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ChemicalBook > CAS DataBase List > Tributyltin Hydride

Tributyltin Hydride

Uses
Product Name
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
Formula Weight
291.06
MOL File
688-73-3.mol
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Tributyltin Hydride Property

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
color 
colorless
Specific Gravity
1.103 (20℃)
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)
NIST Chemistry Reference
Tri-n-butyltin hydride(688-73-3)
EPA Substance Registry System
Tributyltin (688-73-3)
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Safety

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
Hazardous Substances Data
688-73-3(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H226Flammable liquid and vapour

H301Toxic if swalloed

H312Harmful in contact with skin

H315Causes skin irritation

H319Causes serious eye irritation

H372Causes damage to organs through prolonged or repeated exposure

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.14109
Product name
Tributyltin hydride (stabilized)
Purity
for synthesis
Packaging
5ml
Price
$41.8
Updated
2024/03/01
Sigma-Aldrich
Product number
8.14109
Product name
Tributyltin hydride (stabilized)
Purity
for synthesis
Packaging
25mL
Price
$108
Updated
2024/03/01
Sigma-Aldrich
Product number
8.14109
Product name
Tributyltin hydride (stabilized)
Purity
for synthesis
Packaging
100mL
Price
$325
Updated
2024/03/01
Sigma-Aldrich
Product number
234788
Product name
Tributyltin hydride
Purity
contains 0.05% BHT as stabilizer, 97%
Packaging
10g
Price
$64.4
Updated
2024/03/01
Sigma-Aldrich
Product number
234788
Product name
Tributyltin hydride
Purity
contains 0.05% BHT as stabilizer, 97%
Packaging
50g
Price
$186
Updated
2024/03/01
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Tributyltin Hydride Chemical Properties,Usage,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 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.

Uses

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

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.]

Tributyltin Hydride Preparation Products And Raw materials

Raw materials

Preparation Products

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Tributyltin Hydride Suppliers

Gelest, Inc.
Tel
--
Fax
--
Country
Singapore
ProdList
2215
Advantage
39
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View Lastest Price from Tributyltin Hydride manufacturers

Shanghai Joiny Pharmaceutical Co.,LTD
Product
Tributyltin 688-73-3
Price
US $0.00/kg
Min. Order
1kg
Purity
95%
Supply Ability
500KG
Release date
2023-02-23
Career Henan Chemical Co
Product
Tributyltin Hydride 688-73-3
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
25kg
Release date
2019-07-12

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