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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
Last updated:2024-03-26 14:13:49

tert-Butylchlorodiphenylsilane Properties

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)
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)  GHS hazard pictogramsGHS hazard pictograms
GHS05,GHS07
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
10
Hazard Note  Irritant/Corrosive
TSCA  Yes
HazardClass  8
PackingGroup  II
HS Code  29310095
NFPA 704
1
3 1
W

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
Product number Packaging Price Buy
195537 2g $25.96 Buy
195537 1kg $1960 Buy
B1223 5mL $33 Buy
B1223 25mL $89 Buy
A12721 10g $42.65 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.the sizable TBDPS group
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.]

507-20-0
80-10-4
58479-61-1
Synthesis of tert-Butylchlorodiphenylsilane from 2-Chloro-2-methylpropane and Dichlorodiphenylsilane
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View Lastest Price from tert-Butylchlorodiphenylsilane manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
tert-Butyldiphenylchlorosilane pictures 2024-04-26 tert-Butyldiphenylchlorosilane
58479-61-1
US $0.00-0.00 / kg 0.1kg 98% 50tons Hubei Changfu Chemical Co., Ltd.
tert-Butylchlorodiphenylsilane pictures 2024-04-26 tert-Butylchlorodiphenylsilane
58479-61-1
US $20.00 / g 10g 98% 2000kg hebei hongtan Biotechnology Co., Ltd
tert-Butylchlorodiphenylsilane pictures 2024-03-23 tert-Butylchlorodiphenylsilane
58479-61-1
US $0.00-0.00 / g 500g 98% 10kg XINXIANG RUNYU MATERIAL CO., LTD.
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