tert-Butylchlorodiphenylsilane
- CAS No.
- 58479-61-1
- Chemical Name:
- tert-Butylchlorodiphenylsilane
- Synonyms
- TBDPSCl;TBDPCL;TBDP;TBDPSCI;TERT-BUTYLDIPHENYLCHLOROSILANE;TERT-BUTYLDIPHENYLSILYL CHLORIDE;butylchlorodiphenylsilane;tert-Butylchlorodiphenylsilane ,97%;DK830;CB2805
- CBNumber:
- CB9302079
- Molecular Formula:
- C16H19ClSi
- Molecular Weight:
- 274.86
- MDL Number:
- MFCD00000497
- MOL File:
- 58479-61-1.mol
- MSDS File:
- SDS
Boiling point | 90 °C0.01 mm Hg(lit.) |
---|---|
Density | 1.057 g/mL at 25 °C(lit.) |
refractive index |
n |
Flash point | >230 °F |
storage temp. | Inert atmosphere,2-8°C |
solubility | miscible in most organic solvents. |
form | Liquid |
Specific Gravity | 1.074 |
color | Clear colorless to yellow or slightly brown |
Water Solubility | reacts |
Sensitive | Moisture Sensitive |
Hydrolytic Sensitivity | 7: reacts slowly with moisture/water |
BRN | 644023 |
CAS DataBase Reference | 58479-61-1(CAS DataBase Reference) |
FDA UNII | 3BEU48UI4E |
NIST Chemistry Reference | Silane, chloro(1,1-dimethylethyl)diphenyl-(58479-61-1) |
EPA Substance Registry System | Silane, chloro(1,1-dimethylethyl)diphenyl- (58479-61-1) |
SAFETY
Risk and Safety Statements
Symbol(GHS) | GHS05,GHS07 |
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Signal word | Danger | |||||||||
Hazard statements | H314-H335 | |||||||||
Precautionary statements | P261-P271-P280-P301+P330+P331-P303+P361+P353-P305+P351+P338 | |||||||||
Hazard Codes | C,Xi | |||||||||
Risk Statements | 14-34-37-29-20/21/22-40 | |||||||||
Safety Statements | 26-36/37/39-45-8 | |||||||||
RIDADR | UN 2987 8/PG 2 | |||||||||
WGK Germany | 3 | |||||||||
F | 10 | |||||||||
Hazard Note | Irritant/Corrosive | |||||||||
TSCA | Yes | |||||||||
HazardClass | 8 | |||||||||
PackingGroup | II | |||||||||
HS Code | 29310095 | |||||||||
NFPA 704 |
|
tert-Butylchlorodiphenylsilane price More Price(53)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich | 195537 | tert-Butyl(chloro)diphenylsilane 98% | 58479-61-1 | 2g | $25.96 | 2024-03-01 | Buy |
Sigma-Aldrich | 195537 | tert-Butyl(chloro)diphenylsilane 98% | 58479-61-1 | 1kg | $1960 | 2024-03-01 | Buy |
TCI Chemical | B1223 | tert-Butyldiphenylchlorosilane >95.0%(GC) | 58479-61-1 | 5mL | $33 | 2024-03-01 | Buy |
TCI Chemical | B1223 | tert-Butyldiphenylchlorosilane >95.0%(GC) | 58479-61-1 | 25mL | $89 | 2024-03-01 | Buy |
Alfa Aesar | A12721 | tert-Butyldiphenylchlorosilane 97% | 58479-61-1 | 10g | $42.65 | 2024-03-01 | Buy |
tert-Butylchlorodiphenylsilane Chemical Properties,Uses,Production
Chemical Properties
Tert-Butylchlorodiphenylsilane is a colorless to pale brown oily liquid with pungent odor, may be used as silylating agent for derivatization of alcohols, ketones, carboxylic acids, amines, amides and mercaptanes selectively into functional groups in different sterical environments.
Physical properties
colorless liquid, bp 93–95°C/0.015 mmHg; n20 D 1.5680; d 1.057 g cm?3.
Uses
tert-Butylchlorodiphenylsilane can be used to prepare 1-benzyloxy-3-(tert-butyldiphenylsilyloxy)propan-2-ol, a key intermediate for the synthesis of mono-O-protected pyrimidine acyclic nucleosides.
Uses
Several newmethods have been developed
for using the reagent to protect primary and secondary alcohols
as their TBDPS ethers. In the presence of ammonium nitrate or
ammonium perchlorate, reaction between TBDPS-Cl and a primary
alcohol, such as benzyl alcohol, in DMF provided excellent
yields of the corresponding silyl ethers in just 15 min (eq 1).19
When silver nitrate was used as promoter, the reactions gave
inferior yields under otherwise identical conditions.
When TBDPS-Cl is used to react with hemiacetals, it converts
hemiacetals into ring-opened silyl ether carbonyl compounds, instead
of mixed acetals.Presumably, the sizable TBDPS group
presents too much steric hindrance for the formation of the corresponding
mixed silyl acetals.
Uses
tert-Butyldiphenylchlorosilane acts as a silylating reagent used to protect alcohols and in the preparation of silyl ethers. It plays a major role as a raw material and a precursor in organic synthesis and pharmaceuticals. It is also used for the synthesis of interphenylene phenyloxazoles which can be used for the treatment of circulatory disorders, angina and stroke.
Preparation
a dry 1 L, three-necked round bottomed flask is equipped with a magnetic stirring bar, a 500mL equalizing dropping funnel fitted with a rubber septum, a reflux condenser, and nitrogen inlet tube. The flask is flushed with nitrogen, then charged with 127 g (0.5 mol) of diphenyldichlorosilane in 300mL of redistilled pentane. A solution of tbutyllithium in pentane (500 mL, 0.55 mol), is transferred under nitrogen pressure to the dropping funnel using a stainless steel, double-tip transfer needle. This solution is slowly added to the contents of the flask and when the addition is complete, the mixture is refluxed 30 h under nitrogen with stirring. The suspension is allowed to cool to rt, the precipitated lithium chloride is rapidly filtered through a pad of Celite, and the latter is washed with 200mL of pentane. The solvent is removed by evaporation, and the colorless residue is distilled through a short (10 cm), Vigreux column, to give 125–132 g of the colorless title compound.
Purification Methods
Purify it by repeated fractional distillaton. It is soluble in DMF and pentane [Hanessian & Lavalee Can J Chem 53 2975 1975, Robl et al. J Med Chem 34 2804 1991]. [Beilstein 4 IV 4076 for tert-butylchlorodimethylsilane.]
tert-Butylchlorodiphenylsilane Preparation Products And Raw materials
Raw materials
Preparation Products
1of3
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
Shanghai Zhuangming Biopharma Co., Ltd. | +86-19189228086 +86-18858568638 | sales@zmsilane.com | China | 641 | 58 |
CD Chemical Group Limited | +8615986615575 | info@codchem.com | China | 20342 | 58 |
Hubei Changfu Chemical Co., Ltd. | +86-027-84396550 +8617721064038 | sales@cfsilanes.com | China | 414 | 58 |
Hebei Weibang Biotechnology Co., Ltd | +8617732866630 | bess@weibangbio.com | China | 18153 | 58 |
Hebei Mojin Biotechnology Co., Ltd | +86 13288715578 +8613288715578 | sales@hbmojin.com | China | 12839 | 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 | 5892 | 58 |
Zibo Hangyu Biotechnology Development Co., Ltd | +86-0533-2185556 +8617865335152 | Mandy@hangyubiotech.com | China | 10986 | 58 |
Henan Fengda Chemical Co., Ltd | +86-371-86557731 +86-13613820652 | info@fdachem.com | China | 20286 | 58 |
hebei hongtan Biotechnology Co., Ltd | +86-86-1913198-3935 +8617331935328 | sales03@chemcn.cn | China | 970 | 58 |
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View Lastest Price from tert-Butylchlorodiphenylsilane manufacturers
Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
---|---|---|---|---|---|---|---|---|
2024-11-28 | tert-Butylchlorodiphenylsilane
58479-61-1
|
US $20.00 / g | 10g | 98% | 2000kg | hebei hongtan Biotechnology Co., Ltd | ||
2024-11-28 | tert-Butyldiphenylchlorosilane
58479-61-1
|
US $0.00-0.00 / kg | 0.1kg | 98% | 50tons | Hubei Changfu Chemical Co., Ltd. | ||
2024-11-27 | tert-Butylchlorodiphenylsilane
58479-61-1
|
US $0.00 / KG | 1KG | 98%min | 30tons/month | WUHAN FORTUNA CHEMICAL CO., LTD |
- tert-Butylchlorodiphenylsilane
58479-61-1
- US $20.00 / g
- 98%
- hebei hongtan Biotechnology Co., Ltd
- tert-Butyldiphenylchlorosilane
58479-61-1
- US $0.00-0.00 / kg
- 98%
- Hubei Changfu Chemical Co., Ltd.
- tert-Butylchlorodiphenylsilane
58479-61-1
- US $0.00 / KG
- 98%min
- WUHAN FORTUNA CHEMICAL CO., LTD