenes.

Chemical Properties

clear colourless liquid

Uses

A widely used radical reagent used in reductive cleavage,1 radical dehalogenation, and intramolecular radical cyclization.2

Uses

Tributyltin hydride is used to effect carbon—carbon bond formation with the displacement of halide from a suitably oriented haloalkyl group.

Uses

Tributyltin hydride the most commonly used tin hydride,it is less toxic than the more volatile trierhyl and trimethyl analogues, and it is therefore the most widely used organostannane.
Tributyltin hydride, the reagent of choice for generating alkyl radical, is also widely used in aryl radical cyclization. Other reagents developed for this purpose include samarium diiodide, palladium reagents organosilanes as well as manganese triacetate and transition metals for carbocyclization.

Application

Has been reviewed. Catalyzes the Si-H reduction of α,β-unsaturated ketones. Useful in the reductive amination of ketones and aldehydes to form 3° amines.

Hazard

Moderately toxic by inhalation.

Safety Profile

Moderately toxic by inhalation. When heated to decomposition it emits acrid smoke and irritating fumes. See also TIN COMPOUNDS.

Purification Methods

Dissolve it in Et2O, add quinol (500mg for 300mL, to stabilize it), dry over Na2SO4, filter, evaporate and distil it under dry N2. It is a clear liquid if dry and decomposes very slowly. In the presence of H2O, traces of tributyl tin hydroxide are formed in a few days. Store it in sealed glass ampoules in small aliquots. It is estimated by reaction with aqueous NaOH when H2 is liberated. CARE: stored samples may be under pressure due to liberated H2. [Van Der Kerk et al. J Appl Chem 7 366 1937, Ono et al. Tetrahedron 41 4013 1985, Neuman Synthesis 665 1987, Curran Synthesis 417 1988, Beilstein 4 IV 4312.]

Global( 224)Suppliers
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  • What is Tributyltin Hydride?
  • Tributyltin hydride (TBTH) is as a reagent for the reductive ionic 1,5-cyclization of 3-azamuconoates (3-azahexa-2,4-dienedioa....
  • Feb 18,2020

View Lastest Price from Tributyltin Hydride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Tributyltin pictures 2024-09-24 Tributyltin
688-73-3
US $0.00 / kg 1kg 95% 500KG Shanghai Joiny Pharmaceutical Co.,LTD
Tributyltin Hydride pictures 2019-07-14 Tributyltin Hydride
688-73-3
US $1.00 / KG 1KG 99% 25kg Career Henan Chemical Co
  • Tributyltin pictures
  • Tributyltin
    688-73-3
  • US $0.00 / kg
  • 95%
  • Shanghai Joiny Pharmaceutical Co.,LTD
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