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.)

Flash point:

>230 °F

storage temp. 

Inert atmosphere,2-8°C

solubility 

Miscible with dimethylformamide, hexane, ethyl acetate, chloroform and dichloromethane.

form 

Oil

color 

Colourless

Specific Gravity

0.986

Hydrolytic Sensitivity

8: reacts rapidly with moisture, water, protic solvents

Sensitive 

Moisture Sensitive

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)

Safety Information

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

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

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 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.

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 used in the analysis of Watson-Crick and Hoogstein base pairing in nucleotides. Also used in the formation of ribavirin chemical delivery systems.

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(69304-37-6)Related Product Information

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