69304-37-6 Usage
Description
1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane is a colorless liquid with a boiling point of 70°C at 0.5 mmHg and a density of 0.986 g/cm3. It is a silylating reagent that is commonly used in the protection of hydroxy functions in various chemical reactions.
Uses
1. Used in Chemical Analysis:
1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane is used as a reagent in the analysis of Watson-Crick and Hoogstein base pairing in nucleotides. It helps in understanding the interactions between nucleotides, which is crucial for various biological processes.
2. Used in Pharmaceutical Industry:
In the pharmaceutical industry, 1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane is used in the formation of ribavirin chemical delivery systems. Ribavirin is an antiviral medication used to treat viral infections, and this reagent aids in the development of efficient drug delivery systems for better therapeutic outcomes.
3. Used as a Silylating Reagent:
1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane is a silylating reagent used for simultaneous protection of 3'and 5'-hydroxy functions of ribonucleosides. This protection is essential in various chemical reactions to prevent unwanted side reactions and ensure the desired product formation.
4. Used in Carbohydrate Chemistry:
In carbohydrate chemistry, 1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane serves as a protecting group for carbohydrates. It helps in protecting specific functional groups during chemical reactions, allowing for selective reactions at other sites.
5. Used in the Preparation of Open-Chain Polyhydroxy Compounds:
As a protecting group reagent, 1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane is used in the preparation of open-chain polyhydroxy compounds. This reagent helps in protecting the hydroxyl groups during the synthesis process, ensuring the formation of the desired product.
6. Used in the Synthesis of Cyclic Bridged Peptides:
1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane is also involved in the preparation of cyclic bridged peptides. It plays a crucial role in protecting specific functional groups during the synthesis process, allowing for the formation of cyclic peptides with desired properties.
The reagent design of 1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane is based on the fact that triisopropylsilyl chloride reacts 1000 times faster with primary alcohols than secondary alcohols. This selective reactivity allows for the initial silylation at the 5'-position, followed by an intramolecular reaction with the secondary alcohol at the 3'-position, resulting in the doubly protected derivative.
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.
Check Digit Verification of cas no
The CAS Registry Mumber 69304-37-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,9,3,0 and 4 respectively; the second part has 2 digits, 3 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 69304-37:
(7*6)+(6*9)+(5*3)+(4*0)+(3*4)+(2*3)+(1*7)=136
136 % 10 = 6
So 69304-37-6 is a valid CAS Registry Number.
InChI:InChI=1/C12H28Cl2OSi2/c1-9(2)16(13,10(3)4)15-17(14,11(5)6)12(7)8/h9-12H,1-8H3
69304-37-6Relevant articles and documents
Building blocks for oligomeric siloxanes –selective chlorination of hydrido-siloxanes
Hafner, Thomas,Torvisco, Ana,Uhlig, Frank
supporting information, p. 1 - 4 (2018/09/11)
A new method was developed to achieve highly selective monochlorination of α,ω-dihydridosiloxanes, ((H)Me2SiO-(SiMe2O)n-SiMe2(H), n = 0–2; (H)R2Si–O-SiR2(H); R = Me, iPr, Ph; 3,5-dihydridooctamethyltetrasiloxane, Me3SiO-(Si(H)MeO)2–SiMe3) with trichloroisocyanuric acid (TCCA). The dependence of the selectivity of the monochlorination on the siloxane chain length is also discussed.
Preparation of 1,1,3,3-tetraisopropyl-1,3-dichlorodisiloxane and triisopropylchlorosilane
Chawla, Ram,Larson, Gerald L.
, p. 3499 - 3501 (2007/10/03)
A facile, hydrochloric acid-free chlorination of silanes was developed. This allows for the elimination of siloxane bond cleavage and chlorination of carbon-hydrogen bonds during the chlorination of the Si-H bond.
A VERY EFFICIENT AND STRAIGHFORWARD SYNTHESIS OF 1,3-DICHLORO 1,1,3,3-TETRAISOPROPYLDISILOXANE
Zhang, H. X.,Guibe, F.,Balavoine, G.
, p. 1299 - 1308 (2007/10/02)
In the presence of catalytic amount of palladium on charcoal, acetyl chloride smoothly chlorinates TIDPSiH2 at room temperature to give TIDPSiCl2 in high yield and in a high state of purity.
