tert-Butyldimethylsilyl chloride
- CAS No.
- 18162-48-6
- Chemical Name:
- tert-Butyldimethylsilyl chloride
- Synonyms
- TBSCL;TBDMSCL;TERT-BUTYLCHLORODIMETHYLSILANE;T-BUTYLDIMETHYLSILYL CHLORIDE;TBDMSCI;TERT-BUTYLDIMETHYLCHLOROSILANE;tert-Butyldimethylsilyl;SILANE, CHLORO(1,1-DIMETHYLETHYL)DIMETHYL-;TBDMCl;T-BUTYLDIMETHYLCHLOROSILANE
- CBNumber:
- CB3763003
- Molecular Formula:
- C6H15ClSi
- Molecular Weight:
- 150.72
- MDL Number:
- MFCD00000501
- MOL File:
- 18162-48-6.mol
- MSDS File:
- SDS
| Melting point | 86-89 °C (lit.) |
|---|---|
| Boiling point | 125 °C (lit.) |
| Density | 0.87 g/mL at 20 °C(lit.) |
| vapor pressure | 60-710Pa at 25℃ |
| refractive index |
n |
| Flash point | 73 °F |
| storage temp. | Store below +30°C. |
| solubility | very sol nearly all common organic solvents such as THF, methylene chloride, and DMF. |
| form | white solid |
| Specific Gravity | 1.225 |
| color | white |
| Water Solubility | Soluble in chloroform and ethyl acetate. Insoluble in water. |
| Sensitive | Moisture Sensitive |
| Hydrolytic Sensitivity | 7: reacts slowly with moisture/water |
| BRN | 505999 |
| Exposure limits |
ACGIH: TWA 20 ppm OSHA: Ceiling 300 ppm; TWA 200 ppm NIOSH: IDLH 500 ppm; TWA 100 ppm(375 mg/m3); STEL 150 ppm(560 mg/m3) |
| InChIKey | BCNZYOJHNLTNEZ-UHFFFAOYSA-N |
| LogP | 2.5 at 20℃ |
| CAS DataBase Reference | 18162-48-6(CAS DataBase Reference) |
| EWG's Food Scores | 1 |
| NCI Dictionary of Cancer Terms | BDCS |
| FDA UNII | 550OPF5Z9F |
| NIST Chemistry Reference | Silane, chloro(1,1-dimethylethyl)dimethyl-(18162-48-6) |
| EPA Substance Registry System | Silane, chloro(1,1-dimethylethyl)dimethyl- (18162-48-6) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |      GHS02,GHS05,GHS07,GHS08,GHS09 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H225-H304-H314-H336-H361d-H373-H411 | |||||||||
| Precautionary statements | P210-P280-P301+P310+P331-P301+P330+P331-P303+P361+P353-P305+P351+P338+P310 | |||||||||
| Hazard Codes | C,F,T,Xn | |||||||||
| Risk Statements | 22-35-40-34-10-19-11-67-65-63-48/20-20/21/22-45-23/24/25-37-36/37/38 | |||||||||
| Safety Statements | 26-36/37/39-46-62-45-25-16-28-27-33-29-53-36/37 | |||||||||
| RIDADR | UN 2925 4.1/PG 2 | |||||||||
| WGK Germany | 2 | |||||||||
| RTECS | VV2000000 | |||||||||
| F | 10-21 | |||||||||
| Hazard Note | Flammable/Corrosive/Moisture Sensitive | |||||||||
| TSCA | Yes | |||||||||
| HazardClass | 4.1 | |||||||||
| PackingGroup | III | |||||||||
| HS Code | 29310095 | |||||||||
| Toxicity | mouse,LDLo,intraperitoneal,1gm/kg (1000mg/kg),IMMUNOLOGICAL INCLUDING ALLERGIC: DECREASED IMMUNE RESPONSE,Personal Communication from G.D. Stoner, Dept. of Community Medicine, School of Medicine, Univ. of California, La Jolla, CA 92037, May 25, 1975Vol. 27MAY1975, | |||||||||
| NFPA 704 |
|
tert-Butyldimethylsilyl chloride price More Price(59)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 8.18642 | tert-Butyldimethylchlorosilane for synthesis | 18162-48-6 | 25g | $175 | 2024-03-01 | Buy |
| Sigma-Aldrich | 8.18642 | tert-Butyldimethylchlorosilane for synthesis | 18162-48-6 | 100g | $333 | 2024-03-01 | Buy |
| Sigma-Aldrich | 06735 | tert-Butyldimethylsilyl chloride for GC derivatization, ≥99.0% (GC) | 18162-48-6 | 10g | $109 | 2022-05-15 | Buy |
| TCI Chemical | B0995 | tert-Butyldimethylchlorosilane [tert-Butyldimethylsilylating Agent] >98.0%(GC) | 18162-48-6 | 5g | $25 | 2024-03-01 | Buy |
| TCI Chemical | B0995 | tert-Butyldimethylchlorosilane [tert-Butyldimethylsilylating Agent] >98.0%(GC) | 18162-48-6 | 25g | $74 | 2024-03-01 | Buy |
tert-Butyldimethylsilyl chloride Chemical Properties,Uses,Production
Chemical Properties
tert-Butyldimethylsilyl chloride is a colorless or white solid that is soluble in many organic solvents but reacts with water and alcohols.It is an organosilicon compound that can be used as a versatile protecting reagent for alcohols, amines, amides, and various carboxylic acids.
Uses
tert-Butyldimethylchlorosilane is used to protect hydroxyl group in organic synthesis. It finds application in the synthesis of prostaglandin. It is also used as an auxiliary material for hypolipaemics such as lovastatin and simvastatin. It plays an important role in the preparation of isoxazolines N-oxides from alpha-bromonitroalkanes. It acts as a versatile protecting reagent for amines, amides and alcohols.
Definition
ChEBI: Tert-butyldimethylsilyl chloride is a silyl chloride consisting of a central silicon atom covalently bound to one chloro, one tert-butyl and two methyl groups. tert-Butyldimethylsilyl chloride is a derivatisation agent used in gas chromatography/mass spectrometry applications. It has a role as a chromatographic reagent.
Preparation
tert-butyldimethylsilyl chloride (TBSCI) was synthesized by the reaction of tert-butyllithium with dichlorodimethylsilane.
The pentane solution of dichlorodimethylsilane was cooled to 0°C, and the pentane solution of tert-butyllithium was added dropwise with stirring under nitrogen. The temperature was maintained at 0 °C, stirred for 1.5 h and then heated to 25 °C, and the reaction was continued for 48 h. Distillation, collect 125 ℃ (97.5kPa) fractions, stand to solidify, and obtain tert-butyldimethylsilyl chloride. Yield 70%.
Application
Tert-butyldimethylsilyl chloride is a sterically hindered organosilicon protective agent, which is widely used in the synthesis of original drugs. It is used as a protective group for hydroxyl in the synthesis of ribonucleosides, and is also an oxidant and decyanide.
t-Butyldimethylchlorosilane is useful as an anion trapping reagent. For example, TBDMSCl was found to be an efficient trap of the lithio α-phenylthiocyclopropane anion.When dichlorothiophene was treated with 2 equiv of n-butyllithium followed by 2 equiv of TBDMSCl the di-TBDMS-thiophene was isolated. The lithium anions of primary (eq 1) and secondary (eq 2) nitriles were trapped with TBDMSCl to give C,N-disilyl- and Nsilylketenimines in excellent yields.
Silyl stannanes have been prepared by trapping tin anions with TBDMSCl or other silyl chlorides. Alkynes treated with silyl stannanes and catalytic tetrakis(triphenylphosphine)palladium(0) give cis-silyl stannylalkenes in good yields.
Reactions
tert-Butyldimethylsilyl chloride reacts with alcohols in the presence of base to give tert-butyldimethylsilyl ethers:
(Me3C)Me2SiCl + ROH → (Me3C)Me2SiOR + HCl
These silyl ethers hydrolyze much more slowly than the trimethylsilyl ethers.
Hazard
Moderately toxic.
Flammability and Explosibility
Flammable
Purification Methods
Fractionally distil it at atmospheric pressure. [Sommer & Tyler J Am Chem Soc 76 1030 1954, Corey & Venkateswarlu J Am Chem Soc 94 6190 1972, Beilstein 4 IV 4076.]
tert-Butyldimethylsilyl chloride Preparation Products And Raw materials
Raw materials
Preparation Products
1of4
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Haimen Best Fine Chemical Co., Ltd | +8613862889628 | best@bestfine.com | China | 1 | 58 |
| Nanjing Sinoda Biological Technology Co., Ltd | +8613401983379 | sales@njmcn.cn | CHINA | 74 | 58 |
| Chemtour Biotech Co., Ltd | +8617327281506 | market@chemtour.com | China | 1460 | 58 |
| Henan Fengda Chemical Co., Ltd | +86-371-86557731 +86-13613820652 | info@fdachem.com | China | 20285 | 58 |
| Jiangsu Vcan Advanced Material Co., Ltd. | +86-17306299870 +86-18652789875 | vcanam@vcanam.com | China | 38 | 58 |
| Jinan Finer Chemical Co., Ltd | +86-531-88989536 +86-15508631887 | sales@finerchem.com | China | 2961 | 58 |
| Hebei Weibang Biotechnology Co., Ltd | +8615531157085 | abby@weibangbio.com | China | 8810 | 58 |
| Hebei Mojin Biotechnology Co., Ltd | +86 13288715578 +8613288715578 | sales@hbmojin.com | China | 12837 | 58 |
| Hebei Yanxi Chemical Co., Ltd. | +8617531190177 | peter@yan-xi.com | China | 5857 | 58 |
| Hebei Chuanghai Biotechnology Co,.LTD | +86-13131129325 | sales1@chuanghaibio.com | China | 5889 | 58 |
Related articles
- Tert-Butyldimethylsilyl chloride: Uses and hazard
- Tert-butyldimethylsilyl chloride (TBDMSCl) is a silyl chloride consisting of a central silicon atom covalently bound to one c....
- Apr 24，2024
- tert-Butyldimethylsilyl chloride: Synthesis, application and metabolism
- tert-Butyldimethylsilyl chloride is a intermediate in the organic synthesis to be used as a hydroxyl protectant. It can reacts....
- Apr 13，2023
- What is tert-Butyldimethylsilyl chloride?
- tert-Butyldimethylsilyl chloride may be used as silylating agent for dervatization of primary and secondary alcohols etc.. Als....
- Aug 13，2020
View Lastest Price from tert-Butyldimethylsilyl chloride manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2024-12-18 | tert-Butyldimethylsilyl chloride
18162-48-6
|
US $5.00 / KG | 1KG | 99% | 500mt/year | Jinan Finer Chemical Co., Ltd | |
 |
2024-12-18 | tert-Butyldimethylsilyl chloride
18162-48-6
|
US $55.00 / kg | 1kg | 99% | 5000kg/week | Hebei Zhuanglai Chemical Trading Co.,Ltd | |
 |
2024-12-17 | tert-Butyldimethylsilyl chloride
18162-48-6
|
US $30.00 / kg | 1kg | 99% | 2000kg | hebei hongtan Biotechnology Co., Ltd |
-
- tert-Butyldimethylsilyl chloride
18162-48-6
- US $5.00 / KG
- 99%
- Jinan Finer Chemical Co., Ltd
-
- tert-Butyldimethylsilyl chloride
18162-48-6
- US $55.00 / kg
- 99%
- Hebei Zhuanglai Chemical Trading Co.,Ltd
-
- tert-Butyldimethylsilyl chloride
18162-48-6
- US $30.00 / kg
- 99%
- hebei hongtan Biotechnology Co., Ltd