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;3-bromoprop-1-ynyl(trimethyl)silane;)-1-propyne;(3-Bromo-1-pr;3-Bromo-1-(trimethyL;(3-BROMO-1-PROPYNYL)TRIMETHYLSILANE;3-(trimethylsilyl)-propagyl bromide;3-(TRIMETHYLSILYL)PROPARGYL BROMIDE;3-Bromo-1-(trimethulsilyl)-1-propyne;3-Bromo-1-(trimethylsilyl)-1-propyne
- CBNumber:
- CB1151699
- Molecular Formula:
- C6H11BrSi
- Molecular Weight:
- 191.14
- MDL Number:
- MFCD00134460
- MOL File:
- 38002-45-8.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | <0°C |
|---|---|
| Boiling point | 44-45 °C2 mm Hg(lit.) |
| Density | 1.17 g/mL at 25 °C(lit.) |
| refractive index |
n |
| 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 |
| InChI | 1S/C6H11BrSi/c1-8(2,3)6-4-5-7/h5H2,1-3H3 |
| InChIKey | GAPRPFRDVCCCHR-UHFFFAOYSA-N |
| SMILES | C[Si](C)(C)C#CCBr |
| CAS DataBase Reference | 38002-45-8(CAS DataBase Reference) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P261-P264-P271-P280-P302+P352-P305+P351+P338 | |||||||||
| target organs | Respiratory system | |||||||||
| PPE | Eyeshields, Gloves, type ABEK (EN14387) respirator filter | |||||||||
| 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 | |||||||||
| Storage Class | 10 - Combustible liquids | |||||||||
| Hazard Classifications | Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 |
|||||||||
| NFPA 704 |
|
3-Bromo-1-(trimethylsilyl)-1-propyne price More Price(62)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 377775 | 3-Bromo-1-(trimethylsilyl)-1-propyne 98% | 38002-45-8 | 1g | $55.9 | 2026-04-30 | Buy |
| Sigma-Aldrich | 377775 | 3-Bromo-1-(trimethylsilyl)-1-propyne 98% | 38002-45-8 | 10g | $326 | 2026-04-30 | Buy |
| TCI Chemical | B1654 | 3-Bromo-1-(trimethylsilyl)-1-propyne >97.0%(GC) | 38002-45-8 | 1g | $31 | 2026-04-30 | Buy |
| TCI Chemical | B1654 | 3-Bromo-1-(trimethylsilyl)-1-propyne >97.0%(GC) | 38002-45-8 | 5g | $89 | 2026-04-30 | Buy |
| Usbiological | 267223 | 3-Bromo-1-(trimethylsilyl)-1-propyne Asreported | 38002-45-8 | 2g | $317 | 2026-06-03 | Buy |
3-Bromo-1-(trimethylsilyl)-1-propyne Chemical Properties, Uses, 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
1of2
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| Alfa Aesar | 400-6106006 | saleschina@alfa-asia.com | China | 30103 | 84 |
| TCI (Shanghai) Development Co., Ltd. | 021-67121386 | Sales-CN@TCIchemicals.com | China | 24512 | 81 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Beijing Ouhe Technology Co., Ltd | 13552068683 13522913783 | 2355560935@qq.com | China | 11777 | 60 |
| JinYan Chemicals(ShangHai) Co.,Ltd. | 13817811078 | sales@jingyan-chemical.com | China | 9963 | 60 |
| Jia Xing Isenchem Co.,Ltd | 0573-85285100 18627885956 | isenchem@163.com | China | 9389 | 66 |
| Accela ChemBio Co.,Ltd. | 021-50795510 4000665055 | marketing@accelachem.com | China | 10972 | 64 |
| Shanghai Hanhong Scientific Co.,Ltd. | 021-54306202 13764082696 | info@hanhongsci.com | China | 42917 | 64 |
View Latest Price from 3-Bromo-1-(trimethylsilyl)-1-propyne manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-06-30 | 3-BROMO-1-(TRIMETHYLSILYL)-1-PROPYNE
38002-45-8
|
1KG | 97.0% | 10000KGS | Shaanxi Dideu New Materials Co. Ltd | ||
 |
2026-03-20 | 3-BROMO-1-(TRIMETHYLSILYL)-1-PROPYNE
38002-45-8
|
1KG | 99% | 20 mt | Hebei Chuanghai Biotechnology Co., Ltd | ||
 |
2025-04-04 | 3-BROMO-1-(TRIMETHYLSILYL)-1-PROPYNE
38002-45-8
|
1kg | 98% | 1Ton | Henan Aochuang Chemical Co.,Ltd. |
-
- 3-BROMO-1-(TRIMETHYLSILYL)-1-PROPYNE
38002-45-8
- 97.0%
- Shaanxi Dideu New Materials Co. Ltd
-
- 3-BROMO-1-(TRIMETHYLSILYL)-1-PROPYNE
38002-45-8
- 99%
- Hebei Chuanghai Biotechnology Co., Ltd
-
- 3-BROMO-1-(TRIMETHYLSILYL)-1-PROPYNE
38002-45-8
- 98%
- Henan Aochuang Chemical Co.,Ltd.
