Identification | More | [Name]
DIMETHYLTHEXYLSILYL CHLORIDE | [CAS]
67373-56-2 | [Synonyms]
CHLORODIMETHYL(1,1,2-TRIMETHYLPROPYL)SILANE CHLORO-DIMETHYL-THEXYLSILANE DIMETHYL-(2,3-DIMETHYL-2-BUTYL)CHLOROSILANE DIMETHYL-THEXYLCHLOROSILANE DIMETHYLTHEXYLSILYL CHLORIDE TDSCI TDSCL THEXYLDIMETHYLCHLOROSILANE THEXYLDIMETHYLSILYL CHLORIDE Thexyldimethylsilylchlorid Chlorodimethylthexylsilane~Dimethyl(2,3-dimethylbutyl)chlorosilane~Dimethylthexylsilylchloride Thexyldimethylchlorosilane,95% ThexyldimethylchlorosilaneTDSCl Silane, chlorodimethyl(1,1,2-trimethylpropyl)- dimethyl(2,3-dimethylbutyl)chlorosilane Chloro-dimethyl-(2,3-dimethyl-2-butyl)-silane Chlorodimethyl(1,1,2-trimethylpropyl)silane, Dimethyl-(2,3-dimethyl-2-butyl)chlorosilane, Dimethyl-thexylchlorosilane, Dimethylthexylsilyl chloride, TDSCl, Thexyldimethylsilyl chloride Chlorothexyldimethylsilane | [EINECS(EC#)]
629-449-6 | [Molecular Formula]
C8H19ClSi | [MDL Number]
MFCD00012175 | [Molecular Weight]
178.77 | [MOL File]
67373-56-2.mol |
Chemical Properties | Back Directory | [Appearance]
clear colorless to almost colorless liquid | [Melting point ]
15 °C | [Boiling point ]
55-56 °C10 mm Hg(lit.) | [density ]
0.909 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.449(lit.)
| [Fp ]
125 °F
| [storage temp. ]
Flammables area | [solubility ]
sol in THF, DMF, CH2Cl2. | [form ]
clear liquid | [color ]
Colorless to Almost colorless | [Specific Gravity]
0.911 | [Hydrolytic Sensitivity]
8: reacts rapidly with moisture, water, protic solvents | [Sensitive ]
Moisture Sensitive | [BRN ]
3647960 | [InChIKey]
KIGALSBMRYYLFJ-UHFFFAOYSA-N | [CAS DataBase Reference]
67373-56-2(CAS DataBase Reference) |
Safety Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
R10:Flammable. R34:Causes burns. R37:Irritating to the respiratory system. | [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) . | [RIDADR ]
UN 2986 8/PG 2
| [WGK Germany ]
3
| [F ]
10-21 | [TSCA ]
No | [HazardClass ]
8 | [PackingGroup ]
II | [HS Code ]
29319090 |
Hazard Information | Back Directory | [Chemical Properties]
clear colorless to almost colorless liquid | [Physical properties]
mp 14–15 °C; bp 55–56 °C/10 mmHg; d 0.909 g cm?3. | [Uses]
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. | [Uses]
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. | [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]. |
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