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69304-37-6 - 1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane, 97% - L11171 - Alfa Aesar

L11171 1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane, 97%

CAS Number
69304-37-6
Synonyms

Size Price ($) Quantity Availability
1g 43.41
5g 173.04
25g 552.08
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1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane, 97%

MDL
MFCD00009655
EINECS
000-000-0

Chemical Properties

Formula
C12H28Cl2OSi2
Formula Weight
315.43
Boiling Point
69-70°/0.5mm
Flash Point
>110°(230°F)
Density
0.986
Refractive Index
1.4540
Sensitivity
Moisture Sensitive
Solubility
Miscible with dimethylformamide, hexane, ethyl acetate, chloroform and dichloromethane.

Applications

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.

Notes

Incompatible with strong oxidizing agents and water.

Literature References

Reagent for the protection of diols, including carbohydrate-type molecules, as their 1,3-(1,1,3,3-tetraisopropyldisiloxanylidene) (TIPDS) derivatives, formed in the presence of imidazole: J. Chem. Res. Synop., 24 (1979); J. Org. Chem., 50, 1651 (1985), or pyridine-DMF: Tetrahedron, 41, 4545, 4557 (1985). The high steric demand of the TIPDS group enables discrimination between primary and secondary OH. It is readily cleaved by F- (e.g. TBAF in THF) or by aqueous acid or base. See Appendix 4.

Osawa, T.; Hari, Y.; Dohi, M.; Matsuda, Y.; Obika, S. Synthesis and Properties of the 5-Methyluridine Derivative of 3,4-Dihydro-2H-pyran-Bridged Nucleic Acid (DpNA). J. Org. Chem. 2015, 80 (21), 10474-10481.

Clobes, C.; Jerabek, P.; Nußbruch, I.; Frenking, G.; von Hänisch, C. Stepwise Synthesis of Siloxane-Substituted Oligoarsanes and Structural Investigation of Alkaline Earth Metal Derivatives. Eur. J. Inorg. Chem. 2015, 2015 (20), 3264-3273.

GHS Hazard and Precautionary Statements

Hazard Statements: H314-H318

Causes severe skin burns and eye damage. Causes serious eye damage.

Precautionary Statements: P260-P280-P303+P361+P353-P305+P351+P338-P301+P330+P331-P304+P340-P310-P363-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Immediately call a POISON CENTER or doctor/physician. Wash contaminated clothing before reuse. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
1934216
Hazard Class
8
Packing Group
II
Harmonized Tariff Code
2931.90
TSCA
No

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