ChemicalBook > CAS DataBase List > (Triisopropylsilyl)acetylene

(Triisopropylsilyl)acetylene

Product Name: (Triisopropylsilyl)acetylene
CAS No.: 89343-06-6
Chemical Name: (Triisopropylsilyl)acetylene
Synonyms: ETHYNYLTRIISOPROPYLSILANE;TIPS ACETYLENE;Triisopropylacetylene;ethynyltris(propan-2-yl)silane;(Triisopropylsilyl)acetylene,97%;DK423;DKSI047;DKFELEX0266;JACS-89343-06-6;Triisopropylsilylethyne
CBNumber: CB0416001
Molecular Formula: C11H22Si
Formula Weight: 182.38
MOL File: 89343-06-6.mol

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(Triisopropylsilyl)acetylene Property

Melting point:: 50-51 °C
Boiling point:: 50-52 °C/0.6 mmHg (lit.)
Density: 0.813 g/mL at 25 °C (lit.)
refractive index: n20/D 1.4527(lit.)
Flash point:: 133 °F
storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
solubility: Miscible with organic solvents.
form: liquid
Specific Gravity: 0.813
color: Clear, colourless
Hydrolytic Sensitivity: 4: no reaction with water under neutral conditions
BRN: 3536241
InChI: InChI=1S/C11H22Si/c1-8-12(9(2)3,10(4)5)11(6)7/h1,9-11H,2-7H3
InChIKey: KZGWPHUWNWRTEP-UHFFFAOYSA-N
SMILES: [Si](C#C)(C(C)C)(C(C)C)C(C)C
CAS DataBase Reference: 89343-06-6(CAS DataBase Reference)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36/37/39-37/39
RIDADR: UN 1993 3/PG 3
WGK Germany: 3
TSCA: N
HazardClass: 3.2
PackingGroup: III
HS Code: 29319090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H226Flammable liquid and vapour

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 360031
Product name: (Triisopropylsilyl)acetylene
Purity: 97%
Packaging: 5g
Price: $110
Updated: 2025/07/31

Sigma-Aldrich

Product number: 360031
Product name: (Triisopropylsilyl)acetylene
Purity: 97%
Packaging: 25g
Price: $314
Updated: 2025/07/31

TCI Chemical

Product number: T1683
Product name: Triisopropylsilylacetylene
Purity: >95.0%(GC)
Packaging: 5mL
Price: $76
Updated: 2025/07/31

TCI Chemical

Product number: T1683
Product name: Triisopropylsilylacetylene
Purity: >95.0%(GC)
Packaging: 25mL
Price: $265
Updated: 2025/07/31

TRC

Product number: T795413
Product name: Triisopropylsilylacetylene
Packaging: 5g
Price: $75
Updated: 2021/12/16

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(Triisopropylsilyl)acetylene Chemical Properties,Usage,Production

Chemical Properties

clear colorless liquid

Physical properties

colorless clear liquid; bp 50–52 °C at 0.8 hPa (0.6 mmHg), flash point 56 °C (closed cup); d = 0.813.

Uses

(Triisopropylsilyl)acetylene may be used as reagent for the rhodium-catalyzed asymmetric alkynylation of various α,β-unsaturated ketones. It may be used as reagent in the enantioselective synthesis of β-alkynylated nitroalkanes.

Uses

(Triisopropylsilyl)acetylene (TIPS-acetylene) is an easily handled and inexpensive monoprotected acetylene used as an attractive substitute for trimethylsilylacetylene (TMSacetylene). The bulkier silyl protecting group of TIPS-acetylene provides stability in a wider range of reaction conditions than TMS-acetylene. Its higher boiling point also provides better handling and safety than TMS-acetylene (bp 87–88°C at 12 hPa (9 mmHg)). The general utility of TIPS-acetylene is often highlighted in the transition metal-catalyzed C–C bond formations， including but not limited to transition metal-catalyzed Coupling Reactions；Reaction of TIPS-acetylide with Electrophiles；Synthesis of Polyynes；Transition Metal-catalyzed Cross-addition of TIPSacetylene to Alkynes；Hydroalkynylation；Direct Alkynylation；Conjugate Addition；Cycloaddition；Ring-opening Reactions etc.

Application

(Triisopropylsilyl)acetylene is often used in palladium-catalyzed Sonogashira coupling reactions to react with aryl halides to generate terminal alkynes. This reaction has good functional group compatibility and is suitable for later modification of drug molecules. It can be used for rhodium-catalyzed asymmetric alkynylation of α,β-unsaturated ketones to generate products with high stereoselectivity.

General Description

Asymmetric addition of (triisopropylsilyl)acetylene to α,β,γ,δ-unsaturated carbonyl compounds in the presence of a cobalt/Duphos catalyst is reported. A Sonogashira coupling reaction between 1-bromo-3-iodo-5-tertbutylbenzene and (triisopropylsilyl)acetylene is reported.

storage

(Triisopropylsilyl)acetylene (Ethynyltriisopropylsilane) is stable to air and moisture, incompatible with strong acids, bases, or oxidants, and flammable vapor and liquid. Skin/eye contact and inhalation should be avoided.

(Triisopropylsilyl)acetylene Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from (Triisopropylsilyl)acetylene manufacturers

Shaanxi Dideu New Materials Co. Ltd

Product: (Triisopropylsilyl)acetylene 89343-06-6
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 98.0%
Supply Ability: 10000KGS
Release date: 2025-07-08

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD

Product: Triisopropylsilylacetylene 89343-06-6
Price: US $3.00-9.00/KG
Min. Order: 0.1KG
Purity: 99%
Supply Ability: g-kg-tons, free sample is available
Release date: 2025-06-27

Henan Aochuang Chemical Co.,Ltd.

Product: (TRIISOPROPYLSILYL)ACETYLENE 89343-06-6
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 1ton
Release date: 2022-09-29

89343-06-6, (Triisopropylsilyl)acetyleneRelated Search:

TRIISOPROPYLSILANOL Triisopropyl[(trimethylsilyl)ethynyl]silane Triisopropylsilyl chloride Cyclohexane ETHYLENE 4-Aminobutyric acid Triisopropylsilane (TRIISOPROPYLSILYL)ACETYLENE Sodium 5-[(4-Amino-1-naphthyl)azo]-2-[4-[(2-hydroxy-1-naphthyl)azo]-2-sulfonatostyryl]benzenesulfonate 1-TRIISOPROPYLSILYL-1-PROPYNE [(Triisopropylsilyl)acetylene]sulfur pentafluoride (Bromoethynyl)triisopropylsilane 3-TRIISOPROPYLSILYL-2-PROPYN-1-OL 1-(TRIMETHYLSILYL)-5-(TRIISOPROPYLSILYL)-1,4-PENTADIYN-3-OL 1,5-DI(TRIISOPROPYLSILYL)-1,4-PENTADIYN-3-OL 1-Nitro-2-(triisopropylsilyl)acetylene 4-ACETOXY-3-[(TRIISOPROPYLSILANYL)ETHYNYL]-BENZOIC ACID METHYL ESTER 3-BROMO-1-(TRIISOPROPYLSILYL)-1-PROPYNE

ETHYNYLTRIISOPROPYLSILANE

(TRIISOPROPYLSILYL)ACETYLENE

(Triisopropylsilyl)acetylene,97%

(Triisopropylsilyl)Acetylene 98+%

(Triisopropylsilyl)acetylene,Ethynyltriisopropylsilane

(TRIISOPROPYLSILYL)ACETYLENE 97%

Triiopropyl silyl acetylene

[Tris(isopropyl)silyl]acetylene

Ethynyl[tris(isopropyl)]silane, Ethynyl[tris(prop-2-yl)]silane

(Triisopropylsilyl)acetylene, 97% 25GR

(Triisopropylsilyl)acetylene, 97% 5GR

Silane, ethynyltris(1-Methylethyl)-

Ethynyltris(triisopropyl)silane

Triisopropylacetylene

Triisopropylsilylethyne

JACS-89343-06-6

TRIISOPROPYLSILYLACETYLENE, 97%TRIISOPROPYLSILYLACETYLENE, 97%TRIISOPROPYLSILYLACETYLENE, 97%

ethynyltris(propan-2-yl)silane

TIPS ACETYLENE

89343-06-6 (TRIISOPROPYLSILYL)ACETYLENE

ethynyl-tri(propan-2-yl)silane

Ethynyltris(1-methylethyl)silane

DK423

TIPS Acetalene/ Ethynyltriisopropylsilane

DKFELEX0266

DKSI047

89343-06-6

64028-91-1

CHCH323SiCCH

C11H22Si1

CH32CH3SiCCH

CH32CH3SiC8801CH

Organic Building Blocks

Terminal

Ethynylsilanes

Si-(C)4 Compounds

Acetylenes

Functionalized Acetylenes

Si (Classes of Silicon Compounds)

Building Blocks

Alkynes

Acetylenes

Ethynylsilanes

Functionalized Acetylenes

Si (Classes of Silicon Compounds)

Si-(C)4 Compounds