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Merck

233781

Triisopropylsilane

98%

Synonym(s):

TIS, Triisopropylhydrosilane, Tris(1-methylethyl)silane

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10 G

R 903.56

50 G

R 1,764.00

R 903.56

List PriceR 922.00
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About This Item

Linear Formula:
[(CH3)2CH]3SiH
CAS Number:
6485-79-6
Molecular Weight:
158.36
NACRES:
NA.22
EC Index Number:
464-880-1
PubChem Substance ID:
24854011
UNSPSC Code:
12352103
MDL number:
MFCD00009657
Beilstein/REAXYS Number:
1733718

Key Documents

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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

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1 of 4

This Item
8.41359278785429937
Triisopropylsilane 98%

Sigma-Aldrich

233781

Triisopropylsilane

Triisopropylsilane for synthesis

Sigma-Aldrich

8.41359

Triisopropylsilane

Triisobutylsilane 99%

Sigma-Aldrich

278785

Triisobutylsilane

Triisopropylsilanethiol 97%

Sigma-Aldrich

429937

Triisopropylsilanethiol

reaction suitability

reagent type: reductant

reaction suitability

-

reaction suitability

-

reaction suitability

-

assay

98%

assay

≥98.0% (GC)

assay

99%

assay

97%

density

0.773 g/mL at 25 °C (lit.)

density

0.77 g/cm3 at 20 °C

density

0.764 g/mL at 25 °C (lit.)

density

0.887 g/mL at 25 °C (lit.)

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

100

refractive index

n20/D 1.434 (lit.)

refractive index

-

refractive index

n20/D 1.435 (lit.)

refractive index

n20/D 1.479 (lit.)

bp

84-86 °C/35 mmHg (lit.)

bp

84-85 °C/46.7 hPa

bp

204-206 °C (lit.)

bp

70-75 °C/2 mmHg (lit.)

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.
  • In transition metal complex-catalyzed reaction of amides with hydrosilanes.
  • 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

signalword

Warning

hcodes

H226

Hazard Classifications

Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

100.4 °F - closed cup

flash_point_c

38 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB8031
SDBB6584
SDBB4124
SDBB3320
SDBB2970

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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)
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
Kanicha Sa-ei et al.
Organic letters, 8(20), 4441-4443 (2006-09-22)
The catalytic, diastereoselective coupling of alpha-silyloxy aldehydes and alkynylsilanes catalyzed by a nickel(0) N-heterocyclic carbene complex provides an effective entry to anti-1,2-diols. The scope of couplings and extent of diastereoselection are excellent across a range of substrates.
Manuel A Fernandez-Rojo et al.
Cell death discovery, 4, 19-19 (2018-03-14)
The Tasmanian devil faces extinction due to devil facial tumour disease (DFTD), a highly transmittable clonal form of cancer without available treatment. In this study, we report the cell-autonomous antiproliferative and cytotoxic activities exhibited by the spider peptide gomesin (AgGom)
View All Related Papers

Global Trade Item Number

SKUGTIN
233781-50G04061838784230
233781-250G04061838784223
233781-10G04061838784216

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/418/501/product-dating-information-06-25-mk.pdf

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  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

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