(2-BROMOETHOXY)-TERT-BUTYLDIMETHYLSILANE
- Product Name
- (2-BROMOETHOXY)-TERT-BUTYLDIMETHYLSILANE
- CAS No.
- 86864-60-0
- Chemical Name
- (2-BROMOETHOXY)-TERT-BUTYLDIMETHYLSILANE
- Synonyms
- 2-Bromoethyloxy(tert-butyl)dimethylsilane;DK933;DK417;DKSI039;OZAN-008;DKFELEX0249;2-bromethanolTBDMSether;2-BROMOETHOXY-T-BUTYL DIMETHYLSILANE;2-(t-butyldimethylsiloxy)ethylbromide;(t-butyldiMethylsiloxy)-2-ethylbroMide
- CBNumber
- CB9489026
- Molecular Formula
- C8H19BrOSi
- Formula Weight
- 239.23
- MOL File
- 86864-60-0.mol
(2-BROMOETHOXY)-TERT-BUTYLDIMETHYLSILANE Property
- Boiling point:
- 70-75 °C2.5 mm Hg(lit.)
- Density
- 1.115 g/mL at 25 °C(lit.)
- refractive index
- n20/D 1.444(lit.)
- Flash point:
- 163 °F
- storage temp.
- 2-8°C
- form
- Liquid
- Specific Gravity
- 1.115
- color
- White to pale yellow
- Hydrolytic Sensitivity
- 7: reacts slowly with moisture/water
- InChI
- InChI=1S/C8H19BrOSi/c1-8(2,3)11(4,5)10-7-6-9/h6-7H2,1-5H3
- InChIKey
- JBKINHFZTVLNEM-UHFFFAOYSA-N
- SMILES
- [Si](OCCBr)(C(C)(C)C)(C)C
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36-37/39
- WGK Germany
- 3
- 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
- 428426
- Product name
- (2-Bromoethoxy)-tert-butyldimethylsilane
- Purity
- 99%
- Packaging
- 1g
- Price
- $28.97
- Updated
- 2025/07/31
- Product number
- 428426
- Product name
- (2-Bromoethoxy)-tert-butyldimethylsilane
- Purity
- 99%
- Packaging
- 10g
- Price
- $141
- Updated
- 2025/07/31
- Product number
- B4505
- Product name
- (2-Bromoethoxy)-tert-butyldimethylsilane
- Packaging
- 5G
- Price
- $47
- Updated
- 2025/07/31
- Product number
- B4505
- Product name
- (2-Bromoethoxy)-tert-butyldimethylsilane
- Packaging
- 25G
- Price
- $155
- Updated
- 2025/07/31
- Product number
- B686625
- Product name
- (2-Bromoethoxy)-tert-butyldimethylsilane
- Packaging
- 100g
- Price
- $250
- Updated
- 2021/12/16
(2-BROMOETHOXY)-TERT-BUTYLDIMETHYLSILANE Chemical Properties,Usage,Production
Chemical Properties
colorless liquid
Uses
(2-Bromoethoxy)-tert-butyldimethylsilane was used in the synthesis of 4-(3-hydroxypropyl)-4′-methyl-2,2′-bipyridine.
It may be used as a reagent for the selective N-alkylation of 5-piperazin-1-yl-1H-indole and (1H-indol-2-yl)-piperazin-1-yl-methanone and also in the synthesis of 2-[3-[(3,4,5-trimethoxyphenyl)thio]-1H-indol-5-yloxy]ethanol.
Uses
(2-Bromoethoxy)-tert-butyldimethylsilane can be used in N-alkylation with 5-piperazin-1-yl-1H-indole to synthesize 5-(4-(2-((tert-butyldimethylsilyl)oxy)ethyl)piperazin-1-yl)-1H-indole.
Preparation
In a round-bottom flask, TBDMSC1 (10.61 g, 70.42 mmol) and imidazole (6.23 g, 91.55 mmol) were dissolved in DMF (12.5 mL) and the solution was stirred at 30 mmat rt. Then, 2-bromoethanol (5 mL, 70.42 mmol) was added and the mixture was stirred at room temperature for 16 h. The reaction mixture was partitioned between Et20 and water. The organic layer was dried over MgSO4, filtered and concentrated in vacuo to give 17 g of (2-Bromoethoxy)-tert-butyldimethylsilane (quantitative yield, colorless oil).
General Description
(2-Bromoethoxy)-tert-butyldimethylsilane is a silane derivative.
Synthesis
18162-48-6
540-51-2
86864-60-0
To a solution of 2-bromoethanol (3.5 mL, 49.3 mmol) in dichloromethane (DCM, 20 mL) was sequentially added tert-butyldimethylchlorosilane (TBDMSCl, 8.17 g, 54.2 mmol), triethylamine (Et3N, 13.85 mL, 98.6 mmol) and 4-dimethylaminopyridine (DMAP, 55 mg, 0.394 mmol). The reaction mixture was stirred at room temperature for 15 hours. After completion of the reaction, the mixture was concentrated under reduced pressure. The residue was partitioned with 1N hydrochloric acid (HCl) and ethyl acetate (EtOAc). The aqueous phase was extracted with ethyl acetate. The combined organic phases were washed with saturated brine, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give a yellow oily crude product. Purification by column chromatography (hexane as eluent) afforded the colorless oily product [(2-bromoethoxy)tert-butyldimethylsilane] (11.8 g, 49.3 mmol, 100% yield). The structure of the product was confirmed by 1H NMR (400 MHz, CDCl3): δ 3.89 (t, 2H), 3.40 (t, 2H), 0.91 (s, 9H), 0.091 (s, 6H); GC/MS (C8H19BrOSi) showed the molecular ion peak m/z 239 (M+).
References
[1] Patent: WO2005/9389, 2005, A2. Location in patent: Page/Page column 134
[2] Patent: WO2017/216293, 2017, A1. Location in patent: Page/Page column 78
[3] Patent: WO2005/9389, 2005, A2. Location in patent: Page/Page column 134
[4] Patent: US2004/116475, 2004, A1. Location in patent: Page/Page column 30
[5] Patent: WO2004/60367, 2004, A1. Location in patent: Page/Page column 81
(2-BROMOETHOXY)-TERT-BUTYLDIMETHYLSILANE Preparation Products And Raw materials
Raw materials
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View Lastest Price from (2-BROMOETHOXY)-TERT-BUTYLDIMETHYLSILANE manufacturers
- Product
- (2-BROMOETHOXY)-TERT-BUTYLDIMETHYLSILANE 86864-60-0
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-09-27
- Product
- (2-BROMOETHOXY)-TERT-BUTYLDIMETHYLSILANE 86864-60-0
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 10000KGS
- Release date
- 2025-03-01
- Product
- (2-Bromoethoxy)-tert-butyldimethylsilane 86864-60-0
- 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