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| | 1,3-DICHLORO-1,1,3,3-TETRAISOPROPYLDISILOXANE Basic information |
| Product Name: | 1,3-DICHLORO-1,1,3,3-TETRAISOPROPYLDISILOXANE | | Synonyms: | 1,3-DICHLORO-1,1,3,3-TETRAISOPROPYL-1,3-DISILOXANE;1,3-DICHLORO-1,1,3,3-TETRAISOPROPYLDISILOXANE;1,3-DICHLOROTETRAISOPROPYLDISILOXANE;1,3-DICHLOROTETRAISOPROPYLSILOXANE;1,1,3,3-TETRAISOPROPYL-1,3-DICHLORODISILOXANE;1,1,3,3-Tetraisopropyl-1,3-dichloropropanedisiloxane;1,3-Dichloro-1,1,3,3-tetraisopropylpropanedisiloxane;2,6-Dimethyl-3,5-dichloro-3,5-diisopropyl-4-oxa-3,5-disilaheptane | | CAS: | 69304-37-6 | | MF: | C12H28Cl2OSi2 | | MW: | 315.43 | | EINECS: | 629-558-9 | | Product Categories: | Biochemistry;Monochlorosilanes;Nucleosides, Nucleotides & Related Reagents;Protecting Agents for Hydroxyl and Amino Groups;Protecting Agents, Phosphorylating Agents & Condensing Agents;Protection & Derivatization Reagents (for Synthesis);Si (Classes of Silicon Compounds);Si-Cl Compounds;Silicon Compounds (for Synthesis);Siloxanes;Si-O Compounds;Synthetic Organic Chemistry | | Mol File: | 69304-37-6.mol |  |
| | 1,3-DICHLORO-1,1,3,3-TETRAISOPROPYLDISILOXANE Chemical Properties |
| Boiling point | 70 °C0.5 mm Hg(lit.) | | density | 0.986 g/mL at 25 °C(lit.) | | refractive index | n20/D 1.454(lit.) | | Fp | >230 °F | | storage temp. | Inert atmosphere,2-8°C | | solubility | Miscible with dimethylformamide, hexane, ethyl acetate, chloroform and dichloromethane. | | form | Oil | | Specific Gravity | 0.986 | | color | Colourless | | Sensitive | Moisture Sensitive | | Hydrolytic Sensitivity | 8: reacts rapidly with moisture, water, protic solvents | | BRN | 1934216 | | InChI | InChI=1S/C12H28Cl2OSi2/c1-9(2)16(13,10(3)4)15-17(14,11(5)6)12(7)8/h9-12H,1-8H3 | | InChIKey | DDYAZDRFUVZBMM-UHFFFAOYSA-N | | SMILES | [Si](Cl)(C(C)C)(C(C)C)O[Si](Cl)(C(C)C)C(C)C | | CAS DataBase Reference | 69304-37-6(CAS DataBase Reference) |
| Hazard Codes | C | | Risk Statements | 34 | | Safety Statements | 26-27-28-36/37/39-45 | | RIDADR | UN 3265 8/PG 2 | | WGK Germany | 3 | | F | 10-21 | | Hazard Note | Corrosive | | TSCA | No | | HazardClass | 8 | | PackingGroup | II | | HS Code | 29319090 |
| | 1,3-DICHLORO-1,1,3,3-TETRAISOPROPYLDISILOXANE Usage And Synthesis |
| Chemical Properties | Colorless liquid | | Physical properties | bp 70°C/0.5 mmHg; d 0.986 g cm?3. | | Uses | 1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane is used in the analysis of Watson-Crick and Hoogstein base pairing in nucleotides. Also used in the formation of ribavirin chemical delivery systems. | | Uses | 1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane can be used as simultaneous protection of the 3'- and 5'-hydroxyl functions of
furanose nucleosides;protecting group for carbohydrates;3,4
protecting group reagent for open-chain polyhydroxy compounds;
preparation of cyclic bridged peptides.
The reagent
design was based upon the fact that triisopropylsilyl chloride
reacts 1000 times faster with primary alcohols than secondary
alcohols. Thus in the case of 3',5'-dihydroxy nucleosides the
reagent initially silylates at the 5'-position. This is then followed
by intramolecular reaction with the secondary alcohol at the
3'-position to give the doubly protected derivative (eq 1). | | Uses | 1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane is a silylating reagent used for simultaneous protection of 3'- and 5'-hydroxy functions of ribonucleosides. It is used in the analysis of Watson-Crick and Hoogstein base pairing in nucleotides. It is also employed in the formation of ribavirin chemical delivery systems. Further, it serves as a protecting group reagent for open-chain polyhydroxy compounds. In addition to this, it is involved in the preparation of cyclic bridged peptides. | | Preparation | can be prepared starting from trichlorosilane
by treatment with i-PrMgCl, H2O, and acetyl chloride.
Alternatively, it can be prepared by the reaction of 1,1,3,3-
tetraisopropyldisiloxane with CCl4 in the presence of catalytic
PdCl2.This method is also suitable for its in situ preparation. |
| | 1,3-DICHLORO-1,1,3,3-TETRAISOPROPYLDISILOXANE Preparation Products And Raw materials |
| Raw materials | Silanol, 1,1-bis(1-methylethyl)--->1,1,3,3-TETRAISOPROPYLDISILOXANE | | Preparation Products | 3',5'-O-(1,1,3,3-Tetraisopropyl-1,3-disiloxanediyl)uridine-->(+)-3',5'-O-(1,1,3,3-Tetraisopropyl-1,3-disiloxanediyl)cytidine-->3',5'-TIPS-5-Me-Uridine-->Adenosine, N-[bis(4-methoxyphenyl)phenylmethyl]-3',5'-O-[1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl]--->1-[3,5-O-[1,1,3,3-Tetrakis(1-Methylethyl)-1,3-disiloxanediyl]-β-D-ribofuranosyl]-1H-1,2,4-triazole-3-carboxaMide |
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