(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;DKFELEX0266;JACS-89343-06-6;Triisopropylsilylethyne;Triiopropyl silyl acetylene
- CBNumber
- CB0416001
- Molecular Formula
- C11H22Si
- Formula Weight
- 182.38
- MOL File
- 89343-06-6.mol
(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)
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
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.
N-Bromosuccinimide Price
- Product number
- 360031
- Product name
- (Triisopropylsilyl)acetylene
- Purity
- 97%
- Packaging
- 5g
- Price
- $107
- Updated
- 2024/03/01
- Product number
- 360031
- Product name
- (Triisopropylsilyl)acetylene
- Purity
- 97%
- Packaging
- 25g
- Price
- $305
- Updated
- 2024/03/01
- Product number
- T1683
- Product name
- Triisopropylsilylacetylene
- Purity
- >95.0%(GC)
- Packaging
- 5mL
- Price
- $76
- Updated
- 2024/03/01
- Product number
- T1683
- Product name
- Triisopropylsilylacetylene
- Purity
- >95.0%(GC)
- Packaging
- 25mL
- Price
- $265
- Updated
- 2024/03/01
- Product number
- H53405
- Product name
- Triisopropylsilylacetylene, 97%
- Packaging
- 5g
- Price
- $68.6
- Updated
- 2024/03/01
(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.
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
- Product
- Ethynyltriisopropylsilane 89343-06-6
- Price
- US $0.00-0.00/kg
- Min. Order
- 0.1kg
- Purity
- 98% Min.
- Supply Ability
- 300KG
- Release date
- 2024-01-25
- 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
- Product
- (Triisopropylsilyl)acetylene 89343-06-6
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-10