Triisopropylsilane
Triisopropylsilane
Triisopropylsilane, also known as TIPS, is a chemical compound with the molecular formula C9H22Si. It is an organosilicon compound that belongs to the class of alkylsilanes. TIPS is widely used in various chemical reactions and serves as a versatile reagent in organic synthesis.
Properties[edit | edit source]
Triisopropylsilane is a colorless liquid with a characteristic odor. It has a molecular weight of 162.36 g/mol and a boiling point of approximately 160°C. The compound is insoluble in water but soluble in organic solvents such as ethanol, ether, and chloroform.
Synthesis[edit | edit source]
Triisopropylsilane can be synthesized through the reaction of chlorotriisopropylsilane with lithium aluminum hydride. This reaction results in the reduction of the chlorosilane to the desired triisopropylsilane. Another method involves the reaction of trichlorosilane with isopropylmagnesium chloride, followed by purification.
Applications[edit | edit source]
Triisopropylsilane finds extensive use in organic synthesis as a reducing agent and protecting group. It is commonly employed in the reduction of various functional groups, including carbonyl compounds, nitro groups, and imines. TIPS is particularly useful in the reduction of esters to alcohols and ketones to secondary alcohols.
Additionally, triisopropylsilane is utilized as a protecting group for aldehydes and ketones. By converting these functional groups into their corresponding acetals or ketals using TIPS, chemists can selectively manipulate other parts of the molecule without affecting the protected carbonyl group. This strategy is often employed in complex organic synthesis to control regioselectivity and stereoselectivity.
Safety[edit | edit source]
Triisopropylsilane is considered to be a relatively safe compound when handled properly. However, it is important to take necessary precautions, such as wearing appropriate protective equipment (gloves, goggles, and lab coat) and working in a well-ventilated area. The compound should be stored in a cool, dry place away from sources of ignition.
See also[edit | edit source]
References[edit | edit source]
Search WikiMD
Ad.Tired of being Overweight? Try W8MD's physician weight loss program.
Semaglutide (Ozempic / Wegovy and Tirzepatide (Mounjaro / Zepbound) available.
Advertise on WikiMD
|
WikiMD's Wellness Encyclopedia |
| Let Food Be Thy Medicine Medicine Thy Food - Hippocrates |
Translate this page: - East Asian
中文,
日本,
한국어,
South Asian
हिन्दी,
தமிழ்,
తెలుగు,
Urdu,
ಕನ್ನಡ,
Southeast Asian
Indonesian,
Vietnamese,
Thai,
မြန်မာဘာသာ,
বাংলা
European
español,
Deutsch,
français,
Greek,
português do Brasil,
polski,
română,
русский,
Nederlands,
norsk,
svenska,
suomi,
Italian
Middle Eastern & African
عربى,
Turkish,
Persian,
Hebrew,
Afrikaans,
isiZulu,
Kiswahili,
Other
Bulgarian,
Hungarian,
Czech,
Swedish,
മലയാളം,
मराठी,
ਪੰਜਾਬੀ,
ગુજરાતી,
Portuguese,
Ukrainian
Medical Disclaimer: WikiMD is not a substitute for professional medical advice. The information on WikiMD is provided as an information resource only, may be incorrect, outdated or misleading, and is not to be used or relied on for any diagnostic or treatment purposes. Please consult your health care provider before making any healthcare decisions or for guidance about a specific medical condition. WikiMD expressly disclaims responsibility, and shall have no liability, for any damages, loss, injury, or liability whatsoever suffered as a result of your reliance on the information contained in this site. By visiting this site you agree to the foregoing terms and conditions, which may from time to time be changed or supplemented by WikiMD. If you do not agree to the foregoing terms and conditions, you should not enter or use this site. See full disclaimer.
Credits:Most images are courtesy of Wikimedia commons, and templates Wikipedia, licensed under CC BY SA or similar.
Contributors: Prab R. Tumpati, MD
