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13411-42-2

13411-42-2 Structure

13411-42-2 Structure
IdentificationMore
[Name]

2-TRIMETHYLSILYL-1,3-DITHIANE
[CAS]

13411-42-2
[Synonyms]

1,3-DITHIAN-2-YLTRIMETHYLSILANE
2-TRIMETHYLSILYL-1,3-DITHIANE
Silane, 1,3-dithian-2-yltrimethyl-
2-TRIMETHYLSILYL-1,3-DITHIANE, 99+%
2-TRIMETHYLSILYL-1,3-DITHIANE 97%
2-Trimethylsilyl-1,3-dithiane, 98+%
1,3-Dithiane-2-yltrimethylsilane
[EINECS(EC#)]

236-504-4
[Molecular Formula]

C7H16S2Si
[MDL Number]

MFCD00006655
[Molecular Weight]

192.42
[MOL File]

13411-42-2.mol
Chemical PropertiesBack Directory
[Appearance]

CLEAR COLORLESS TO SLIGHTLY YELLOW LIQUID
[Boiling point ]

54-55 °C0.17 mm Hg(lit.)
[density ]

1.014 g/mL at 25 °C(lit.)
[refractive index ]

n20/D 1.533(lit.)
[Fp ]

205 °F
[storage temp. ]

2-8°C
[solubility ]

Insol H2O; sol organic solvents.
[form ]

clear liquid
[color ]

Colorless to Light yellow to Light orange
[Specific Gravity]

1.014
[Hydrolytic Sensitivity]

4: no reaction with water under neutral conditions
[BRN ]

1616463
[CAS DataBase Reference]

13411-42-2(CAS DataBase Reference)
Safety DataBack Directory
[Safety Statements ]

S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .
S24/25:Avoid contact with skin and eyes .
[RIDADR ]

3334
[WGK Germany ]

3
[F ]

13
[TSCA ]

No
[HS Code ]

2934.99.9001
Hazard InformationBack Directory
[Chemical Properties]

CLEAR COLORLESS TO SLIGHTLY YELLOW LIQUID
[Physical properties]

bp 54–55 °C/0.17 mmHg.
[Uses]

2-Trimethylsilyl-1,3-dithiane is the precursor of dithioketene acetals which are good substrates for both cationic and anionic cyclization processes; the anion reacts with unsaturated ketones and aldehydes to give vinyl dithioketene acetals that can be used as dienes or for the preparation of substituted α,β-unsaturated alkyl ketones; alkylation of the anion provides a general synthesis of acylsilanes. It participates the following reactions: Thioketene Acetals, Cationic and Anionic Cyclizations, Unsaturated Dithioketene Acetals, Acylsilanes, Multicomponent Linchpin Reactions, Formation of Bis(acylsilanes) etc.
[Uses]

A versatile acyl anion equivalent.1,2
[Preparation]

2-Trimethylsilyl-1,3-dithiane is prepared by alkylation of 2-lithio-1,3- dithiane with chlorotrimethylsilane (eq 1).
[General Description]

2-(Trimethylsilyl)-1,3-dithiane participates in Lewis base-catalyzed 1,3-dithiane addition to electrophiles such as carbonyl compounds and N-substituted aldimines. It undergoes novel diazo transfer reaction with tosyl azide in hexamethylphosphoramide-THF to yield 2-diazo-1,3-dithiane, which on decomposition yields formal carbene adducts. It is a versatile acyl anion equivalent.
[Purification Methods]

Fractionally distil the dithiane through an efficient column and collect the fractions that have the correct NMR and IR spectra. 1H NMR (CCl4) 6.36 (SiMe3), 9.87 (SCHS) and dithiane H at 7 and 8 (ratio 1:9:4:2) from Me4Si; UV 244nm ( 711), sh 227nm ( 800). [Corey et al. J Am Chem Soc 89 max 434 1967.]
Spectrum DetailBack Directory
[Spectrum Detail]

2-TRIMETHYLSILYL-1,3-DITHIANE(13411-42-2)MS
2-TRIMETHYLSILYL-1,3-DITHIANE(13411-42-2)1HNMR
2-TRIMETHYLSILYL-1,3-DITHIANE(13411-42-2)IR1
2-TRIMETHYLSILYL-1,3-DITHIANE(13411-42-2)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

2-Trimethylsilyl-1,3-dithiane, 97%(13411-42-2)
[Alfa Aesar]

2-Trimethylsilyl-1,3-dithiane, 98+%(13411-42-2)
[Sigma Aldrich]

13411-42-2(sigmaaldrich)
[TCI AMERICA]

2-Trimethylsilyl-1,3-dithiane,>96.0%(GC)(13411-42-2)
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