Trimethylsilylacetylene
Silican-protected group Application- Product Name
- Trimethylsilylacetylene
- CAS No.
- 1066-54-2
- Chemical Name
- Trimethylsilylacetylene
- Synonyms
- ETHYNYLTRIMETHYLSILANE;TMSA;TMS ACETYLENE;ETHINYLTRIMETHYLSILANE;(Trimethylsilyl)ethyne;1-Trimethylsilylethyne;(Thrimethylsilyl)acetylene;1-(Trimethylsilyl)acetylene;(Trimethylsilanyl)acetylene;DK463
- CBNumber
- CB3175930
- Molecular Formula
- C5H10Si
- Formula Weight
- 98.22
- MOL File
- 1066-54-2.mol
Trimethylsilylacetylene Property
- Melting point:
- >0°C
- Boiling point:
- 53 °C(lit.)
- Density
- 0.695 g/mL at 25 °C(lit.)
- vapor pressure
- 4.18 psi ( 20 °C)
- refractive index
- n20/D 1.388(lit.)
- Flash point:
- <−30 °F
- storage temp.
- Store below +30°C.
- solubility
- Miscible with organic solvents.
- form
- liquid
- Specific Gravity
- 0.695
- color
- colorless
- Water Solubility
- reacts
- Hydrolytic Sensitivity
- 4: no reaction with water under neutral conditions
- BRN
- 906752
- InChIKey
- CWMFRHBXRUITQE-UHFFFAOYSA-N
- CAS DataBase Reference
- 1066-54-2(CAS DataBase Reference)
- NIST Chemistry Reference
- (Trimethylsilyl)acetylene(1066-54-2)
- EPA Substance Registry System
- Trimethylsilylacetylene (1066-54-2)
Safety
- Hazard Codes
- F,Xi
- Risk Statements
- 11-36/37/38
- Safety Statements
- 16-26-36
- RIDADR
- UN 1993 3/PG 2
- WGK Germany
- -
- Hazard Note
- Flammable/Irritant
- TSCA
- T
- HazardClass
- 3
- PackingGroup
- II
- HS Code
- 29310095
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H225Highly Flammable liquid and vapour
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P233Keep container tightly closed.
P240Ground/bond container and receiving equipment.
P241Use explosion-proof electrical/ventilating/lighting/…/equipment.
P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
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
- 218170
- Product name
- Ethynyltrimethylsilane
- Purity
- 98%
- Packaging
- 1g
- Price
- $36.4
- Updated
- 2024/03/01
- Product number
- 218170
- Product name
- Ethynyltrimethylsilane
- Purity
- 98%
- Packaging
- 5g
- Price
- $67
- Updated
- 2024/03/01
- Product number
- T1239
- Product name
- Trimethylsilylacetylene
- Purity
- >98.0%(GC)
- Packaging
- 5mL
- Price
- $33
- Updated
- 2024/03/01
- Product number
- T1239
- Product name
- Trimethylsilylacetylene
- Purity
- >98.0%(GC)
- Packaging
- 25mL
- Price
- $99
- Updated
- 2024/03/01
- Product number
- A12856
- Product name
- (Trimethylsilyl)acetylene, 98%
- Packaging
- 5g
- Price
- $49.7
- Updated
- 2024/03/01
Trimethylsilylacetylene Chemical Properties,Usage,Production
Silican-protected group
Trimethylsilylacetylene is a silican-protected group, also known as trimethylethynylsilane, trimethylethynyl silicon and ethynyltrimethylsilane. It is a colorless transparent liquid at room temperature. It could be used to synthesize parazole by the addition of 1,3-bipolar ring of acetylene diazide. It is also the substrate of nickel catalyzed reaction and benzonitrile coupling reaction.
Application
- Common intermediate for asymmetric synthesis
- Silica reagent
Chemical Properties
CLEAR COLORLESS LIQUID
Physical properties
bp 53 °C; d 0.695 g cm?3.
Uses
(Trimethylsilyl)acetylene is used in the preparation of trimethylsilanyl-propiolic acid ethyl ester by reacting with carbonochloridic acid ethyl ester as well as in the synthesis of iodoalkenes by radical addition of perfluoroalkyl iodides. It is used as a nucleophile in Friedel-Crafts type acylations and alkylations reactions, as a ligand in organometallic chemistry and an useful reagent in cycloaddition reactions. It acts as a precursor to lithium trimethylsilylacetylide It finds application in the synthesis of (±)-estrone.
Uses
Ethynyltrimethylsilane was used in: ? microwave-assisted, one-pot, three-step Sonogashira cross-coupling-desilylation-cycloaddition reaction for the preparation of 1,4-disubstituted 1,2,3-triazoles synthesis of poly(ethynyltrimethylsilane) containing Pd (II) coordination sites pyrazole synthesis via 1,3-dipolar cycloaddition of diazo compounds to acetylenes
Uses
Trimethylsilylacetylene is a valuable reagent used in ethynylation by palladium(0)-catalyzed coupling/condensation with aryl and vinyl halides and triflates, or by nucleophilic attack of the corresponding acetylide on electrophilic centers; reacts with alkyl iodides, tin hydrides,6 and dichloroketene in a regioselective and stereoselective manner, participating in the following synthesis reactions: Ethynylations, Palladium(0)-Catalyzed Coupling Reactions,Reaction of Trimethylsilylacetylides with Electrophiles, Radical-Initiated and Transition Metal-Catalyzed Additions, Cycloaddition Reactions, Ethynylations, Cycloaddition Reactions, Further Transformations etc.
General Description
Laser-induced polymerization of gaseous ethynyltrimethylsilane was used for efficient chemical vapour deposition of polycarbosilane films. Ethynyltrimethylsilane acts as substrate for nickel-catalyzed cross-coupling with benzonitriles.
Purification Methods
Distil it through an efficient column. The IR has bands at max 2041 (CC) and 3289 (C-H) cm-1. [Kr.hnke & Goss Chem Ber 92 30 1959, Beilstein 4 IV 3937.]
Trimethylsilylacetylene Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Trimethylsilylacetylene manufacturers
- Product
- Ethynyltrimethylsilane 1066-54-2
- Price
- US $0.00-0.00/kg
- Min. Order
- 0.10000000149011612kg
- Purity
- 97%
- Supply Ability
- 50tons
- Release date
- 2023-12-22
- Product
- Ethynyltrimethylsilane 1066-54-2
- Price
- US $10.00/kg
- Min. Order
- 1kg
- Purity
- 99.6%
- Supply Ability
- 100000
- Release date
- 2024-04-24
- Product
- Ethynyltrimethylsilane 1066-54-2
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99.91%
- Supply Ability
- 200000
- Release date
- 2024-04-18