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| | 2-TRIMETHYLSILYL-1,3-DITHIANE Basic information |
| Product Name: | 2-TRIMETHYLSILYL-1,3-DITHIANE | | Synonyms: | 2-TRIMETHYLSILYL-1,3-DITHIANE;1,3-DITHIAN-2-YLTRIMETHYLSILANE;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;2-Trimethylsilyl-1,3-dithiane,97% | | CAS: | 13411-42-2 | | MF: | C7H16S2Si | | MW: | 192.42 | | EINECS: | 236-504-4 | | Product Categories: | Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks;S-Containing;Heterocyclic Building Blocks;Others;Si (Classes of Silicon Compounds);Si-(C)4 Compounds;Silicon Compounds (for Synthesis);Sulfur Compounds (for Synthesis);Synthetic Organic Chemistry | | Mol File: | 13411-42-2.mol |  |
| | 2-TRIMETHYLSILYL-1,3-DITHIANE Chemical Properties |
| 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 Statements | 23-24/25 | | RIDADR | 3334 | | WGK Germany | 3 | | F | 13 | | TSCA | No | | HS Code | 2934.99.9001 |
| | 2-TRIMETHYLSILYL-1,3-DITHIANE Usage And Synthesis |
| Chemical Properties | CLEAR COLORLESS TO SLIGHTLY YELLOW LIQUID | | Physical properties | bp 54–55 °C/0.17 mmHg. | | Uses | A versatile acyl anion equivalent.1,2 | | 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. | | 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.] |
| | 2-TRIMETHYLSILYL-1,3-DITHIANE Preparation Products And Raw materials |
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