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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
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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)
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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
10
Hazard Note 
Irritant/Corrosive
TSCA 
Yes
HazardClass 
8
PackingGroup 
II
HS Code 
29310095
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
195537
Product name
tert-Butyl(chloro)diphenylsilane
Purity
98%
Packaging
2g
Price
$25.96
Updated
2024/03/01
Sigma-Aldrich
Product number
195537
Product name
tert-Butyl(chloro)diphenylsilane
Purity
98%
Packaging
1kg
Price
$1960
Updated
2024/03/01
TCI Chemical
Product number
B1223
Product name
tert-Butyldiphenylchlorosilane
Purity
>95.0%(GC)
Packaging
5mL
Price
$33
Updated
2024/03/01
TCI Chemical
Product number
B1223
Product name
tert-Butyldiphenylchlorosilane
Purity
>95.0%(GC)
Packaging
25mL
Price
$89
Updated
2024/03/01
Alfa Aesar
Product number
A12721
Product name
tert-Butyldiphenylchlorosilane
Purity
97%
Packaging
10g
Price
$42.65
Updated
2024/03/01
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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.

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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tert-Butylchlorodiphenylsilane Suppliers

TCI Chemicals (India) Pvt. Ltd.
Tel
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Fax
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Email
sales-in@tcichemicals.com
Country
India
ProdList
6768
Advantage
58
Triveni chemicals
Tel
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Email
sales@trivenichemical.com
Country
India
ProdList
6088
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58
Sisco Research Laboratories Pvt. Ltd.
Tel
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marketing@srlchem.com
Country
India
ProdList
4315
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58
Alfa Aesar
Tel
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Fax
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Email
tech@alfa.com
Country
India
ProdList
6905
Advantage
58
Scientific And Surgical Corporation
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Fax
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Country
India
ProdList
21
Advantage
58
A.J Chemicals
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Email
sales@ajchem.in
Country
India
ProdList
6100
Advantage
58
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View Lastest Price from tert-Butylchlorodiphenylsilane manufacturers

hebei hongtan Biotechnology Co., Ltd
Product
tert-Butylchlorodiphenylsilane 58479-61-1
Price
US $20.00/g
Min. Order
10g
Purity
98%
Supply Ability
2000kg
Release date
2024-05-15
WUHAN FORTUNA CHEMICAL CO., LTD
Product
tert-Butylchlorodiphenylsilane 58479-61-1
Price
US $0.00/KG
Min. Order
1KG
Purity
98%min
Supply Ability
30tons/month
Release date
2023-01-16
Hubei Changfu Chemical Co., Ltd.
Product
tert-Butyldiphenylchlorosilane 58479-61-1
Price
US $0.00-0.00/kg
Min. Order
0.1kg
Purity
98%
Supply Ability
50tons
Release date
2023-12-25

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