tert-Butylchlorodiphenylsilane
- CAS No.
- 58479-61-1
- Chemical Name:
- tert-Butylchlorodiphenylsilane
- Synonyms
- TBDPSCl;TBDPS;TBDPSCI;TBDPCL;TBDP;TERT-BUTYLDIPHENYLCHLOROSILANE;TERT-BUTYLDIPHENYLSILYL CHLORIDE;butylchlorodiphenylsilane;T-BUTYLCHLORODIPHENYLSILANE;tert-Butylchlorodiphenylsilane ,97%
- CBNumber:
- CB9302079
- Molecular Formula:
- C16H19ClSi
- Molecular Weight:
- 274.86
- MDL Number:
- MFCD00000497
- MOL File:
- 58479-61-1.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| 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 |
| InChI | 1S/C16H19ClSi/c1-16(2,3)18(17,14-10-6-4-7-11-14)15-12-8-5-9-13-15/h4-13H,1-3H3 |
| InChIKey | MHYGQXWCZAYSLJ-UHFFFAOYSA-N |
| SMILES | CC(C)(C)[Si](Cl)(c1ccccc1)c2ccccc2 |
| 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) |
| UNSPSC Code | 12352002 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |   GHS05,GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H314-H335 | |||||||||
| Precautionary statements | P261-P271-P280-P301+P330+P331-P303+P361+P353-P305+P351+P338 | |||||||||
| target organs | Respiratory system | |||||||||
| 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 | TSCA listed | |||||||||
| HazardClass | 8 | |||||||||
| PackingGroup | II | |||||||||
| HS Code | 29310095 | |||||||||
| Storage Class | 8A - Combustible corrosive hazardous materials | |||||||||
| Hazard Classifications | Eye Dam. 1 Skin Corr. 1B STOT SE 3 |
|||||||||
| Limited Quantities | 1.0 L (0.3 gallons) (liquid) or 1 Kg (2.2 lbs) (solid) | |||||||||
| Excepted Quantities | Not Permitted as Excepted Quantity | |||||||||
| NFPA 704 |
|
tert-Butylchlorodiphenylsilane price More Price(85)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 195537 | tert-Butyl(chloro)diphenylsilane 98% | 58479-61-1 | 2g | $71.2 | 2026-04-30 | Buy |
| Sigma-Aldrich | 195537 | tert-Butyl(chloro)diphenylsilane 98% | 58479-61-1 | 1kg | $2150 | 2026-04-30 | Buy |
| TCI Chemical | B1223 | tert-Butyldiphenylchlorosilane >95.0%(GC) | 58479-61-1 | 5mL | $39 | 2026-04-30 | Buy |
| TCI Chemical | B1223 | tert-Butyldiphenylchlorosilane >95.0%(GC) | 58479-61-1 | 25mL | $104 | 2026-04-30 | Buy |
| Usbiological | 261602 | tert-Butyl diphenylchlorosilane Asreported | 58479-61-1 | 50g | $343 | 2026-06-03 | 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 cm3.
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.
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.
Application
tert-Butylchlorodiphenylsilane (TBDPSCl) is a good reagent for chemical reaction, widely used in the fields of organic synthesis, thin film materials and medicine. The main applications are as follows:
(1) It can be used for the preparation of T - SSBR (SSBR end - capped by tert - Butylchlorodiphenylsilane). Since TBCSi end sealing can fix the free chain ends of T-SSBR (that is, reduce the frictional loss of molecular chains and generate a greater orientation degree in the force field), and adsorb carbon black, the performance of T-SSBR composites is superior to that of SSBR. Moreover, the performance of styrene-TBCSi terminated T-SSBR (TS-SSBR) is much better than that of butadiene-TBCSi terminated T-SSBR (TB-SSBR). Therefore, the former is applicable to the tread of green tires.[1]
(2) TBDPSCl can be used to prepare fluorene-based polyimides (Si-PIs) containing silyl ether groups by silylation with hydroxyl-containing polyimides (OH-PIs). The optical, dielectric and solubility properties of the modified Si-PI films are simultaneously improved compared to the precursor OH-PI films. The modified Si–PI films demonstrate a meaningful enhancement in the transmittances at a wavelength of 400 nm (T400) to 74–81% from 42 to 55% of OH–PI films and the regeneration of fluorescence characteristics. The dielectric constant and loss of Si–PI films are also obviously reduced to 2.63–2.75 and 0.0024–0.0091 at 1 kHz from 4.19 to 4.78 and 0.0173–0.0295 of OH–PI films, respectively, due to substituted with the bulky nonpolar TBDPS groups to increase the free volume and hydrophobicity of Si–PI films. The solubility of Si–PIs in low- or nonpolar solvents (such as CHCl3, CH2Cl2, acetone, and toluene) is significantly improved. Furthermore, Si–PI films still maintain relatively good thermal properties with the 5% weight loss temperature (T5%) in the range 470–491 °C under a nitrogen atmosphere and the glass transition temperature (Tg) in the range 245–308 °C.[2]
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.
reaction suitability
reagent type: derivatization reagent
reaction type: Silylations
Synthesis
507-20-0
80-10-4
58479-61-1
Example 2: To a 500 mL four-necked flask equipped with a reflux condenser, a charging funnel, a thermometer, and a stir bar was added 12.2 g (0.5 mol) of magnesium under nitrogen protection. After drying, tert-butyl Grignard reagent was prepared by adding 250 mL of tetrahydrofuran and 46.3 g (0.5 mol) of chlorinated tert-butane by stirring. At room temperature, 0.45 g (0.005 mol) of copper cyanide was added to the reaction system, followed by the slow dropwise addition of 126.6 g (0.5 mol) of diphenyl dichlorosilane under stirring. During the reaction, the system temperature was raised to 50°C. After reflux heating and stirring for 5 h, the reaction mixture was diluted by adding 100 mL of hexane and the insoluble material was removed by filtration. After distillation to remove the solvent, it was purified by vacuum distillation to give 103 g (75% yield) of tert-butyl diphenylchlorosilane.
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.]
References
[1] LEI WANG . Study on the structure and properties of SSBR with large-volume functional groups at the end of chains[J]. Polymer, 2010, 51 9: Pages 2084-2090. DOI:10.1016/j.polymer.2010.03.006.
[2] YANCHENG WU*; Shumei L, JIANQING ZHAO; Simultaneously Improving the Optical, Dielectric, and Solubility Properties of Fluorene-Based Polyimide with Silyl Ether Side Groups[J]. ACS Omega, 2022, 7 14: 11939-11945. DOI:10.1021/acsomega.2c00069.
tert-Butylchlorodiphenylsilane Preparation Products And Raw materials
Raw materials
Preparation Products
1of3
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Nantong Jiaxingtai Biotechnology Co., Ltd. | 18795782766 | 769011731@qq.com | China | 430 | 58 |
| Beijing Ouhe Technology Co., Ltd | 13552068683 13522913783 | 2355560935@qq.com | China | 11777 | 60 |
| Henan yu Chen pharmaceutical co., LTD | 0374-5699939 18864655557 | yuchenchem@126.com | China | 30 | 58 |
| Zhuangming New Material Technology Jiangsu Co., Ltd. | 0513-86936896 19939955216 | sales@zhuangming.net | China | 599 | 58 |
| Nanjing Yili Biotechnology Co., Ltd. | 13851808754 | BUYC24@aikonchem.com | China | 8188 | 58 |
| Jiangsu Aikon Biopharmaceutical R&D co.,Ltd. | 025-66028182 17714375163 | yftan@aikonchem.com | China | 16674 | 50 |
| Hechi Zhuangming Biopharmaceutical Co., Ltd | 18116363706 | lvqiong@zmsilane.com | China | 100 | 58 |
| Hangzhou Mingma Technology Co., LTD | 17621758100 | sales@sunmatech.com | China | 140 | 58 |
| Hubei xingongli Chemical Co., Ltd | 027-027-59106151 15172325309 | 1400858877@qq.com | China | 9755 | 58 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
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Related Questions
Ask a questionView Latest Price from tert-Butylchlorodiphenylsilane manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
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2026-10-13 | tert-Butyldiphenylchlorosilane
58479-61-1
|
98% | 50tons | Hubei Changfu Chemical Co., Ltd. | |||
 |
2026-10-13 | tert-Butylchlorodiphenylsilane
58479-61-1
|
1KG | 98%min | 30tons/month | WUHAN FORTUNA CHEMICAL CO., LTD | ||
 |
2026-09-02 | tert-Butylchlorodiphenylsilane
58479-61-1
|
$8.00 | 1KG | 99% | Henan Fengda Chemical Co., Ltd |
-
- tert-Butyldiphenylchlorosilane
58479-61-1
- 98%
- Hubei Changfu Chemical Co., Ltd.
-
- tert-Butylchlorodiphenylsilane
58479-61-1
- $0.00
- 98%min
- WUHAN FORTUNA CHEMICAL CO., LTD
-
- tert-Butylchlorodiphenylsilane
58479-61-1
- $8.00
- 99%
- Henan Fengda Chemical Co., Ltd
