Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

233781

Sigma-Aldrich

Triisopropylsilane

98%

Synonym(s):

TIS, Triisopropylhydrosilane, Tris(1-methylethyl)silane

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
[(CH3)2CH]3SiH
CAS Number:
6485-79-6
Molecular Weight:
158.36
Beilstein:
1733718
MDL number:
MFCD00009657
UNSPSC Code:
12352103
PubChem Substance ID:
24854011
EC Index Number:
464-880-1
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

200

Assay

98%

form

liquid

reaction suitability

reagent type: reductant

refractive index

n20/D 1.434 (lit.)

bp

84-86 °C/35 mmHg (lit.)

density

0.773 g/mL at 25 °C (lit.)

SMILES string

CC(C)[SiH](C(C)C)C(C)C

InChI

1S/C9H22Si/c1-7(2)10(8(3)4)9(5)6/h7-10H,1-6H3

InChI key

YDJXDYKQMRNUSA-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

General description

Triisopropylsilane (TIPS) is an organosilicon compound used as a reducing agent in organic synthesis due to its relatively low toxicity, ease of handling, and its ability to selectively reduce various functional groups. It is used in the presence of a Lewis acid such as titanium (IV) chloride to selectively reduce ketones and aldehydes to their corresponding alkanes and selective reduction of epoxides to the corresponding alcohols.

Application

Triisopropylsilane can be used as a reducing agent:
  • To synthesize 4-pyrrole phenylacyl peptide during solid-phase peptide synthesis. [1]
  • In transition metal complex-catalyzed reaction of amides with hydrosilanes. [2]
  • For the selective reduction of C-arylglucosides into β-C-aryl glucosides.
  • To facilitate the cleavage of acetamidomethyl (Acm), 4-methoxybenzyl (Mob), and tert-butyl (But) protecting groups from cysteine (Cys) residues in the presence of trifluoroacetic acid.
  • For the reduction of amides to corresponding amines in the presence of transition-metal catalysts.

related product

Product No.
Description
Pricing

Pictograms

Flame
GHS02

Signal Word

Warning

Hazard Statements

H226

Hazard Classifications

Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

100.4 °F - closed cup

Flash Point(C)

38 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
STBL3882
STBL2208
MKCV2343
MKCV1992
STBL3006

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Tetrahedron Asymmetry, 14, 3243-3247 (2003)
E Gibula-Tarlowska et al.
Behavioural brain research, 372, 112043-112043 (2019-06-22)
Kissorphin (KSO) is a new peptide derived from kisspeptin-10. Previous study has indicated that this peptide displays neuropeptide FF (NPFF)-like anti-opioid activity. Herein, we examined the influence of KSO (1; 3, and 10 nmol, intravenously [i.v.]), on the rewarding action of
Reduction of a 4-pyrrole phenylacyl-containing peptide with trifluoroacetic acid--triisopropylsilane--phenol--H2O during solid-phase peptide synthesis and its protein kinase C $\alpha$ inhibitory activity
Hwan J and Lee
Bioorganic & medicinal chemistry letters, 15, 2271-2274 (2005)
Tetrahedron Letters, 44, 7837-7840 (2003)
Transition-metal complex-catalyzed reduction of amides with hydrosilanes: a facile transformation of amides to amines
Mamoru I,et al.
Tetrahedron Letters, 42, 1945-1947 (2001)
View All Related Papers

Questions

1–2 of 2 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service