COMMERCIAL
75-77-4

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TRIMETHYLCHLOROSILANE

Product Code: SIT8510.0

Cas No: 75-77-4

R&D quantities:

25 g
$20.00
750 g
$77.00
3 kg
$246.00

Interested in a Commercial Order?

Boiling Point: 57.6°

EINECS Number: 200-900-5

Melting Point: -57.7°

Molecular Weight: 108.64

Alternative Name: TMCS

Specific Gravity: 0.8580

Flashpoint: -27°C (-17°F)

HMIS Key: 3-4-2-X

Hydrolytic Sensitivity: 8: reacts rapidly with moisture, water, protic solvents

Formula: C3H9ClSi

Refractive Index: 1.3885

TSCA: TSCA

Application: Review of synthetic utility.1
Review on organosilane protecting groups.2
Enhances Claisen rearrangement.3
Enhances the deprotection of tBOC-protected amino acids.4
Enhances ethylene glycol ketalization reaction.5
Catalyzes the formation of chlorohydrin esters from diols.6
Reviewed as water scavenger in reactions of carbonyl compounds.7
Facilitates Michael additions.8

Reference: 1. Handbook of Reagents for Organic Synthesis, Reagents for Silicon-Mediated Organic Synthesis, Fuchs, P. L. Ed., John Wiley and Sons, Ltd., 2011, p. 170-182.
2. Larson, G. L. “Silicon-Based Blocking Agents” Gelest, Inc. 2014.
3. Snider, B. B.; Hawryluk, N. A. Org. Synth. 2000, 2, 635.
4. Chen, B. C. et al. J. Org. Chem. 1999, 64, 9294.
5. Chan, T. H. et al. Synthesis 1983, 203.
6. Eras, J. et al. J. Org. Chem. 2002, I, 8631.
7. Volochnuk, D. M. et al. Synthesis 2009, 3719.
8. Xu, L. W. et al. Chem. Commun. 2003, 2570.

Fieser: F&F: Vol. 1, p 1232; Vol. 2, p 435; Vol.3, p 310; Vol. 4, p 32, p 537; Vol.5, p 709; Vol. 6, p 25; Vol. 7, p 66; Vol. 8, p 107; Vol. 9, p 112; Vol. 10, p 96; Vol. 11, p 125; Vol. 12, p 126; Vol. 13, p 165; Vol. 14, p 175; Vol. 15, p 89; Vol. 16, p 85; Vol. 17, p 79; Vol. 19, p 374; Vol. 20, p 348, p 380, p 404; Vol.21, p 453.

Additional Properties: 395
Dipole moment: 2.09 debye
Surface tension: 17.8 mN/m
?Hcomb: -714 kcal/mole
Critical temperature: 224.6°
?Hform: -84.5 kcal/mole
Critical pressure: 31.6 atm
?Hvap: 6.6 kcal/mole
Specific heat: 0.42 cal/g/°
Coefficient of thermal expansion: 1.2 x 10-3
Most economical and broadly used silylation reagent
Vapor pressure, 20°: 190 mm
Vapor pressure, 50°: 591 mm