COMMERCIAL
999-97-3

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1,1,1,3,3,3-HEXAMETHYLDISILAZANE, 98%

Product Code: SIH6110.0

Cas No: 999-97-3

R&D quantities:

1.5 kg
$99.00
25 g
$21.00

Interested in a Commercial Order?

Boiling Point: 126-7°

EINECS Number: 213-668-5

Melting Point: <-76°

Molecular Weight: 161.39

Alternative Name: HMDS

Specific Gravity: 0.7742

Flashpoint: 12°C (54°F)

HMIS Key: 2-4-1-X

Hydrolytic Sensitivity: 7: reacts slowly with moisture/water

Formula: C6H19NSi2

Refractive Index: 1.4080

TSCA: TSCA

Application: Review of synthetic utility.1
Review on organosilane protecting groups.2
Converts acid chlorides and alcohols to amines in a three-component reaction.3
Reacts with formamide and ketones to form pyrimidines.4
Lithium reagent reacts w/ aryl chlorides or bromides to provide primary anilines.5
Used to convert ketones to ?-aminophosphonates.6

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. 317-319.
2. Larson, G. L. “Silicon-Based Blocking Agents” Gelest, Inc. 2014.
3. Li, H.-H. et al. Eur. J. Org. Chem. 2008, 3623.
4. Tyagarajan, S.; Chakravarty, P. K. Tetrahedron Lett. 2005, 46, 7889.
5. Lee, S.; Jorgensen, M.; Hartwig, J. F. Org. Lett. 2001, 3, 2729.
6. Heo, Y. et al. Tetrahedron Lett. 2012, 53, 3897.

Fieser: F&F: Vol. 1, p 427; Vol. 2, p 159; Vol. 5, p 323; Vol. 6, p 273; Vol. 7, p 167; Vol. 8, p 29; Vol. 9, p 234; Vol. 11, p 38; Vol. 12, p 239; Vol. 13, p 141; Vol. 14, p 300.

Additional Properties: 325
Ea, reaction w/SiO2 surface: 17.6 kcal/mole
Specific wetting surface: 485 m2/g
?Hcomb: 6,052 kcal/mole
?Hvap: 8.3 kcal mole
pKa: 7.55
Dipole moment: 0.37 debye
Dielectric constant: 1000 Hz: 2.27
Surface tension: 18.2 mN/m
Versatile silylation reagent; creates hydrophobic surfaces
Vapor pressure, 50°: 50 mm