67373-56-2 Usage
Physical properties
mp 14–15 °C; bp 55–56 °C/10 mmHg; d 0.909 g cm?3.
Uses
Different sources of media describe the Uses of 67373-56-2 differently. You can refer to the following data:
1. Silylating reagent for the protection of 1? and 2? alcohols
and N-silylation of amines and amides; used in the preparation
of thexyldimethylsilyl triflate; formation of α-silyl hydrazones;
formylation of polyfluoroalkyl halides.
Thexyldimethylsilyl chloride (TDS-Cl) was first introduced as a more
easily prepared alternative to the more commonly used t-butyldimethylsilyl chloride for the protection of alcohols.
2. Protecting reagent for alcohols and other functional groups. Employed in the synthesis of silicon naphthocyanine and cyclodextrin derivatives, which are useful as antitumor dyes and chiral stationary phases, respectively.
Preparation
To a mixture of dimethylchlorosilane
(10 mL, 92 mmol) and AlCl3 (0.680 g, 5 mmol) at 25°Cwas
added 2,3-dimethyl-2-butene (11 mL, 91 mmol). After stirring
for 4 h at ambient temperature, the mixture was filtered and
distilled to yield 15.2 g of TDS-Cl (93%).
Purification Methods
Purify it by fractional distillation and store it in small aliquots in sealed ampoules. It is very sensitive to moisture and is estimated by dissolving an aliquot in excess of 0.1M NaOH and titrating with 0.1M HCl using methyl red as indicator [Szabó et al. Helv Chim Acta 67 2128 1984].
Check Digit Verification of cas no
The CAS Registry Mumber 67373-56-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,7,3,7 and 3 respectively; the second part has 2 digits, 5 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 67373-56:
(7*6)+(6*7)+(5*3)+(4*7)+(3*3)+(2*5)+(1*6)=152
152 % 10 = 2
So 67373-56-2 is a valid CAS Registry Number.
InChI:InChI=1/C8H19ClSi/c1-7(2)8(3,4)10(5,6)9/h7H,1-6H3
67373-56-2Relevant articles and documents
Method for preparing thexyldimethylchlorosilane
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Paragraph 0020; 0021, (2016/11/07)
The invention discloses a method for preparing thexyldimethylchlorosilane, wherein the method comprises the following steps: adding a Lewis acid catalyst in trimethylchlorosilane, dropwise adding 2,3-dimethyl butene at the temperature of -10-0 DEG C while stirring, carrying out a reaction, and thus obtaining thexyldimethylchlorosilane. The method has the advantages that the production process is greatly simplified, the reaction conditions are mild, the production cost is relatively low, and the product yield is relatively high.
The recycling of organosilyl protecting species used in organic synthesis and the water binding ability of the silanol tBuMe2SiOH
Lickiss, Paul D.,Stubbs, Katharine M.
, p. 171 - 174 (2007/10/02)
The silanols formed on the cleavage of organosilyl protecting groups from organic compounds can be efficiently reconverted into the chlorosilanes used in the initial silylation reaction by treatment with SOCl2.The silanol tBuMe2SiOH is very readily removed from organic reaction mixtures as its remarkably volatile hemihydrate tBuMe2SiOH>2 * H2O.
HYDROSILYLATION OF TETRASUBSTITUTED OLEFINS
Oertle, Konrad,Wetter, Hansjuerg
, p. 5511 - 5514 (2007/10/02)
Tetrasubstituted olefins are hydrosilylated under very mild conditions with dimethyl- or butylmethylchlorosilane and aluminium chloride as catalyst.Application of this procedure to 2,3-dimethyl-2-butene yields thexyldimethylsilyl chloride, a new silicon based protective group reagent.
