| Identification | More | [Name]
tert-Butylchlorodiphenylsilane | [CAS]
58479-61-1 | [Synonyms]
T-BUTYLCHLORODIPHENYLSILANE
T-BUTYL DIPHENYLCHLOROSILANE
T-BUTYLDIPHENYLSILYL CHLORIDE
TERT-BUTYLCHLORODIPHENYLSILANE
TERT-BUTYLDIPHENYLCHLOROSILANE
TERT-BUTYLDIPHENYLSILYL CHLORIDE
TIMTEC-BB SBB009012
butylchlorodiphenylsilane
CB2805
chloro(1,1-dimethylethyl)diphenyl-silan
Tert-Butylchloridediphenylsilane
tert-Butylsiphenylchlorosilane
tert-Butyl Diphenylchlorosilane (TBDPSCl)
TERT-BUTYLCHLORODIPHENYLSILANE 98%
TERT-BUTYLDIPHENYL CHLOROSILANE, TBDPSCL, REDISTILLED
TBDPSCl
tert-Butyldiphenylchlorosilane,97%
tert-Butyldiphenylchlorosilane(tert-Butylchlorodiphenylsilane)
tert-BUTYLDIPHENYLCHLOROSILANE 97%
Silane, chloro(1,1-dimethylethyl)diphenyl- | [EINECS(EC#)]
261-282-0 | [Molecular Formula]
C16H19ClSi | [MDL Number]
MFCD00000497 | [Molecular Weight]
274.86 | [MOL File]
58479-61-1.mol |
| Safety Data | Back Directory | [Hazard Codes ]
C,Xi | [Risk Statements ]
R14:Reacts violently with water.
R34:Causes burns.
R37:Irritating to the respiratory system.
R29:Contact with water liberates toxic gas.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S8:Keep container dry . | [RIDADR ]
UN 2987 8/PG 2
| [WGK Germany ]
3
| [F ]
10 | [Hazard Note ]
Irritant/Corrosive | [TSCA ]
Yes | [HazardClass ]
8 | [PackingGroup ]
II | [HS Code ]
29310095 |
| Raw materials And Preparation Products | Back Directory | [Preparation Products]
3-AMINO-2,2-DIMETHYL-4-OXO-AZETIDINE-1-SULFONIC ACID-->2-(t-Butyldiphenylsilanyloxy)Ethanol-->(S)-4-BOC-MORPHOLINE-3-CARBOXYLIC ACID-->Fluvastatin sodium salt-->4-Pentylcyclohexanone-->Benzene, 1,1'-[(2-bromoethoxy)(1,1-dimethylethyl)silylene]bis--->(S)-2-(TERT-BUTOXYCARBONYLAMINO)-3-(TERT-BUTYLDIPHENYLSILYLOXY)PROPANOIC ACID-->(But-3-en-1-yloxy)(tert-butyl)diphenylsilane-->Benzene, 1,1'-[(1,1-dimethylethyl)(2-propen-1-yloxy)silylene]bis--->2-(2-((tert-butyldiphenylsilyl)oxy)ethoxy)ethanol(WXPC0004)-->6-O-(TERT-BUTYLDIPHENYLSILYL)-D-GLUCAL-->METHYL-(6R)-((T-BUTYL) DIPHENYLSILYLOXY)-(2E,4E,8Z)-TETRADECATRIENOATE-->2,6-DI([1-(TERT-BUTYL)-1,1-DIPHENYLSILYL]OXY)-9,10-DIHYDROANTHRACENE-9,10-DIONE-->tert-Butyl(3-butynyloxy)diphenylsilane |
| Hazard Information | Back Directory | [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]
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.] |
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