tert-Butylchlorodiphenylsilane
- Product Name
- 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
- Formula Weight
- 274.86
- MOL File
- 58479-61-1.mol
tert-Butylchlorodiphenylsilane Property
- Boiling point:
- 90 °C0.01 mm Hg(lit.)
- Density
- 1.057 g/mL at 25 °C(lit.)
- refractive index
- n20/D 1.568(lit.)
- 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)
- 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
- 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
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H314Causes severe skin burns and eye damage
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
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
- 195537
- Product name
- tert-Butyl(chloro)diphenylsilane
- Purity
- 98%
- Packaging
- 2g
- Price
- $25.96
- Updated
- 2024/03/01
- Product number
- 195537
- Product name
- tert-Butyl(chloro)diphenylsilane
- Purity
- 98%
- Packaging
- 1kg
- Price
- $1960
- Updated
- 2024/03/01
- Product number
- B1223
- Product name
- tert-Butyldiphenylchlorosilane
- Purity
- >95.0%(GC)
- Packaging
- 5mL
- Price
- $33
- Updated
- 2024/03/01
- Product number
- B1223
- Product name
- tert-Butyldiphenylchlorosilane
- Purity
- >95.0%(GC)
- Packaging
- 25mL
- Price
- $89
- Updated
- 2024/03/01
- Product number
- A12721
- Product name
- tert-Butyldiphenylchlorosilane
- Purity
- 97%
- Packaging
- 10g
- Price
- $42.65
- Updated
- 2024/03/01
tert-Butylchlorodiphenylsilane Chemical Properties,Usage,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-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.
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.
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
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
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View Lastest Price from tert-Butylchlorodiphenylsilane manufacturers
- Product
- tert-Butyldiphenylchlorosilane 58479-61-1
- Price
- US $0.00-0.00/kg
- Min. Order
- 0.10000000149011612kg
- Purity
- 98%
- Supply Ability
- 50tons
- Release date
- 2024-12-19
- Product
- tert-Butylchlorodiphenylsilane 58479-61-1
- Price
- US $20.00/g
- Min. Order
- 10g
- Purity
- 98%
- Supply Ability
- 2000kg
- Release date
- 2024-05-15
- Product
- tert-Butylchlorodiphenylsilane 58479-61-1
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 50000KG/month
- Release date
- 2023-11-22