3-BROMO-1-(TRIMETHYLSILYL)-1-PROPYNE
- Product Name
- 3-BROMO-1-(TRIMETHYLSILYL)-1-PROPYNE
- CAS No.
- 38002-45-8
- Chemical Name
- 3-BROMO-1-(TRIMETHYLSILYL)-1-PROPYNE
- Synonyms
- (3-BroMoprop-1-yn-1-yl)triMethylsilane;)-1-propyne;(3-Bromo-1-pr;3-Bromo-1-(trimethyL;3-bromoprop-1-ynyl(trimethyl)silane;3-(trimethylsilyl)-propagyl bromide;(3-BROMO-1-PROPYNYL)TRIMETHYLSILANE;3-(TRIMETHYLSILYL)PROPARGYL BROMIDE;3-Bromo-1-(trimethulsilyl)-1-propyne;3-BROMO-1-(TRIMETHYLSILYL)-1-PROPYNE
- CBNumber
- CB1151699
- Molecular Formula
- C6H11BrSi
- Formula Weight
- 191.14
- MOL File
- 38002-45-8.mol
3-BROMO-1-(TRIMETHYLSILYL)-1-PROPYNE Property
- Melting point:
- <0°C
- Boiling point:
- 44-45 °C2 mm Hg(lit.)
- Density
- 1.17 g/mL at 25 °C(lit.)
- refractive index
- n20/D 1.483(lit.)
- Flash point:
- 145 °F
- storage temp.
- 2-8°C
- solubility
- Chloroform, Ethyl Acetate (Slightly), Methanol (Slightly)
- form
- Oil
- color
- Colourless to Pale Yellow
- Specific Gravity
- 1.351
- Water Solubility
- Immiscible with water.
- Hydrolytic Sensitivity
- 4: no reaction with water under neutral conditions
- BRN
- 2037650
- Stability:
- Hygroscopic
- InChIKey
- GAPRPFRDVCCCHR-UHFFFAOYSA-N
- CAS DataBase Reference
- 38002-45-8(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-28-36/37/39
- RIDADR
- UN 3334
- WGK Germany
- 3
- F
- 8-9-19
- TSCA
- No
- HS Code
- 29319090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
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
- 377775
- Product name
- 3-Bromo-1-(trimethylsilyl)-1-propyne
- Purity
- 98%
- Packaging
- 1g
- Price
- $36.75
- Updated
- 2025/07/31
- Product number
- 377775
- Product name
- 3-Bromo-1-(trimethylsilyl)-1-propyne
- Purity
- 98%
- Packaging
- 10g
- Price
- $306
- Updated
- 2025/07/31
- Product number
- B1654
- Product name
- 3-Bromo-1-(trimethylsilyl)-1-propyne
- Purity
- >97.0%(GC)
- Packaging
- 1g
- Price
- $34
- Updated
- 2025/07/31
- Product number
- B1654
- Product name
- 3-Bromo-1-(trimethylsilyl)-1-propyne
- Purity
- >97.0%(GC)
- Packaging
- 5g
- Price
- $99
- Updated
- 2025/07/31
- Product number
- B1654
- Product name
- 3-Bromo-1-(trimethylsilyl)-1-propyne
- Purity
- >97.0%(GC)
- Packaging
- 25g
- Price
- $300
- Updated
- 2025/07/31
3-BROMO-1-(TRIMETHYLSILYL)-1-PROPYNE Chemical Properties,Usage,Production
Chemical Properties
Clear colorless to pale yellow liquid
Uses
3-Bromo-1-(trimethylsilyl)-1-propyne may be used in the preparation of tetrahydroisoquinoline-3-carboxylic acid derivatives. It may be used as reagent for the alkylation of dianion of β-keto esters at γ-carbon. It may be employed in the preparation of terminal conjugated enynes and allenic alcohols.
General Description
3-Bromo-1-(trimethylsilyl)-1-propyne is reported as a propargylating agent. Selective reaction of 3-bromo-1-(trimethylsilyl)-1-propyne with α-keto ester using indium metal has been studied.
Synthesis
5272-36-6
38002-45-8
The general procedure for the synthesis of 3-bromo-1-trimethylsilyl-1-propyne from trimethylsilylpropargyl alcohol was as follows: To a solution of anhydrous dichloromethane (46.0 mL) containing triphenylphosphine (9.735 g, 37.11 mmol) under nitrogen atmosphere, bromine (5.438 g, 34.03 mmol) was slowly added at 0 °C. After 30 min of reaction, when the color of the solution changed from orange to white, trimethylsilylpropynol (3.960 g, 30.93 mmol) was slowly added. The reaction mixture was continued to be stirred for 1 h, followed by washing with water (3 × 30 mL) and 10% aqueous hydrochloric acid (2 × 20 mL) sequentially. The aqueous layer was extracted with ethyl acetate (3 x 20 mL) and the combined organic layers were dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography using hexane as eluent to afford 3-bromo-1-trimethylsilyl-1-propyne in 70% yield (4.125 g, 21.6 mmol).
References
[1] Angewandte Chemie - International Edition, 2014, vol. 53, # 31, p. 8122 - 8126
[2] Chemistry - A European Journal, 2011, vol. 17, # 49, p. 13692 - 13696
[3] Tetrahedron, 1996, vol. 52, # 35, p. 11601 - 11624
[4] Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 21, p. 6127 - 6130
[5] Bulletin de la Societe Chimique de France, 1993, vol. 130, # 2, p. 154 - 159
3-BROMO-1-(TRIMETHYLSILYL)-1-PROPYNE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 3-BROMO-1-(TRIMETHYLSILYL)-1-PROPYNE manufacturers
- Product
- 3-BROMO-1-(TRIMETHYLSILYL)-1-PROPYNE 38002-45-8
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 97.0%
- Supply Ability
- 10000KGS
- Release date
- 2025-07-08
- Product
- 3-BROMO-1-(TRIMETHYLSILYL)-1-PROPYNE 38002-45-8
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 20 mt
- Release date
- 2024-12-09
- Product
- 3-BROMO-1-(TRIMETHYLSILYL)-1-PROPYNE 38002-45-8
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-09-16