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Hexamethyldistannane

Description Reference
Product Name
Hexamethyldistannane
CAS No.
661-69-8
Chemical Name
Hexamethyldistannane
Synonyms
HEXAMETHYLDITIN;1,1,1,2,2,2-Hexamethyldistannane;HEXAMETHYLDITIN(IV);1,1,1,2,2,2-Hexamethyl-distannane;TD 5032;td-5032;NSC-227328;((CH3)3Sn)2;pennsalttd5032;Hexamethlyditin
CBNumber
CB4407230
Molecular Formula
C6H18Sn2
Formula Weight
327.63
MOL File
661-69-8.mol
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Hexamethyldistannane Property

Melting point:
23-24 °C (lit.)
Boiling point:
182 °C/756 mmHg (lit.)
Density 
1.58 g/mL at 20 °C (lit.)
refractive index 
n20/D 1.540
Flash point:
142 °F
storage temp. 
Inert atmosphere,Room Temperature
form 
solid
Specific Gravity
1.570
color 
Colourless
Water Solubility 
Not miscible or difficult to mix in water.
Sensitive 
Air Sensitive
Hydrolytic Sensitivity
7: reacts slowly with moisture/water
BRN 
3600327
Exposure limits
ACGIH: TWA 0.1 mg/m3; STEL 0.2 mg/m3 (Skin)
NIOSH: IDLH 25 mg/m3; TWA 0.1 mg/m3
InChIKey
CCRMAATUKBYMPA-UHFFFAOYSA-N
CAS DataBase Reference
661-69-8(CAS DataBase Reference)
NIST Chemistry Reference
Hexamethylditin(661-69-8)
EPA Substance Registry System
Distannane, hexamethyl- (661-69-8)
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Safety

Hazard Codes 
T+,N
Risk Statements 
26/27/28-50/53
Safety Statements 
26-27-28-45-60-61-28A
RIDADR 
UN 3146 6.1/PG 2
WGK Germany 
2
RTECS 
WH8280000
10-23
TSCA 
No
HazardClass 
6.1
PackingGroup 
II
HS Code 
29319090
Toxicity
LD50 oral in rat: 7690ug/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P262Do not get in eyes, on skin, or on clothing.

P273Avoid release to the environment.

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

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
288020
Product name
Hexamethylditin
Purity
99%
Packaging
1g
Price
$67.6
Updated
2025/07/31
Sigma-Aldrich
Product number
288020
Product name
Hexamethylditin
Purity
99%
Packaging
5g
Price
$176
Updated
2025/07/31
TCI Chemical
Product number
H1312
Product name
Hexamethylditin
Purity
>98.0%(GC)
Packaging
1g
Price
$36
Updated
2025/07/31
TCI Chemical
Product number
H1312
Product name
Hexamethylditin
Purity
>98.0%(GC)
Packaging
5g
Price
$110
Updated
2025/07/31
Strem Chemicals
Product number
50-1500
Product name
Hexamethylditin, 99%
Packaging
1g
Price
$43
Updated
2024/03/01
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Hexamethyldistannane Chemical Properties,Usage,Production

Description

It has been generally used as raw materials for producing other compounds in organic synthesis. For example, it can react with 1,3-dienes highly regioand stereo-selectively in the presence of a catalytic amount of bis(dibenzylideneacetone)palladium to afford dimerization-double-stannation adducts in high yields.1 The synthesis of allytrimethylstannanes with high yields was demonstrated by reaction of hexamethyldistanne with a broad range of allylic compounds including allyl acetates and allyl halides in the presence of palladium complexes.2 By using this product, the direct stannylation of halopyridines and bipyridines can be accomplished by Pd catalysis.3 Besides, the addition of hexamethyldistannane to 1-alkynes was shown to yield the (Z)-1,2-Bis(Trimethylstannyl)-1-Alkenes in the presence of Pd complex.4

Reference

  1. Tsuji, Y.; Kakehi, T., PALLADIUM-CATALYZED DIMERIZATION DOUBLE STANNATION OF 1,3-DIENES USING HEXAMETHYLDISTANNANE. J. Chem. Soc.-Chem. Commun. 1992, 1000-1001.
  2. Bumagin, N. A.; Kasatkin, A. N.; Beletskaya, I. P., REACTIONS OF HEXAMETHYLDISTANNANE WITH ALLYL ACETATES AND ALLYL HALIDES CATALYZED BY PALLADIUM COMPLEXES. Bulletin of the Academy of Sciences of the Ussr Division of Chemical Science 1984, 33, 588-594.
  3. Benaglia, M.; Toyota, S.; Woods, C. R.; Siegel, J. S., Synthesis of pyridylstannanes from halopyridines and hexamethyldistannane with catalytic palladium. Tetrahedron Lett. 1997, 38, 4737-4740.
  4. Mitchell, T. N.; Amamria, A.; Killing, H.; Rutschow, D., SYNTHESIS OF (Z)-1,2-BIS(TRIMETHYLSTANNYL)-1-ALKENES BY PLATINUM-CATALYZED ADDITION OF HEXAMETHYLDISTANNANE TO 1-ALKYNES. J. Organomet. Chem. 1983, 241, C45-C47.
    [5] H. YOSHIDA. ChemInform Abstract: Copper-Catalyzed α-Selective Hydrostannylation of Alkynes for the Synthesis of Branched Alkenylstannanes.[J]. ChemInform, 2015, 46 44. DOI:10.1002/chin.201544208.
    [6] BO CHEN . Palladium-catalyzed carbonylative synthesis of acylstannanes from aryl iodides and hexamethyldistannane[J]. Journal of Organometallic Chemistry, 2020, 923: Article 121351. DOI:10.1016/j.jorganchem.2020.121351.

Chemical Properties

Clear colorless liquid

Uses

Agricultural chemical.

Uses

It is used to prepare aryl tin compounds for microwave-assisted Stille cross-coupling with halo pyridines or copper-mediated O-arylation of phenols.

Hazard

A poison by ingestion.

Chemical Reactivity

Hexamethyldistannane is a good chemical reagent that can react with unsaturated alkanes (alkynes or alkenes) and aryl iodides to form organostannanes. For example, the reaction of alkynes with hexamethyldistannane produces branched trimethylstannyl olefins[5]. Using Pd(PPh3)4 as a catalyst and toluene as a solvent, aryl iodides and hexamethyldistannane are carbonylated to form acylstannanes at 60 °C and 10 bar CO for 16 hours. For easy separation and analysis, the resulting acylstannanes can be converted to the corresponding benzoic acids by simply stirring in air for 5 hours[6].

Purification Methods

Wash it with H2O and extract with *C6H6, dry by filtering through powdered Na2SO4, remove *C6H6 on a rotary evaporator and fractionally distil the oily residue under vacuum (b 85-88o/45mm). It boils at ca 182o at atmospheric pressure, but it cannot be distilled in air because the hot vapours flash in the condenser. [Kraus & Session J Am Chem Soc 47 2361 1925, Morris & Selwood J Am Chem Soc 63 2509 1941, Pedley et al. Trans Faraday Soc 53 1612 1957, Beilstein 4 IV 4346.]

Hexamethyldistannane Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Hexamethyldistannane manufacturers

Shaanxi Dideu New Materials Co. Ltd
Product
Hexamethyldistannane 661-69-8
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
10000KGS
Release date
2025-02-25
Career Henan Chemical Co
Product
Hexamethyldistannane 661-69-8
Price
US $16.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1kg, 10kg, 50kg
Release date
2020-03-09

661-69-8, HexamethyldistannaneRelated Search:


  • HEXAMETHYLDISTANNANE
  • HEXAMETHYLDITIN
  • HEXAMETHYLDITIN(IV)
  • NSC-227328
  • HexaMethylditin, 99% 1GR
  • Hexamethyldistannane Bis(trimethyltin)
  • HexaMethylditin 99%
  • Hexamethylditin ,98.5%
  • Hexamethlyditin
  • Hexamethylditin,97%
  • Hexamethylditin,95%
  • Hexamethylditin,99%
  • ((CH3)3Sn)2
  • 1,1,1,2,2,2-Hexamethyldistannane
  • 1,1,1,2,2,2-Hexamethyl-distannane
  • Distannane, hexamethyl-
  • hexamethyl-distannan
  • hexamethyldi-stannan
  • in, hexamethyldi-
  • Pennsalt TD 5032
  • pennsalttd5032
  • rimethyltin dimer
  • Stannane, hexamethyldi-
  • TD 5032
  • td-5032
  • Hexamethylditin&gt
  • Distannane, 1,1,1,2,2,2-hexamethyl-
  • Bis(trimethyltin)
  • Hexamethyldistannane ISO 9001:2015 REACH
  • 661-69-8
  • CH36Sn2
  • CH33SnSnCH33
  • C6H18Sn2
  • Organoditins
  • Organotin
  • Organometallic Reagents
  • organotin compound
  • Organoditins
  • Organometallic Reagents
  • Organotin